Private Equity Growth Strategy in Vertical Software Markets with Bobby Ocampo

Bob Root, Transformation Partner at Southfield Capital, joins Sean Mooney to discuss how hands-on operating experience, curiosity, and genuine partnership shape lower middle market value creation. He shares how Southfield works alongside founder-led businesses during the first 100 days, getting close to the work before refining the growth plan. Bob also explains why AI, data moats, and purpose-built technology can help small and mid-sized businesses leapfrog larger competitors. It's a thoughtful conversation on building better companies with humility, speed, and trust—hit play. Episode Highlights: 1:18 - Growing up in Canada with an educator's curiosity and engineer's problem-solving mindset 3:16 - Lessons from Procter & Gamble, Microsoft, and learning through constant role changes 10:35 - Why Bob's garage reveals his love of building, tinkering, and continuous learning 12:38 - Navigating personal loss while starting a new role and building deeper trust 21:46 - Southfield's "first day in the life" approach to understanding portfolio companies 26:31 - Using technology to help lower middle market companies leapfrog larger competitors 31:18 - Why AI should expand the business, not just reduce costs 38:38 - Bob's advice to his younger self: learning on the job is a feature, not a bug For more on Southfield Capital, visit: https://www.southfieldcapital.com/ For more information on Bob Root, go to https://www.linkedin.com/in/robert-root-372aa6/

Bobby Ocampo, Managing Partner at Blueprint Equity, shares how his firm approaches early growth-stage investing within private equity. He explains Blueprint's focus on capital-efficient, founder-led vertical software businesses and how they build scalable go-to-market engines post-investment. The conversation also explores how AI, rising competition, and shifting market dynamics are reshaping underwriting and value creation. A practical look at where private equity is heading—and how to win in it. Episode Highlights: 2:05 - From physics major to private equity via investment banking and venture capital 7:20 - Why Blueprint Equity was built to avoid "asset gathering" and mediocre returns 14:10 - Breaking down growth equity vs. venture capital and traditional private equity 16:05 - Key investment criteria: capital efficiency, retention, and vertical focus 26:10 - Turning "successful in spite of themselves" companies into scalable platforms 30:45 - How AI is reshaping underwriting, product strategy, and competitive dynamics 38:45 - Career advice: spotting opportunity early and jumping on asymmetric upside For more on Blueprint Equity, visit:  https://www.onblueprint.com/ For more information on Bobby Ocampo, go to https://www.linkedin.com/in/bocampo

 Tyler Ashley, Head of Business Development at McNally Capital, shares the unconventional path that shaped his approach to private equity. From early global experiences to building a career in deal sourcing and relationships. He explains how McNally's family-backed roots influence its focus on founder-led businesses, and how its "Atlas" framework drives disciplined value creation across the portfolio. Tyler also breaks down the growing importance of business development in an increasingly crowded market, where strategy, specialization, and authentic relationships win deals. This is a practical conversation on sourcing, differentiation, and building durable networks in modern private equity—press play.  Episode Highlights 2:20 - From Wyoming ranch to Argentina: a nontraditional start that shaped his career 7:09 - Why unique life experiences create an edge in private equity relationships 11:58 - A serious ski accident and the perspective it brought to work and life 17:07 - McNally Capital's roots and focus on founder-led, family-backed businesses 23:18 - The "Atlas" framework for structured, end-to-end value creation 27:32 - Why business development has become critical in a crowded PE landscape 30:09 - Expanding deal flow through proactive outreach and market coverage 35:38 - Building and maintaining a network as the foundation of long-term success For more on McNally Capital, visit:  https://mcnallycapital.com/  For more information on Tyler Ashley, go to  https://www.linkedin.com/in/tylerwashley/   

Sean Mooney, Founder and CEO of BluWave, breaks down the firm's Q1 2026 Private Equity Insights Report and what it signals for investors and operators navigating a volatile environment. He outlines how geopolitical shocks are once again stalling deal activity, why the economy remains surprisingly resilient, and how private equity firms are leaning harder into value creation. Sean also explains the shift of AI from buzzword to real execution—and why data readiness is now a competitive imperative. This is a clear-eyed view of the current market and where private equity leaders should focus next—hit play. Episode Highlights 1:15 - "Groundhog Day" returns as geopolitical shocks stall deal momentum 3:20 - Why sellers pause deals: the need for 4–6 months of visibility 5:30 - Economic resilience despite inflation, tariffs, and uncertainty 7:10 - PE firms increase focus on value creation during market slowdowns 10:30 - AI demand surges 280% as firms move from experimentation to execution 16:10 - Data readiness becomes the defining advantage in AI adoption 23:20 - Why deal activity must rebound: liquidity pressure and dry powder For more on BluWave, visit: https://www.bluwave.net/ To request the full Q4 2025 Insights Report, visit: https://www.bluwave.net/insights-report/

Jim Murphy, Senior Managing Director at LLR Partners, shares his path from CFO and COO roles into leading value creation across a lower middle market private equity portfolio. Drawing on decades of operating experience, he explains how firms identify scalable businesses, assess management teams, and execute disciplined growth plans. Jim also outlines LLR's functional approach to value creation, including operational excellence, ideal customer targeting, and retention strategies that drive outcomes. This is a practical look at what separates good companies from great ones in private equity—hit play. Episode Highlights 2:15 - Starting in public accounting and the path into a CFO career 11:10 - Becoming a public company CFO at 29 and learning in real time 18:45 - What private equity looks for: market size, product fit, and team 21:30 - Why management quality is the single biggest driver of outcomes 27:40 - Building a functional value creation team with real operators 33:10 - Operational excellence: uncovering hidden cost and margin opportunities 37:45 - Ideal customer profiles and retention as drivers of durable growth For more on LLR Partners, visit: https://www.llrpartners.com/ For more information on Jim Murphy, go to https://www.linkedin.com/in/james-murphy-59097b5/  

Brett Holcomb, Partner at Prospect Partners, shares the experiences that shaped his approach to lower middle-market private equity—from swimming-driven grit and early career missteps to navigating COVID with a portfolio company built on human trust. He explains Prospect's "better, not just bigger" philosophy, why foundation-building matters more than speed, and how servant leadership earns premium outcomes. Brett also reflects on pricing strategy, data-driven decision-making, and the leap-of-faith judgment calls every investor must make. This is a candid conversation on resilience, alignment, and long-term value creation—press play. Episode Highlights 1:18 – Growing up around global business and finding a non-linear path into private equity 6:29 – Why competitive swimming builds the grit and self-motivation PE demands 10:43 – The COVID shock at Wedgewood and setting a clear North Star under pressure 14:13 – Over-communicating with teams and customers when everything shuts down 18:29 – Breaking massive problems into solvable components during crisis 30:31 – "Better, not just bigger": Prospect's foundation-first value creation model 37:46 – Pricing strategy as an offensive weapon in volatile markets 46:49 – The leap-of-faith decisions that define private equity careers For more on Prospect Partners, visit: https://prospect-partners.com/ For more information on Brett Holcomb, go to https://www.linkedin.com/in/brett-holcomb-885ba31/  

Jeff Drazan, Managing Partner at Bertram Capital and BluWave's 2026 Private Equity Innovator of the Year, explains how a technology-first operating model reshaped his transition from venture capital to private equity and became a durable competitive advantage. He details how Bertram Labs embeds software, data, and digital execution directly into diligence and value creation—well before the deal closes. Jeff also shares the investment principles that matter most today: large markets, strong margins, and customer trust. This episode lays out what modern private equity innovation actually looks like—hit play. Episode Highlights: 1:18 – From Princeton engineering and Bell Labs to venture capital on the West Coast 6:05 – Treating early career roles as paid fellowships, not permanent destinations 14:37 – Why technology was the missing link in traditional private equity models 16:25 – Founding Bertram Capital to bring digital transformation to lower-tech businesses 21:06 – Inside Bertram Labs: in-house software, data, and execution—not just advice 27:14 – Winning deals by fixing problems during diligence, not after closing 33:39 – The two non-negotiables: large TAMs and meaningful gross margins 48:45 – Why continuous innovation is the only sustainable edge in private equity To learn more about Bertram Capital, visit https://www.bertramcapital.com/ For details on BluWave's 2026 Top Private Equity Innovator Awards and Bertram Capital's recognition, visit www.bluwave.net/awards To discover more about Jeff Drazan, visit https://www.linkedin.com/in/jeffdrazan

Jeff Drazan, Managing Partner at Bertram Capital and BluWave's 2026 Private Equity Innovator of the Year, explains how a technology-first operating model reshaped his transition from venture capital to private equity and became a durable competitive advantage. He details how Bertram Labs embeds software, data, and digital execution directly into diligence and value creation—well before the deal closes. Jeff also shares the investment principles that matter most today: large markets, strong margins, and customer trust. This episode lays out what modern private equity innovation actually looks like—hit play. Episode Highlights: 1:18 – From Princeton engineering and Bell Labs to venture capital on the West Coast 6:05 – Treating early career roles as paid fellowships, not permanent destinations 14:37 – Why technology was the missing link in traditional private equity models 16:25 – Founding Bertram Capital to bring digital transformation to lower-tech businesses 21:06 – Inside Bertram Labs: in-house software, data, and execution—not just advice 27:14 – Winning deals by fixing problems during diligence, not after closing 33:39 – The two non-negotiables: large TAMs and meaningful gross margins 48:45 – Why continuous innovation is the only sustainable edge in private equity To learn more about Bertram Capital, visit https://www.bertramcapital.com/ For details on BluWave's 2026 Top Private Equity Innovator Awards and Bertram Capital's recognition, visit www.bluwave.net/awards To discover more about Jeff Drazan, visit https://www.linkedin.com/in/jeffdrazan  

Mark Langer, Managing Director at CenterOak Partners, reflects on the experiences that shaped his approach to private equity—from early grit and middle-market investing to deploying capital in Africa and building enduring CEO partnerships. He explains why servant leadership, trust, and long-term thinking matter more than control in lower middle-market value creation. Mark also shares candid lessons on risk-taking, mistakes, and navigating the non-linear reality of business building. This is a grounded, hard-earned perspective from someone who has seen the full arc of private equity—hit play. Episode Highlights 2:01 – Early lessons in grit, work ethic, and "figure it out" resilience 6:02 – Breaking into middle-market investing after 9/11 and choosing the hard path 12:05 – Being sent to deploy capital in Africa—and learning fast under pressure 17:26 – Why CEO trust and long-term relationships matter more than control 19:32 – Reining in chaos in the lower middle market without killing momentum 25:34 – When investments go sideways and how real value gets created anyway 30:10 – Advice to younger investors: take risks, make mistakes, and think longer term For more information on CenterOak Partners, go to https://centeroakpartners.com/ For more information on Mark Langer, go to https://www.linkedin.com/in/mark-langer-006a02ba  

Emily Bomberger, Vice President at Penn Spring Capital, shares her nontraditional path into private equity and the operating mindset she brings to evaluating founder-led businesses. She explains how early experiences in marketing, accounting, and PE-backed advisory work shaped her approach to judgment, value creation, and partnership with entrepreneurs. Emily also outlines what Penn Spring looks for in markets, founders, and focus—and why discipline matters more in tighter environments. This is a grounded conversation on learning fast, building trust, and making better investment decisions—worth your time. Episode Highlights 1:41 – Growing up in a small town and seeing firsthand how businesses shape communities 4:26 – Early operating exposure and learning how decisions flow through a business 7:35 – Working with first-time PE-backed companies during the critical first 100 days 10:57 – Why Penn Spring prioritizes focus, speed, and small deal teams 16:52 – Emily's scorecard for evaluating founder-led businesses and market tailwinds 19:24 – Why founder alignment and partial liquidity unlock the next growth phase 29:51 – The danger of scope creep and why doing fewer things better wins 35:59 – Warmth vs. competence in dealmaking—and why trust closes transactions For more information on Penn Spring Capital, go to https://pennspring.com/ For more information on Emily Bomberger, go to https://www.linkedin.com/in/emily-bomberger-1b243256/