Pillar6 Podcast
This is the Pillar6 Podcast. Where we talk about important topics around money, life, success and the balance of it all.
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How To Scale an eCommerce Services Company From Startup To Private Equity Exit With Ilya Vinogradsky
05/12/2025
How To Scale an eCommerce Services Company From Startup To Private Equity Exit With Ilya Vinogradsky
Ilya Vinogradsky is the Co-founder, Chief Technology Officer, and Chief Information Officer of Astound Digital, a global digital consultancy that helps brands grow revenue by enhancing their online relationships with consumers. Founded in 2000, Astound Digital delivers personalized digital commerce experiences by combining technological expertise with creative talent. Ilya leads the company's technical teams, ensuring the quality, scalability, and cohesion necessary to provide flexible, innovative solutions that maximize customer value. With over three decades of experience, he has been instrumental in establishing Astound as a trusted partner for iconic and innovative brands worldwide. In this episode… Scaling a business from a small startup to a global enterprise is no easy feat, especially in the fast-paced world of e-commerce. How do entrepreneurs navigate market shifts, manage growing teams, and make the tough calls that lead to lasting success? And when the time comes, what does it take to prepare for a high-stakes private equity exit? According to Ilya Vinogradsky, a seasoned entrepreneur who grew a company from a living-room operation to over 1,000 employees, the key lies in continuous learning and adaptability. He emphasizes the importance of embracing risk while building a strong foundation of trust with co-founders and employees. By codifying company values and leading by example, he cultivated a resilient culture that can weather crises and scale sustainably. This intentional approach allowed the company to survive economic downturns, grow internationally, and ultimately attract private equity investment. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with Ilya Vinogradsky, Co-founder, Chief Technology Officer, and Chief Information Officer of Astound Digital, to discuss how to scale e-commerce services companies from startup to private equity exit. They explore building a values-driven culture, navigating inflection points, and evolving leadership for growth. Ilya also shares lessons from surviving the Great Recession and preparing for an acquisition.
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IT Security Essentials for Business Owners and Individuals With Arash Shokouh
04/17/2025
IT Security Essentials for Business Owners and Individuals With Arash Shokouh
Arash Shokouh is the Founder and Managing Principal of Ophtek LLC, a company specializing in cybersecurity, managed IT security and support for small- and medium-sized businesses. With over 18 years of experience in computer technology, his background includes roles at several startups and a tenure at IBM, where he contributed to developing some of the world's fastest computer processors and holds patents in computer architecture. Beyond his professional endeavors, Arash has served as a small business development commissioner for the City of San Jose and teaches computer engineering at his alma mater, San Jose State University. In this episode… Cyberattacks are no longer just a risk for large corporations — they’re an everyday threat to individuals and small businesses alike. With phishing emails, AI-powered scams, and persistent system intrusions growing more sophisticated, what can the average person do to protect our data and avoid becoming the next target? Cybersecurity expert and IT professional Arash Shokouh outlines the essentials for fortifying digital systems, drawing from over two decades of experience. Arash emphasizes adopting a Zero Trust mindset, which means verifying every request — even those from familiar contacts — and avoiding convenience at the cost of security. With riveting anecdotes, including his recruitment by the CIA, he demonstrates the increasingly sophisticated nature of cyber adversaries and why individuals should migrate to secure platforms like Gmail and install trusted tools such as Malwarebytes. For businesses, he advocates consolidating services under platforms like Google Workspace or Microsoft 365 and hiring professionals to strengthen account security, monitor systems, and ensure compliance with best practices. In this episode of the Pillar6 Podcast, Roman Polnar interviews Arash Shokouh, Founder and Managing Principal of Ophtek, on IT security essentials for businesses and individuals. Arash shares insights into persistent cybersecurity threats, the critical shift toward Zero Trust, practical steps to secure communications, and how to vet managed service providers. Resources mentioned in this episode: Arash Shokouh: | | Phone no.: (650) 731-7154 Ophtek: | | Check if Your Email Was Part of a Breach:
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Finding the Right Fit Without Following the Script With David Goldman
04/03/2025
Finding the Right Fit Without Following the Script With David Goldman
David Goldman is the Founder of Ruby Peak Recruiting, a firm specializing in direct-hire recruiting for top level executive assistants nationwide. After moving to San Francisco from Colorado in 2001, he began his recruiting career and established Ruby Peak Recruiting in 2008. With over two decades of experience, David has been instrumental in connecting companies with exceptional talent, particularly in administrative and executive assistant roles. His dedication to building long-standing relationships and reducing friction points at every step of the process has made him a respected figure in the recruiting industry. In this episode… Starting and running a business doesn’t have to follow a rigid script, especially in industries built on human connection. Often, doing what simply makes sense can lead to better outcomes and better engagement from all sides. So what happens when you ditch the conventional playbook and trust your instincts instead? According to David Goldman, a recruiter with over two decades of experience, having genuine curiosity, trusting his intuition, and being adaptable have been his biggest business advantages. David highlights how traditional recruiting methods, especially ones focused on control, convention, and rigid processes, can stifle connections, slow the rate of progress, and produce subpar outcomes. David also explains why being present, letting go of “the way it’s always been done,” and truly understanding each person’s unique working style has shaped his unconventional but highly successful approach. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with David Goldman, Founder of Ruby Peak Recruiting, to talk about building a business by breaking away from convention. David explains why trusting intuition can create stronger client relationships, how curiosity unlocks better hiring decisions, and why rigid interview processes often backfire. David also shares his take on post-pandemic hiring trends and how to work best with recruiters. Resources mentioned in this episode:
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Managing Properties with an Investor + Owner’s Mindset With Ryan Shane
03/20/2025
Managing Properties with an Investor + Owner’s Mindset With Ryan Shane
Ryan Shane is the President of The Housing Guild Management Co., a property management company based in San Francisco that specializes in managing apartments, homes, and commercial spaces throughout the Bay Area. Under his leadership, the company continues the legacy established by his father, Lawrence Shane, who founded The Housing Guild in 1977 with a commitment to providing exceptional service to property investors. Ryan brings a personal perspective to property management as an owner and investor, which ensures that clients' investments are well cared for and their returns maximized. In this episode… Buying and owning investment property is one thing, but managing it successfully is another. Individual property investors can get blindsided by making emotional investment decisions or focusing solely on the bottom line. What if I told you that the key to long-term success was finding the right balance between the two? According to Ryan Shane, a seasoned real estate investor and second-generation property manager, adopting an investor and owner’s mindset is critical for maintaining a thriving real estate portfolio while maximizing returns. He highlights the importance of viewing each property decision through an ROI lens, from maintenance choices to tenant selection. By thinking beyond short-term gains and prioritizing long-term value, owners can avoid costly mistakes and increase profitability. In this episode of the Pillar6 Podcast, Roman Polnar sits down with Ryan Shane, President of The Housing Guild Management Co., to discuss why every property owner needs an investor and owner’s mindset. Ryan shares key strategies for evaluating real estate opportunities, making cost-effective property decisions, and balancing cash flow with long-term appreciation. He also explains the common pitfalls that owners face and how professional management can help you avoid them. Resources mentioned in this episode: Email:
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Estate Planning Ideas for Ultra-High-Net-Worth Individuals With Michelle Lerman
03/06/2025
Estate Planning Ideas for Ultra-High-Net-Worth Individuals With Michelle Lerman
Michelle Lerman is an attorney specializing in estate planning, real estate law, and business law, with a focus on serving high-net-worth and ultra-high-net-worth individuals, business owners, and real estate investors. Michelle and her husband co-founded Lerman Law Partners, LLP, and joined forces with Cunningham Legal to enhance their collective expertise. She has been named a Top Attorney and received the Top Women Attorneys award in Northern California by San Francisco Magazine multiple times. In 2018, Michelle released the third edition of her book, Create Your Best Legacy: What Every Homeowner, Real Estate Investor, and Parent Must Know About Estate Planning, Living Trusts, and Probate. In this episode… Increased wealth brings increased options and opportunities — but also complexities, especially when it comes to estate planning. With recent tax law changes and potential changes on the horizon, ultra-high-net-worth individuals need proactive strategies to safeguard their assets and minimize estate taxes. What key planning techniques should affluent families consider right now to protect their wealth for future generations? According to Michelle Lerman, a renowned estate planning attorney with over 35 years of experience, ultra-high-net-worth individuals must act to give themselves options in advance of any significant estate and gift tax changes. She highlights the importance of irrevocable trusts as a powerful tool to preserve wealth while maintaining flexibility. Strategic gifting, life insurance planning, and entity structuring can also help minimize tax burdens and protect family assets. Without a proactive approach, wealthy families risk losing millions to unnecessary taxation and legal complications. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with Michelle Lerman, an Attorney at Cunningham Legal, to discuss advanced estate planning strategies for ultra-high-net-worth individuals. They explore the impact of upcoming estate tax changes, why now is the time to establish irrevocable trusts, and how to protect family wealth from divorce or legal risks. Michelle also shares key liquidity strategies, including how life insurance can cover estate taxes. Resources mentioned in this episode: Michelle Lerman: | Contact no.: (415) 308-3640
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Unlocking DSTs: A Hidden Tool in 1031 Exchanges With Amit Urban
02/17/2025
Unlocking DSTs: A Hidden Tool in 1031 Exchanges With Amit Urban
Amit grew up in a family of real estate professionals, and early on, he saw how smart investing has helped people generate wealth and help them to live the way they dreamed. Now, as a real estate professional with Fortitude Investment Group, Amit helps rental property owners and investors navigate 1031 exchanges, Delaware Statutory Trusts (DSTs), and passive real estate investment opportunities. With over 15 years of experience in real estate, Amit has worked in both domestic and international markets, including developing shopping malls in China. In this episode… Many real estate investors know that 1031 exchanges are a powerful way to defer capital gains taxes, but few have explored the Delaware Statutory Trust (DST) as an alternative to traditional 1031 exchanges. Could this lesser-known tool provide greater flexibility, diversification, and passive income for investors looking to simplify their portfolios? According to Amit Urban, a seasoned real estate expert, DSTs are highly effective tools that allow investors to reinvest their 1031 exchange proceeds into institutional-grade properties without the burden of direct management. He highlights that DSTs provide diversification across multiple asset classes, passive income, and estate planning benefits, making them an attractive option for those transitioning out of hands-on property management. Amit highlights common examples and reasons investors are turning to DSTs as a way to preserve and grow their wealth while reducing taxes and operational headaches. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with Amit Urban, Registered Representative at Fortitude Investment Group, to discuss how DSTs fit into the 1031 exchange landscape. They break down who benefits most from DSTs, how they compare to direct property ownership, and why they offer a compelling tax-deferral strategy. Amit also shares key considerations, risks, and estate planning advantages of using DSTs as a long-term wealth-building tool. Resources mentioned in this episode:
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HR Under Trump 2.0 and What’s Next for Employers With Becky Barton
02/06/2025
HR Under Trump 2.0 and What’s Next for Employers With Becky Barton
Becky Barton is the CEO of People415, a human resources consulting firm that helps growing businesses grow faster with streamlined workflow policies, talent management, and HR compliance. With over 20 years of experience in HR strategy and operations, she specializes in aligning workforce planning with business goals. She has worked with companies across various industries, advising on hiring practices, employee classification, compensation, and compliance. Becky also speaks on HR trends and workplace regulations, providing guidance to business owners and leaders. In this episode… The landscape of HR is shifting once again with the second Trump administration, which will impact companies in different ways. Naturally, employers are left wondering: how will this administration impact my business, and what should we be doing? How can business owners and HR professionals stay ahead and ensure they’re making the right moves? According to Becky Barton, a leading HR expert and thought leader, in the short term, employers should prepare for a pro-business shift in federal labor policies, with many regulations likely being rolled back. She highlights how this could reduce compliance burdens at the national level but increase complexity for multistate employers as states like California continue to enforce stricter employment laws. With expected changes in wage laws, worker classification, workplace safety, and immigration enforcement, businesses must be proactive in auditing their HR policies to mitigate risk and adapt to new realities. In the longer term, continue to focus on best practices, building your corporate culture, and building a strong, committed, and motivated workforce. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with Becky Barton, CEO of People415, to discuss what the Trump 2.0 presidency means for HR and business owners. They explore the likely rollback of federal labor regulations, key compliance risks for employers, and strategies to prepare for shifting workplace policies. Becky also shares actionable insights on worker classification, AI’s role in HR, and best practices for building a resilient workforce. Resources mentioned in this episode:
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Annuities: Misconceptions, Regulations, and Best Practices With David Cranfield
01/23/2025
Annuities: Misconceptions, Regulations, and Best Practices With David Cranfield
David Cranfield is the Brokerage Director at Pinney Insurance, a full-service BGA. Pinney's services help financial advisors, planners, and insurance agents expand their knowledge on insurance products and source solutions for their clients. Some of David’s areas of focus include annuities, life and disability income insurance in business planning, estate planning, and individual insurance planning. With extensive experience in the insurance and financial services industry, he also serves as the Regional Vice Chair of the National PAC Committee for NAIFA (National Association of Insurance and Financial Advisors). In this episode… Annuities are one of the most debated topics in personal finance — praised for their lifetime income guarantees yet criticized for complexity, fees, and misuse. How can people separate fact from fiction and determine if annuities are the right financial tool for their needs? According to David Cranfield, a seasoned financial professional and self-professed “insurance geek,” annuities are neither inherently good nor bad — they are simply tools that must be used properly. He highlights that many misconceptions stem from an overwhelming number of annuities marketed by unqualified insurance advisors who fail to understand and explain critical details, such as guaranteed and non-guaranteed (i.e., movable) contractual provisions, fees, and various add-on riders. However, at their core, annuities excel in providing security for retirees concerned about market volatility and outliving their assets. But improper use, such as locking too much of one's liquid assets into long-term products like annuities, can lead to financial challenges when unexpected life events arise. In this episode of the Pillar6 Podcast, Roman Polnar speaks with David Cranfield, Brokerage Director at Pinney Insurance, to discuss common misconceptions about annuities, regulatory improvements, and best practices for informed decision-making. They explore how guarantees differ between products, why understanding surrender charges is crucial, and the importance of working with educated advisors. David also shares tips on evaluating annuity options to ensure they align with your financial goals. Resources mentioned in this episode:
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Comprehensive Tax Planning for Small Businesses With Becky Brown & Morgan Holmes
01/16/2025
Comprehensive Tax Planning for Small Businesses With Becky Brown & Morgan Holmes
Becky Brown and Morgan Holmes are the Founders of Stride, a comprehensive tax planning, bookkeeping, and accounting firm that helps companies accelerate growth. With a combined background in bookkeeping and taxation, Morgan and Becky joined forces to help MSPs, digital agencies, and professional services achieve their business goals through better financial planning and accounting. Focusing on small to midsize companies, Becky and Morgan help streamline financial operations, strategic planning, and effective tax management. In this episode... Keeping your books in order may be a chore, but it is essential to the financial success of any business. Whether it’s setting strategy, improving profitability, minimizing expenses, managing payroll, or navigating tax laws, accurate financial records are essential to making informed decisions and achieving sustainable growth. How can you incorporate all these elements into your annual business plan? According to financial experts Becky Brown and Morgan Holmes, start with a check-up of your balance sheet and income statement. They highlight the importance of not only recording transactions accurately but also understanding the interplay between your balance sheet and income statement. Then, set cash flow projections and ensure that your “accounting team” is on the same page. A holistic approach ensures accurate record-keeping, tax filing, and improves forward-looking projections. When paired with proactive tax planning, business owners can make more strategic decisions, maximize deductions, manage liabilities, and free up cash to invest in the growth of their business or personal financial goals. With these tools, businesses can reduce friction, improve efficiency, and gain peace of mind. In this episode of the Pillar6 Podcast, Roman Polnar sits down with Becky Brown and Morgan Holmes, Founders of Stride, to discuss the essential strategies for smarter bookkeeping and tax planning. They cover the critical importance of monthly financial reviews, the benefits of aligning bookkeeping and tax services under one team, and actionable year-end tax-saving tips. Becky and Morgan also share insights on choosing the right entity structure for your business and planning for future financial changes. Resources mentioned in this episode: Stride: |
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Estate Planning for Families with Non-Taxable Estates With Rachel Dodson
01/09/2025
Estate Planning for Families with Non-Taxable Estates With Rachel Dodson
Rachel Dodson is the Principal at Ayoub & Dodson LLP, a law firm in Oakland, California, specializing in estate planning, trust administration, and probate law. A certified specialist in estate planning by the California State Bar, she has over a decade of experience guiding families with young children and individuals with non-taxable estates to create practical and personalized estate plans. Rachel also serves as a Professor of Wills & Trusts at UCLaw SF (formerly Hastings) and has been recognized as a Northern California Rising Star each year by Super Lawyers since 2015. In this episode… Estate planning is often approached with trepidation and regarded as a complex task reserved for the wealthy. However, it’s a crucial aspect of lif, impacting everyone with assets, children, and specific wishes for the future. But why is estate planning so universally important, and how can you navigate its intricacies? Rachel Dodson, an estate planning expert, provides crystal-clear answers as she underscores the importance of foresight and professional guidance. Rachel explains that the concept of an estate extends beyond lavish properties; it includes your everyday belongings and most importantly its about the people you care about. Developing a plan for your estate can be much more manageable than you might think, and she encourages a proactive approach to organizing your assets. It’s essential to create a revocable trust so heirs can avoid the costly and lengthy probate process. A trust facilitates the management of an estate when an individual cannot make decisions due to incapacity or death. The essence of estate planning is designed to ensure the efficient transfer of assets by creating essential documents such as trusts, wills, and health-care directives. In this episode of the Pillar6 Podcast, Roman Polnar hosts Rachel Dodson, Principal at Ayoub & Dodson LLP, about creating a tailored estate plan that resonates with individual needs and circumstances. Rachel analyses the vital components of a robust estate plan, shares insights on common pitfalls, such as writing your own will, and highlights the peace of mind that comes with a structured plan. Resources mentioned in this episode:
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Investing in Multifamily Real Estate with David Saxe
12/19/2024
Investing in Multifamily Real Estate with David Saxe
David Saxe is a Co-founder and Managing Principal at Calvera Partners, a real estate investment firm that finds, acquires, and optimizes multifamily properties in high-growth markets. Under his leadership, Calvera Partners has successfully grown from investing in seven-unit buildings to acquiring 300 unit apartment complexes in different markets. David's passion for real estate is influenced by his family's history, his academic background, and professional experience working with some of the largest real estate investment firms in the nation. In this episode… Building wealth through real estate may sound simple, but navigating constantly shifting markets, interest rates, housing trends and property features to build value and generate income requires professional insight. So what are some best practices and bright spots in real estate investing? According to David Saxe, a seasoned real estate investor, multifamily properties remain one of the most stable and rewarding asset classes despite economic challenges. He highlights the importance of capitalizing on supply and demand imbalances, identifying distressed investment opportunities, and investing in growth markets. By focusing on value-add properties and leveraging innovative financing strategies, David demonstrates how thoughtful execution can transform underperforming assets into consistent income-generating investments. And how building an investment fund can provide additional flexibility, leverage and ability to take advantage of opportunities in a competitive market. In this episode of the Pillar6 Podcast, Roman Polnar sits down with David Saxe, a Co-founder and Managing Principal at Calvera Partners, to discuss building wealth through multifamily investments. David shares his journey from small-scale Bay Area properties to managing large multifamily funds, explains why out-of-state markets present unique opportunities, and offers practical advice for individual and professional investors. Resources mentioned in this episode: Calvera Partners: | |
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Avoiding Pitfalls of Business Entity Formation With Doug Bend
12/12/2024
Avoiding Pitfalls of Business Entity Formation With Doug Bend
Doug Bend is the Founder of Bend Law Group, PC, a boutique law firm based in San Francisco that advises startups, entrepreneurs, and small business owners on entity formation, entity maintenance and ongoing legal requirements. Providing tailored guidance, Doug’s team is integral in forming over 50 new entities each year. With years of experience helping businesses navigate the complexities of legal entity formation, liability protection, and ongoing business operations. Doug has been featured in numerous publications, including Forbes, Time, and The Washington Post. In this episode… Starting a business can be exciting, but choosing the proper legal structure and staying compliant can often feel like navigating an overwhelming maze. With many important considerations during the formation process and with various ongoing requirements, how do you ensure that your business is set up for success without being sidelined by unexpected issues? According to Doug Bend, a seasoned business attorney and an expert in small business legal matters, the key is to assess your business’ unique needs and long-term goals before selecting an entity type. He highlights the importance of understanding factors like liability protection, tax considerations, and ongoing compliance obligations, which can vary significantly by state, like California’s high state franchise tax. Doug also stresses that maintaining your legal entity — renewing licenses and adhering to filing deadlines — is crucial for liability protection and to avoid penalties. He warns that failing to address these steps can result in expensive errors and exposure to potential liability. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with Doug Bend, Founder of Bend Law Group, PC, to discuss avoiding the pitfalls in business entity formation and compliance. Doug explains when and why to transition from a sole proprietorship to a formal entity, the impact of compliance requirements like the Corporate Transparency Act, and how to manage ongoing entity maintenance. Doug also shares actionable advice for effectively dissolving inactive entities to minimize costs. Resources mentioned in this episode: Doug Bend: | |
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From Freshman Year to Acceptance Letters: A Roadmap to College Success With Bradley Solomon
11/26/2024
From Freshman Year to Acceptance Letters: A Roadmap to College Success With Bradley Solomon
Bradley Solomon is an Independent Educational Consultant at Solomon College Advising, a San Francisco-based counseling service dedicated to guiding students and families through the college admissions process. Students work closely with Bradley on pre-college planning, including developing a college list, editing college essays, and completing applications. After a successful career as a trial attorney with the California Attorney General's Office, Bradley decided to focus on guiding families through the college application process. He graduated with honors from the UCLA College Counseling Certificate Program and interned at Sacred Heart Cathedral Preparatory High School and with private counselors at College Admission Coach. In this episode… The college admissions journey can be overwhelming, filled with questions about grades, extracurriculars, and essays. Families often wonder when it’s the right time to start planning and how students can position themselves for success. With acceptance rates shrinking and competition rising, how will students and parents navigate this high-stakes process without losing balance? According to Bradley Solomon, a seasoned college counselor with years of experience guiding families, the best time to start planning is the first day of high school. He highlights that every decision — from course selection to summer activities — can significantly impact a student's application acceptance. Critical strategies are building strong teacher relationships, taking on meaningful extracurriculars, and maintaining focus on a few key activities rather than overloading themselves. These choices, combined with early college visits, not only enhance applications but also inspire students to strive for their best while staying organized and focused. In this episode of the Pillar6 Podcast, Roman Polnar sits down with Bradley Solomon, Independent Educational Consultant at Solomon College Advising, to discuss how families can approach the college planning process with confidence. They explore practical advice for each high school year, strategies for creating a strong application, and the importance of a well-balanced college list. Bradley also shares tips for reducing stress, maintaining balance, and finding the best college fit for every student. Resources mentioned in this episode: Solomon College Advising: |
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Harness AI as a Creative Partner at Work and in Life With Matt Strain
11/21/2024
Harness AI as a Creative Partner at Work and in Life With Matt Strain
Matt Strain is the Founder and Principal at The-Prompt.ai, a consultancy dedicated to helping businesses adopt and integrate AI tools to enhance productivity and drive innovation. With a strong background in technology, leadership, AI and a knack for making complex technology accessible, Matt works with companies across industries to adopt AI and create practical, effective solutions. He has been featured in prominent publications like The New York Times and Forbes and frequently shares insights on using AI as a strategist, educator, creative partner, and consultant. In this episode… In an era when artificial intelligence is increasingly woven into both professional and personal realms, knowing how to leverage its capabilities can make a huge difference. Can AI be more than just a tool? Can AI be a creative partner in shaping ideas, creating solutions and enhancing our productivity? According to Matt Strain, an AI strategist and consultant, AI isn’t just a faster and better search engine; it’s a dynamic partner capable of sparking new idea, unlocking capabilities and creating efficiencies with ease. Matt highlights that AI's real value shines when it’s used beyond search or summarizing data, but rather by challenging our thinking and expanding our capabilities. By treating AI like a creative collaborator, users can unlock solutions that may have otherwise gone unexplored. This approach enables professionals and everyday users alike to broaden their capabilities, saving time on routine tasks while expanding their possibilities. In this episode of the Pillar6 Podcast, host Roman Polnar sits down with Matt Strain, Founder and Principal at The-Prompt.ai, to discuss how AI can be harnessed as a creative partner in both work and life. They explore practical applications that save time, how to integrate AI for business strategies, and ways to use it as a tool for innovation. Matt also shares advice on overcoming common AI fears and misconceptions. Resources mentioned in this episode: Special Mentions Quotable Moments: "My initial micro fame came when we were coming up on Valentine's Day, and I had an idea for a cocktail book." "It's a good starting point, but you have to validate what comes out of it. You've got to taste test it." "I think everybody can save 2-3 hours a week easy, right, without too much work?" "The companies that I find interesting is Moderna... they wanted all employees to create a custom GPT." "I tend to focus on the positive side, like I aim for that rational optimism target." Action Steps: Adopt a growth mindset towards AI: This approach helps overcome the fear of AI replacing jobs and instead focuses on how AI can augment human capabilities, thereby creating new opportunities. Integrate AI into daily tasks: Using AI for routine tasks such as emails, report summarization, and meeting notes can significantly enhance productivity. Engage in continuous learning and experimentation: Regularly experimenting with AI tools in various scenarios, from creative projects to complex data analysis, can deepen understanding and proficiency. Encourage AI adoption in executive leadership positions: Having company leaders model AI usage can inspire broader organizational acceptance and innovation. Establish clear AI usage policies: Implementing well-defined guidelines for AI use within an organization helps address concerns about data privacy and ethical usage.
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CTASafe on Corporate Transparency Act Compliance
11/14/2024
CTASafe on Corporate Transparency Act Compliance
James (Jay) O'Neil is the CEO of CTASafe, a compliance technology and consulting company focused on helping small and closely held businesses meet the Corporate Transparency Act (CTA) reporting requirements. With a background in law, Jay combines legal expertise with practical solutions for businesses facing new regulatory obligations. His experience includes guiding clients through complex compliance laws, and he works closely with accountants and business attorneys to streamline CTA compliance and ensure accuracy in reporting. In this episode… Navigating the complexities of new regulations can be daunting for small business owners, especially when the stakes are high. The Corporate Transparency Act (CTA), recently enacted, requires businesses to report detailed ownership information to avoid hefty fines. But what exactly does this mean for your business, and how can you ensure compliance? According to Jay O'Neil, a seasoned attorney and expert in compliance law, the CTA aims to create a comprehensive database to help prevent money laundering and other financial crimes. He highlights that the law applies to any small business entity registered with the Secretary of State, provided it meets specific size and revenue thresholds. While the Act’s intentions are clear, the details are complex, from identifying beneficial owners to understanding filing deadlines. Jay emphasizes that missing the January 1, 2025, deadline could result in severe financial penalties, making it crucial for business owners to understand and address these requirements now. In this episode of the Pillar6 Podcast, host Roman Polnar speaks with Jay O'Neil, CEO of CTASafe, to discuss the challenges and obligations of CTA compliance. They cover essential details on reporting requirements, potential penalties for non-compliance, and how CTASafe’s platform helps streamline the process for small businesses. Jay also shares practical advice for staying compliant in the face of evolving regulations. Resources mentioned in this episode: James (Jay) O'Neil: | CTASafe: | | | CTASafe Coupon Codes: $20 off of one time filing (PILLAR61FILE) | $400 off of concierge consulting options (PILLAR61124) Quotable Moments "The Corporate Transparency Act is essentially an attempt by the federal government to create a database of small businesses and their owners." "Easy to do wrong, hard to do right. If your test is whether you filled in something on each of the boxes, you're going to be able to do that pretty easily." "You have 30 days to file an update, or you're subject to the same penalties. Filing incorrect has the same consequence as failing to file." "So you can imagine if you had to call up eight different owners and officers of a company and say, hey, can you mail me your driver's license?" "This is a law enforcement database. We need to know within 30 days of where the money launderers are so we can go after them." Action Steps Understand the requirements: This foundational knowledge helps you identify if your business is a mandatory reporter, thereby avoiding potential penalties. Conduct a beneficial ownership analysis: Analyze your business structure to identify all beneficial owners, including those with substantial control, community property interests, and any complex ownership scenarios to ensure accurate reporting and mitigate the risk of underreporting, which could result in fines. Implement a compliance monitoring system: Set up a system to monitor and update any changes in ownership or company information within the required 30-day period to avoid lapses in compliance due to overlooked updates or changes in business operations. Engage professional help: Leveraging professional expertise can simplify the process and provide clarity, especially regarding complex ownership structures and legal nuances. Schedule regular compliance reviews: This routine helps maintain vigilance against any unreported changes and keeps your business aligned with evolving legal requirements.
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Making Space for Big Questions With Andy Cahill
11/30/2023
Making Space for Big Questions With Andy Cahill
Andy Cahill is a Leadership Development Consultant and an Associate Partner at KONU, an international boutique consultancy for leadership development and change management. As a transformative coach, he works with purpose-driven leaders and entrepreneurs to help them make a positive difference in the world. He is also the author of the critically acclaimed science-fiction novel Gradient and the host of The Wonder Dome podcast. In this episode… We are constantly faced with life's complexities, and without the proper tools, navigating through all the difficulties can be challenging and may even lead to despair. One way to overcome this is by letting go of things that no longer serve a purpose in our lives. Andy Cahill, a seasoned consultant in leadership development, advocates for incorporating mindful practices to enhance conscious living. To achieve this, Andy recommends heightening your awareness of your immediate environment and taking the time to make well-informed decisions. He further emphasizes the importance of taking control of your life by carving out time for rest and slowing down, as this can play a pivotal role in facilitating effective adaptation to changes in your professional or personal life. In this episode of the Pillar6 Podcast, Roman Polnar interviews Andy Cahill, a Leadership Development Consultant and an Associate Partner at KONU, about strategies for managing life's complexities. They also discuss the need for conscious living, how to embrace change, and tips for slowing down. Resources mentioned in this episode:
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Leadership and Change Management Strategies
09/28/2023
Leadership and Change Management Strategies
Michael Koehler is the Founder and CEO of KONU, an international boutique consultancy for leadership development and change management. Michael also teaches leadership as an Adjunct Lecturer at Harvard Graduate School of Education and hosts the On The Balcony podcast, where he inspires change agents, executives, and others passionate about personal development. In this episode… According to studies, most people love change if it is in their favor. In organizations, people may be reluctant to change due to ineffective leadership or the fear of loss. It's essential for the company's visionary leader to implement strategies that inspire teams to embrace change. Employees may fear losing control, their status, or their sense of connection with others. Engaging and communicating effectively with your team encourages positive change. Identify all potential losses that may occur and help them overcome their fears. In this episode of the Pillar6 Podcast, Roman Polnar interviews Michael Koehler, the Founder and CEO of KONU, about change management strategies. They also discuss Michael's adaptive leadership framework, the difference between authority and leadership, and tips for overcoming loss. Resources Mentioned in this episode
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Utilizing Military Spouses To Build a Lifestyle Business With Laura Renner
06/29/2023
Utilizing Military Spouses To Build a Lifestyle Business With Laura Renner
Laura Renner is the Founder and Managing Director of Freedom Makers, a virtual assistant agency supporting small businesses and entrepreneurs with admin support. Freedom Makers pairs companies with qualified, versatile, and experienced military spouses. Laura, a former Public Affairs Officer for the US Air Force, is passionate about connecting talented military spouses with motivated small business owners. As a small business owner, she understands the stress associated with running a business and the challenge of being a military spouse struggling to build a career when assignments can change at a moment’s notice. In this episode… In the aftermath of the Covid-19 pandemic, lifestyle businesses have increased in popularity. As a result of global lockdowns, remote work is becoming normalized — allowing people the flexibility to work from anywhere. Military spouses who often forego career opportunities due to the unpredictability of active duty assignments and transfers have benefited from the accessibility to remote positions. Are military spouses the answer for small business owners looking to outsource specialized work? Finding the ideal virtual assistant is a challenge for many business owners. Confidentiality, trust, and discipline are key skills required when hiring an assistant, but finding the right person can be an arduous task. According to Laura Renner, the environment that military families live in helps them to stay organized, making them an asset for entrepreneurs. In this episode of the Pillar6 Podcast, Roman Polnar interviews Laura Renner, the Founder and Managing Director of Freedom Makers, to discuss how utilizing military spouses as virtual assistants can help build your lifestyle business. Laura shares why military spouses are ideal candidates for virtual assistant roles, what criteria to consider when hiring an assistant, and why lifestyle businesses utilize virtual assistants. Resources Mentioned in this episode
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Grow Your Business With the Support of a Consultant With Crystal Shanks
06/22/2023
Grow Your Business With the Support of a Consultant With Crystal Shanks
Crystal Shanks is the CEO and Certified Business Coach at Run Right Business Consulting, where business and executive coaches help entrepreneurs and executives thrive through professional and personal development. Run Right’s coaching program is uniquely personalized for each person and focuses on core needs, including marketing, sales, operations, leadership, financial mastery, career advancement, and mindset. Crystal has coached thousands of owners and businesses worldwide to generate maximum profits and substantial results for nearly 15 years. In this episode… People hire business coaches and consultants for various reasons, including having a sounding board, gaining accountability, and helping with business challenges. They provide valuable support and guidance to leaders wanting to propel themselves to another level of success. However, to effectively support clients, consultants must ask a bevy of questions to identify pain points. With 14 years of coaching executives and leaders under her belt, Crystal Shanks is no stranger to the business world. If you’re looking to elevate yourself or grow your business, her advice is to work with a business coach and be ready to be vulnerable and connect on an emotional level. Coaches can unveil barriers blocking your potential to reach your goals, so you must be willing to share to get to the heart of things. When you commit to the process, the walls will break and clear a path to determine what’s holding you back and the measures you can take to move forward. In this episode of the Pillar6 Podcast, Roman Polnar interviews Crystal Shanks, CEO and Certified Business Coach at Run Right Business Consulting, to discuss the influence of executive coaching on business growth. She shares what motivates people to work with a business coach, inspirational case studies about past clients, and the differences between a business coach and a life coach. Plus, Crystal offers a special homework assignment as a first step toward growing your business. Resources Mentioned in this episode
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How To Avoid Predatory Lending Practices and Get Out of Debt With Brad Stroh
06/15/2023
How To Avoid Predatory Lending Practices and Get Out of Debt With Brad Stroh
Brad Stroh is the Co-founder and Co-CEO of Achieve, a digital personal finance company helping people plan for their future. Formerly known as Freedom Financial, Achieve offers innovative customized financial solutions including financial education, home equity loans, personal loans, and debt resolution. In this episode… Inflation makes it difficult for Americans to pay for their most basic needs. As prices continue to increase, so is the cost of borrowing. Taking a loan from the bank is an option, but it only helps until you have to pay it back — and getting out of debt is an arduous process. What can you do to shift your financial narrative? Solving your financial problems starts when you take control of your finances. One way you can do this is by increasing your financial literacy. Brad Stroh helps his clients get out of debt and achieve financial freedom by creating customized solutions. He also advises them to make a budget, create an emergency plan, and find an accountability partner. On this episode of the Pillar6 Podcast, Roman Polnar sits down with Brad Stroh, the Co-founder and Co-CEO of Achieve, to talk about consumer lending and tips for getting out of debt. Brad also discusses how he maintains his company’s culture, the areas Achieve's impacted, the challenges he’s faced, and the business mistakes he’s made. Resources Mentioned in this episode
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Estate Planning Myths, Traps, and Opportunities With Patricia De Fonte
06/02/2023
Estate Planning Myths, Traps, and Opportunities With Patricia De Fonte
Patricia De Fonte is the Founder and Owner of De Fonte Law PC, an estate planning firm based out of San Francisco, California. Through her relationship-based approach, Patricia works with clients to create highly personalized value-based estate plans tailored to protect and provide for their loved ones. She is an Estate Planning Attorney highly regarded within the ProVisors community. In this episode… What do you need to start estate planning? Which documents and professionals do you need to protect your estate and loved ones? In estate planning, there are three key areas to consider — you, your assets, and your dependents. Have you considered who will care for you in case you become incapacitated? For your own peace of mind, it is crucial that your dependents are protected and well taken care of. Writing down a list of names is not enough. According to Patricia De Fonte, an Estate Planning Attorney, 33% of people who inherit assets lose them within three years. It is, therefore, critical to ensure the person entrusted with your assets can take good care of them to prevent losses and fights among your family and friends. In this episode of the Pillar6 Podcast, Roman Polnar sits down with Patricia De Fonte, Founder and Owner of De Fonte Law PC, to share top tips and strategies for estate planning. Patricia explains what estate planning involves, the right time to start the process, and the value of working with financial advisors. Stay tuned. Resources Mentioned in this episode
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How To Prepare for a Successful M&A Transaction With Shawn Flynn
05/11/2023
How To Prepare for a Successful M&A Transaction With Shawn Flynn
Shawn Flynn is a Principal at Global Capital Markets, a middle-market investment bank with expertise in mergers and acquisitions, capital markets, financial restructuring, and valuation. As an investment banker, Shawn advises business owners on decisions involving M&A transactions and raising growth capital. He also hosts The Silicon Valley Podcast where he interviews entrepreneurs, venture capitalists, and leaders in the tech industry. In this episode… A successful M&A transaction requires cooperative participants on both the business and banking sides. It is critical that you launch your business with a growth plan and exit strategy intact. Preparing your exit strategy with ample time allows you to focus on achieving your business goals, increasing your business value, and handing it over to the buyer on your terms. If you're a business owner looking to scale your company through a merger or acquisition, there are key points to take into consideration. According to Shawn Flynn, a mid-market investment banker, working with the right advisors is crucial. Start preparing for your exit early by providing due diligence to avoid losses and help make the transition seamless. This will also help you attract the right investors. In this episode of the Pillar6 Podcast, Roman Polnar interviews Shawn Flynn, a Principal at Global Capital Markets, to discuss how M&A transactions work. They also discuss common challenges business owners face in the transaction process, the value of working with a financial advisor, and when to start preparing for a business exit. Resources Mentioned in this episode
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Responding to the Recent Banking Collapse With Roman Polnar
03/23/2023
Responding to the Recent Banking Collapse With Roman Polnar
Roman Polnar is the Founder and Managing Partner of Pillar6 Advisors, a multifaceted financial planning and wealth management firm geared toward serving successful individuals and families with active lifestyles. Roman is also a Partner at Pillar6 College Planning, where he helps families unlock debt-free money from the financial aid system so they can avoid loans and navigate the system with ease. Roman has over 18 years of experience in the financial services profession, working for some of the nation’s most recognized names. After 10 years in the corporate world, he left to build an independent firm that would do things differently, and that’s when Pillar6 Advisors was born. In this episode… The recent bank collapses in the US have left many people concerned. Customers reacted by withdrawing their money, creating further problems in our financial system. What steps should individual customers and businesses take to protect their investments? What can the government do to protect its citizens? In this episode of the Pillar6 Podcast, host Roman Polnar is joined by Chad Frazen from Rise25 to talk about the recent bank collapse. They discuss the causes of bank failures, the effects on interest rates, and tips for protecting your money. Resources Mentioned in this episode
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Year in Review With Roman Polnar
02/16/2023
Year in Review With Roman Polnar
Roman Polnar is the Founder and Managing Partner of Pillar6 Advisors, a multifaceted financial planning and wealth management firm geared toward serving successful individuals and families with active lifestyles. Roman is also a Partner at Pillar6 College Planning, where he helps families unlock debt-free money from the financial aid system so they can avoid loans and navigate the system with ease. Roman has over 18 years of experience in the financial services profession, working for some of the nation’s most recognized names. After 10 years in the corporate world, he left to build an independent firm that would do things differently, and that’s when Pillar6 Advisors was born. In this episode… Balancing your work and personal life can be challenging to navigate. What can you implement in your daily routines to live a well-rounded, successful life? For Roman Polnar, there are three key areas that he’s passionate about: managing your personal finances, leadership and entrepreneurship, and attention to personal wellness. Having interviewed many professionals and thought leaders on the Pillar6 Podcast, Roman has gained wisdom on how to live a well-rounded life. In this episode of the Pillar6 Podcast, host Roman Polnar is interviewed by Chad Franzen from Rise25 to discuss the main takeaways from memorable interviews he conducted with thought leaders over the past year. They discuss leadership tips, personal finance best practices, and how to manage stress. Resources Mentioned in this episode
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From Loss to Abundance — Finding Time and Meaning
12/29/2022
From Loss to Abundance — Finding Time and Meaning
Samantha Grant is the Founder of GUSH Productions, an award-winning media production company based out of San Francisco. She is a journalist, Emmy-nominated documentary filmmaker, and educator who has produced films that range from polished traditional broadcast pieces to edgy and innovative online-only content. Samantha has over 20 years of experience working in the film, media production, and tech startup industries. Samantha holds a BA in American studies and literature from Yale University and a master’s of journalism in cinematography and film/video production from the University of California, Berkeley. In this Episode What can you learn from painful memories? How can you use tragic experiences to become a better person and improve your life? Having experienced the loss of her 15-year-old home to a tragic fire, Samantha Grant learned valuable lessons about focusing on the most important things in life. Although she lost her possessions, she still had the love of her family and community. Samantha now uses her journalism skills to help people find meaning in life, remove distractions that prevent them from enjoying the moment, and find inner peace. She also encourages people to accept help and intentionally connect with others. In this episode of the Pillar6 Podcast, Roman Polnar interviews Samantha Grant, the Founder of GUSH Productions, about the lessons she learned from the tragic loss of her home. They also talk about materialism, the power of journaling, and her family's healing process. Resources Mentioned in this episode
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Connecting Tax Planning With Philanthropy To Maximize Tax Breaks
12/08/2022
Connecting Tax Planning With Philanthropy To Maximize Tax Breaks
Jim Amerman is a Managing Director at Foundation Source, the nation's leading provider of customized support services and technology for private foundations. Before joining the company, Jim was the Managing Director of Wealth Planning at Fortress Wealth Management and Director of Financial Planning at Westmount Asset Management. He is an expert on Roth conversion optimization. He received his BA in economics from Duke University and his MBA in finance, accounting, and marketing from The University of Chicago Booth School of Business. In this episode… Tax planning is a critical component of wealth management. As the year comes to a close, philanthropists and foundations need to ensure that their donations are filed in compliance with tax laws. How can philanthropy benefit your tax planning strategy to maximize tax deductions? Jim Amerman, a Managing Director at Foundation Source, joins Roman Polnar in this episode of the Pillar6 Podcast to share his insights on tax planning and philanthropy. Jim explains what a private foundation means, differentiates between a private foundation and Donor-Advised Fund, and discusses Roth IRA conversions. Resources mentioned in this episode: Jim Amerman's email: Jim Amerman's phone:
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How Reverse Mortgages Work
12/05/2022
How Reverse Mortgages Work
Andy Block is a Senior Loan Advisor and Personal Finance Advisor at Flagstar Bank where he helps individuals and families make wise decisions about their personal finances. His background combines mortgage banking and wealth management, allowing him to advise clients on how to make effective financial decisions that support their lifestyle and plan for the future. Andy has more than 29 years of experience in the mortgage industry and has spent the past 12 years focusing on reverse mortgages. In this episode… The use of reverse mortgages has become more popular over the last couple of years. Financial advisors say that reverse mortgages can be a good financial tool if used for the right purpose. However, reverse mortgages are not for everybody. There are some key factors to consider before being approved for a reverse mortgage. In this episode of the Pillar6 Podcast, Roman Polnar interviews Andy Block, a Senior Loan Advisor and Personal Finance Advisor at Flagstar Bank, about how reverse mortgages work. Andy discusses the evolution of reverse mortgages, the differences between reverse and traditional mortgages, the qualifications for obtaining a reverse mortgage, and how to refinance a reverse mortgage. Resources Mentioned in this episode Andy Block's email:
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College Tuition Transparency
11/24/2022
College Tuition Transparency
Dr. Mark Salisbury is the Co-founder and CEO of TuitionFit, a company whose mission is to aid students in finding college options that are affordable and accessible. An enthusiastic champion of college price transparency, Dr. Salisbury received his PhD in educational policy from the University of Iowa and has spent more than 25 years in academia. He has been featured in The New York Times, Forbes, The Chronicle of Higher Education, and Money Magazine. He was also featured in The Price You Pay for College and Who Gets In and Why, which are two well-known books on college admissions. In this episode… It’s no secret that college tuition is expensive. Is there any way to know if the value of education is worth the sticker price? Information is powerful in helping families make informed decisions on which college to attend. However, there is a lack of transparency when it comes to the cost of higher education. Colleges have the upper hand in negotiating tuition prices, causing families to feel obligated to pay the full sticker price. To bridge this gap, Dr. Mark Salisbury created TuitionFit, a tool that helps families compare tuition prices and negotiate these prices with colleges. In this episode of the Pillar6 Podcast, Roman Polnar interviews Dr. Mark Salisbury, the Co-founder and CEO of TuitionFit, about creating transparency in college pricing. They also discuss the evolution of college prices, how high college sticker prices impact college admissions, and how TuitionFit helps families save on college tuition fees. Resources Mentioned in this episode Dr. Mark Salisbury's email:
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The Value of Risk Assessment in Financial Decision Making
11/17/2022
The Value of Risk Assessment in Financial Decision Making
Aaron Klein is the Co-founder and CEO of Riskalyze, a behavioral finance tool. Riskalyze is known for inventing the Risk Number, which powers the world's first Risk Alignment Platform. Their mission is to help financial advisers and individuals evaluate their investments and build better portfolios. It was built on an academic framework that won the Nobel Prize for economics. Aaron was honored by Investment News as one of the industry’s top 40 Under 40 executives. He has also led Riskalyze to be named one of the world’s top 10 most innovative companies in finance by Fast Company Magazine. In this episode… How do you evaluate risk when making financial decisions? How can you react to risk appropriately? Risk is an essential factor when investing and building a financial portfolio. A risk assessment can give you insight into your investment choices and help you become a better investor, make more informed decisions, and achieve better financial outcomes. Declining a risk assessment can negatively impact your investments. In this episode of the Pillar6 Podcast, Roman Polnar sits down with Aaron Klein, the Co-founder and CEO of Riskalyze, to discuss why risk assessment is essential when making financial decisions. Aaron talks about his risk assessment framework, tips for long-term investments, and explains how financial advisers can help clients make more informed financial decisions. Resources Mentioned in this episode
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Common College Financial Aid Planning Mistakes
11/10/2022
Common College Financial Aid Planning Mistakes
Roman Polnar is the Founder and Managing Partner of Pillar6 Advisors, a multifaceted financial planning and wealth management firm geared toward serving successful individuals and families with active lifestyles. Roman is also a Partner at Pillar6 College Planning, where he helps families unlock debt-free money from the financial aid system so they can avoid loans and navigate the system with ease. Roman has over 18 years of experience in the financial services profession, working for some of the nation’s most recognized names. After 10 years in the corporate world, he left to build an independent firm that would do things differently, and that’s when Pillar6 Advisors was born. In this episode… Putting kids through college has become even more expensive, with more families applying for financial aid to curb the cost. However, many miss out on significant opportunities because of common mistakes made in the application process. As an advisor to families applying for financial aid, some typical mistakes Roman Polnar sees include over-reporting the value of assets, filling out and submitting application forms late, and assuming that any family can qualify for financial aid. Roman advises people to work with a professional to guide them through the application process to ensure maximum college financial aid assistance. In this episode of the Pillar6 Podcast, Roman Polnar sits down with Chad Franzen of Rise25 to talk about the most common mistakes families make with financial aid planning. Roman discusses the connection between wealth management and financial aid planning, the benefits of having money conversations with kids, and how he helped a client get over $17,000 in financial aid. Resources mentioned in this episode
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