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Private Equity Spotlight: Scaling Bootstrapped Success with Vinay Kashyap

Private Equity Podcast: Karma School of Business

Release Date: 02/12/2025

The Private Equity Playbook for Add-On Strategy, Data Discipline & Value Creation | Brooke Ablon, Fort Point Capital show art The Private Equity Playbook for Add-On Strategy, Data Discipline & Value Creation | Brooke Ablon, Fort Point Capital

Private Equity Podcast: Karma School of Business

Brooke Ablon, Co-Founder and Partner at Fort Point Capital, joins Sean Mooney to share how his firm scales lower middle market companies through a precise mix of strategy, data, and partnership. From executing disciplined add-on acquisition plans to transforming founder-led businesses into institutional-grade operations, Brooke walks through a real-world private equity playbook that’s built for today’s competitive landscape. 🔑 Key Topics Covered: [00:01:09] How a psychology major and distressed investor found his way into private equity [00:10:22] What distressed investing teaches...

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How Private Equity Pros Build Enduring Value with Discipline & Data | Brian Neider, Lead Edge Capital show art How Private Equity Pros Build Enduring Value with Discipline & Data | Brian Neider, Lead Edge Capital

Private Equity Podcast: Karma School of Business

Brian Neider, Managing Partner at Lead Edge Capital, joins BluWave CEO Sean Mooney to break down what great private equity investing really looks like — from systematic sourcing to building one of the most engaged LP networks in the industry. This episode is packed with real-world lessons from 20 years of disciplined execution and growth equity innovation. Episode Highlights: [1:09] Brian’s early lessons in entrepreneurship from running a vending business to building top-of-funnel strategy at Bessemer [6:09] How 20,000 cold calls built the foundation for Lead Edge Capital’s...

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Don McDonough on Leading A Private Equity Business Development Function show art Don McDonough on Leading A Private Equity Business Development Function

Private Equity Podcast: Karma School of Business

In this episode of Karma School of Business, Sean Mooney speaks with Don McDonough, Managing Director at GTCR, about his career in private equity and his role in building GTCR’s business development function. Episode Highlights: 1:24 - Path to Private Equity: Don’s journey from investment banking to private equity and his early career experiences. 4:56 - Leadership Lessons: How sports and teamwork shaped Don’s approach to leadership and problem-solving. 10:09 - Building a New Role: Challenges and strategies in developing GTCR’s business development function. 27:04 - Value Creation...

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Foundations of Leadership: Private Equity Insights with Dave Schnadig show art Foundations of Leadership: Private Equity Insights with Dave Schnadig

Private Equity Podcast: Karma School of Business

In this episode of Karma School of Business, Sean Mooney connects with Dave Schnadig, Co-President of Cortec Group, for an inspiring conversation about private equity, leadership, and the many lessons Dave has learned through his dynamic career.   Dave shares his journey from his family’s entrepreneurial roots to leading one of private equity’s most successful firms. Along the way, he dives deep into stories of overcoming challenges, including the Yeti turnaround, managing tariffs, and how to guide portfolio companies through dynamic markets. Episode Highlights: 1:14 - Formative...

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Data, AI, and Leadership: Essential Lessons for Private Equity from Misha Logvinov show art Data, AI, and Leadership: Essential Lessons for Private Equity from Misha Logvinov

Private Equity Podcast: Karma School of Business

In this episode of Karma School of Business, Sean Mooney sits down with Misha Logvinov, Managing Director and New York Office Lead at MGX, to discuss the essential lessons he’s learned throughout his entrepreneurial journey and private equity career. Together, they explore actionable insights on leadership, adaptability, and leveraging technology for value creation in private equity and beyond. Episode Highlights: 1:19 - Misha’s Early Journey: Growing up in post-Soviet Russia, launching entrepreneurial ventures as a teen, and transitioning to Silicon Valley during the dotcom boom. 7:22 -...

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Private Equity Q1 Insights: Adapting to Economic Shifts and Deal Market Trends show art Private Equity Q1 Insights: Adapting to Economic Shifts and Deal Market Trends

Private Equity Podcast: Karma School of Business

In this episode of Karma School of Business, Sean Mooney shares key insights from Q1 2025, covering private equity activity and responses to evolving economic conditions. Examining GDP, easing inflation, and rebounding deal activity, Sean discusses how private equity professionals are adapting strategies to capitalize on opportunities while managing risks such as emerging tariffs and global complexities. Episode Highlights: [00:04:03] Economic Landscape: Sean breaks down Q1 economic data, including inflation approaching the Federal Reserve’s 2% target, GDP evaluation, and job market...

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Private Equity Resilience: Turning Adversity Into Opportunity show art Private Equity Resilience: Turning Adversity Into Opportunity

Private Equity Podcast: Karma School of Business

This episode of Karma School of Business explores how resilience, tenacity, and grit enable private equity professionals to turn risk into opportunity. Sean Mooney reflects on industry responses to the 2008 financial crisis and COVID-19, showcasing how frameworks like Colonel John Boyd’s OODA Loop (Observe, Orient, Decide, Act) drive action during times of uncertainty.  Episode Highlights: 0:34 -Sean’s preamble: How private equity reframes risk in uncertain times, with a focus on the 2008 financial crisis and COVID-19.  12:05 - Andrew Joy: Overcoming immense personal adversity,...

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Elements of Value in Private Equity (Part III): Key Characteristics of Great Companies show art Elements of Value in Private Equity (Part III): Key Characteristics of Great Companies

Private Equity Podcast: Karma School of Business

In this special episode of Karma School of Business, Sean Mooney revisits insights from previous conversations with some of private equity’s most thoughtful leaders. These experts highlight the "elements of value" they prioritize when evaluating companies for investment, offering actionable frameworks and lessons learned across industries, geographies, and strategies.   Episode Highlights: 01:11 - Nik Kapauan shares Access Holdings’ research-driven approach to identifying segment leaders and defining "what good looks like" in fragmented industries. 07:10 - Rob Konrad discusses the...

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AI in Private Equity: How Innovation is Reshaping Business Strategies show art AI in Private Equity: How Innovation is Reshaping Business Strategies

Private Equity Podcast: Karma School of Business

In this special episode, Sean Mooney joins Doug McCormick (HCI Equity Partners) and Lloyd Metz (ICD Partners) to explore the transformative impact of AI on private equity, portfolio companies, and everyday life. From optimizing portfolio company operations to driving innovation in deal sourcing and content creation, this discussion provides actionable insights into how leading firms are leveraging AI to create competitive advantages. Whether you’re an investor, executive, or business builder, this episode is packed with strategies to embrace AI’s potential in your organization. Episode...

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Private Equity Spotlight: Grit, Growth, and Game-Changing Deals with Micah Dawson show art Private Equity Spotlight: Grit, Growth, and Game-Changing Deals with Micah Dawson

Private Equity Podcast: Karma School of Business

From a non-traditional career path to transforming businesses, Micah Dawson shares his playbook for designing business success in private equity with Sean Mooney. Packed with bold career moves, hard-earned lessons, and fresh perspectives, Micah shares how grit, leadership, and a focus on people drive real impact in the lower middle market. [00:03:15] - Bold career pivots: Micah’s transition from being an architect to entering law school, business school, and eventually joining the world of private equity. [00:06:49] - Entering the operations world: Micah shares lessons from his time...

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More Episodes

Sean Mooney welcomes Vinay Kashyap, Partner at Mainsail Partners, to explore the art and science of investing in and scaling bootstrapped software companies. With a focus on relationships, discipline, and resourcefulness, Vinay reveals how Mainsail supports entrepreneurs in building enduring businesses. Discover practical strategies for turning product-driven companies into market leaders, leveraging AI for growth, and navigating the fast-changing tech landscape with confidence.

 

1:07 - Vinay’s journey into private equity, how his upbringing influenced his career, and the focus on bootstrapped software companies at Mainsail Partners.

6:45 - The value of long-term relationship building, Mainsail’s proactive approach to sourcing investments, and why a three-to-five-year timeline is critical.

10:27 - What makes a great investment: strong growth metrics, durable product quality, and visionary, industry-experienced founders with a learning mindset.

16:29 - Transforming companies post-investment: building infrastructure, upgrading tech stacks, assembling top-tier teams, and implementing data-driven systems.

23:45 - Practical applications of AI within portfolio companies, including customer service transformations and developer productivity optimization.

32:13 - Preparing for a future shaped by AI and the importance of embedding cutting-edge technology into both operations and product offerings.

 

For more information on Mainsail Partners, go to  https://Mainsailpartners.com/

For more information on Vinay Kashyap, go to  https://www.linkedin.com/in/vinay-kashyap-3646173

For more information on BluWave and this podcast, go to https://www.bluwave.net/podcasts