0006 - From Banker to Business Owner & How Persistence Pays Off
Business Buying for Financial Independence
Release Date: 07/29/2025
Business Buying for Financial Independence
In this solo episode, Tim breaks down what buyers should focus on immediately after first learning about buying a business. From casually reviewing listings and building savings, to positioning yourself with brokers and professionals, Tim explains why early exposure and preparation matter far more than rushing into a deal. Tim Delaney is an entrepreneur who believes everyone should explore the opportunities that business and real estate can provide on the path to financial freedom. He owns and operates a wine & liquor store, a software startup, a consulting company, and a growing portfolio...
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In this episode, Tim talks with Milan Nolen, an entrepreneur and business buyer who shares a transparent look at evaluating risk, recognizing red flags, and knowing when not to do a deal. Milan walks through her transition from employee to founder mindset, the early mistakes she made by moving too quickly, and the moments that forced her to slow down and reassess what she was really buying. She explains how ignoring basic math and operational realities nearly pulled her into a bad acquisition, why non-operating businesses carry hidden danger, and how learning to walk away became one of the...
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Return on investment (ROI) is often treated like a simple spreadsheet calculation — but in small business acquisitions, it’s much more than just a number. In this episode, Tim breaks down the real difference between ROI and cash-on-cash return, how leverage changes outcomes, and why focusing only on percentages can lead buyers to make bad decisions. Using practical examples, Tim explains how time, effort, risk, and financing all factor into evaluating whether a deal is actually worth pursuing. Tim Delaney is an entrepreneur who believes everyone should explore the opportunities that...
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In this episode, Tim talks with Tiffany Kao, an entrepreneur and creator who shares a candid look at what it really takes to bet on yourself, and the mistakes that come with it. Tiffany opens up about quitting her job early in her journey, the pressure to “burn the boats,” and how that decision forced her to learn hard lessons about sustainability, timing, and resilience. She reflects on how her definition of success has evolved, why confidence without preparation can be dangerous, and how experience reshaped the way she approaches risk, growth, and long-term stability. Tim is an...
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In this episode, Tim breaks down a real-world post about a struggling food business where the seller is trying to recover build-out costs despite little to no profit and a long-term, expensive lease. Tim explains why this situation is a textbook example of the sunk cost fallacy, why buyers often confuse assets with value, and how leases, franchises, and zero cash flow can quietly turn a “deal” into a long-term financial burden. He also discusses the difference between running a healthy business and trying to turn around a failing one—and why most buyers underestimate that gap. Tim...
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In this episode, Tim talks with Mike Webster, an operator-turned-owner who spent years working inside a company before eventually buying it himself. Mike shares how his time as an employee shaped his understanding of the business, what he saw behind the scenes that made him consider ownership, and the complicated emotions that come with transitioning from worker to buyer. He also opens up about evaluating whether growth is worth the cost, dealing with burnout, and the mindset shift required to separate personal identity from the business you run. Tim is an entrepreneur who believes everyone...
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Ian Joseph is the owner and operator of Branch Hospitality Group, a hospitality venture that balances design, experience, and real business fundamentals. In this episode, he shares the journey of stepping into the hospitality industry, learning operations from scratch, and transforming an aging property into a destination that reflects both community and creativity. He talks about the realities of buying an existing motel and restaurant business, and the staffing challenges, margins, customer expectations that came with it. He also talks about the less glamorous side of what it takes to run a...
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In this episode, Tim talks with Anthony Atiase, husband, father, serial entrepreneur, and co-owner of a janitorial company in South Carolina. Anthony shares how his upbringing across Ethiopia and Ghana shaped his entrepreneurial spirit, why he and his wife pursued business ownership while keeping their day jobs, and how they bought and financed a recession-resistant cleaning company. He also opens up about the search process, negotiating with brokers and sellers, and how creative financing (including investors and seller financing) made the acquisition possible. Tim is an entrepreneur who...
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Merchant cash advances (MCAs) are marketed as a quick fix for business owners in need of fast funding — no credit checks, no waiting, and no collateral. But beneath the convenience lies a dangerous financial trap. These advances often come with sky-high effective interest rates and aggressive repayment schedules that can strangle your cash flow. In this episode, Tim breaks down exactly how these offers work, why they’re so tempting, and what smarter, safer alternatives exist for small business owners. Tim Delaney is an entrepreneur who believes everyone should explore the...
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In this episode, Tim talks with Ali Boolani, an entrepreneur and first-generation immigrant whose path from hustling floppy disks in middle school to buying a struggling campground is packed with lessons on persistence, failure, and reinvention. Ali shares how losing his first business forced him to rethink his approach, why listening to customers matters more than chasing the “next big idea,” and how he turned around a mismanaged campground by fixing pricing, modernizing bookings, and focusing on the customer experience. He also opens up about the abundance mindset that guides his...
info_outlineAre you thinking about buying a business but feeling overwhelmed by the process? In this episode, Tim talks to Aurelius, CEO of Midland Machinery, about his journey of purchasing a business and the key lessons he learned along the way. From navigating the complexities of financing and negotiations to managing the transition, Aurelius shares his firsthand experience in acquiring Midland Machinery. Whether you’re looking to buy your first business or just curious about the process, this episode breaks down the critical steps to help you make smart, informed decisions.
Tim is an entrepreneur who believes everyone should explore the opportunities that business and real estate can provide on the path to financial freedom. He owns and operates a wine & liquor store, a software startup, a consulting company, and a growing portfolio of commercial and residential real estate.
Tim’s passion for independent business has led him to support dozens of other business owners. For over a decade, he has worked with businesses on strategy, processes, finances, and marketing. These experiences, along with analyzing dozens of other businesses for potential acquisition, have provided Tim with an immense knowledge base to pull from.
Tim has appeared on multiple top-tier podcasts in the financial space, such as Bigger Pockets Money and The Freedom Chasers Podcast.
[00:01 - 15:15] From Banking to Entrepreneurship
Aurelius began his career in banking in 2006, following the failure of his first startup.
Worked his way through the ranks of M&T Bank, focusing on business banking.
Developed a passion for helping business owners and understanding their financial needs.
Decided to transition from banking to owning a business in 2020.
[15:16 - 29:46] The Power of Partnerships
Aurelius partnered with a childhood friend and another trusted partner.
Structured ownership with equal shares for main partners, while minimizing risk for the third.
The importance of having partners who believe in you and share the same vision.
Focused on building trust with partners and delegating tasks to those with complementary skills.
[29:47 - 43:19] The Acquisition Journey
Aurelius and his partners looked at various deals before deciding on Midland Machinery.
The acquisition process took two years, with many hurdles along the way.
They rejected seller financing to avoid future complications and went with traditional bank loans.
The importance of persistence and following up during the acquisition process.
[43:20 - 57:43] Transitioning into Business Ownership
Aurelius’ approach was to focus on building relationships with employees before implementing changes.
A gradual approach to business improvements, including customer service and supply chain.
Established long-term goals and shared the company’s 10-year vision with employees.
Learned the importance of patience, trust, and humility when leading a business.
[57:44 - 01:08:33] Key Lessons for Aspiring Entrepreneurs
Break down complex processes into manageable steps, much like buying a house.
The importance of solid financials and clear agreements when acquiring a business.
Stay persistent and avoid listening to doubters who focus on the negatives.
Surround yourself with a strong support team of lawyers, accountants, and other professionals.
Guest Bio:
Aurelius Chaves is a former business banker who left corporate life at the age of 40 and bought a construction equipment manufacturer with his childhood best friend.
If you found value in today’s show, make sure to subscribe so you never miss an episode packed with insights to help you buy and grow a business that creates real financial freedom.
Connect with Tim and the community on social media for more tips and updates:
Website: https://www.powerofbiz.com
YouTube: https://www.youtube.com/@powerofbiz
Instagram: https://www.instagram.com/timtdelaney/
Threads: https://www.threads.com/@timtdelaney
LinkedIn: https://www.linkedin.com/in/timothytdelaney/
Facebook: https://www.facebook.com/timtdelaney
Tweetable Quotes:
“ The more you have to explain in the financials, the more difficult it's gonna be.” - Aurelius Chaves
“ The number one thing that you could do is be responsive.” - Aurelius Chaves
“The further it deviates from the actuality of what the job is and the pay for that job, the more complicated the financing gets, the more complicated it gets when you wanna sell the business.” - Aurelius Chaves
“ There are lawyers that are deal makers and lawyers that are deal breakers, and just figure out quickly that yours is a deal maker.” - Aurelius Chaves
“ If somebody tells you 90% of small businesses fail within 10 years, just you don't need to listen to anything else they're telling you about it.” - Aurelius Chaves