Private Equity FunCast
Jim Milbery and Devin Mathews
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A podcast that dives into the world of private equity, covering how deals work, what happens after a deal closes, fundraising, and company acquisitions. Hosted by Jim Milbery and Devin Mathews from ParkerGale Capital, it blends insights with pop culture and humor. The show is educational and entertaining, aimed at GPs and those interested in private equity.
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What's Working NOW At Private Equity Owned Companies 10.06.2026 24分It's hard to execute today. Growth has slowed, and costs are up. If you own, advise, or operate a PE-backed company, this episode offers a behind the scenes look at some plays you can run to execute your way through the chop. Paul Stansik and Jim Milbery cover sales training, customer support data, weekly go-to-market reporting, speed-to-lead, AI-assisted engineering, video marketing, release velocity, and other practical moves that are improving execution. These are all moves you can make that we've seen make a difference. Try some out yourself and let us know how it goes. Private Equity FunCast New Episodes Every Wednesday 📫 Subscribe to our Substack 📫 https://substack.com/@pefuncast 💻📱Follow us on our socials📱💻 LinkedIn: https://www.linkedin.com/company/parkergale-capital Instagram:https://www.instagram.com/pefuncast TikTok: https://www.tiktok.com/@pefuncast X: https://x.com/PEFunCast Facebook:https://www.facebook.com/people/PE-FunCast ✉️CONTACT US ✉️ Email: pefuncast@parkergale.com Website: parkergale.com 📋ABOUT US📋 We're your friends at ParkerGale Capital, a team that's invested a billion dollars buying and building founder-owned B2B software companies. We're a mix of investors and operators who work shoulder-to-shoulder with our management teams. We like to say we do private equity with you, not to you. We started the FunCast 12 years ago, with 300+ episodes and 2 million downloads, to share what we've learned along the way. It's the field guide we wish had existed when we were starting out. So we made our own. We hope you like it. Additional disclosures: https://www.parkergale.com/terms-of-use
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Inside Private Equity's AI-led Transformation (w/ Kyle Roemer of Accordion) 03.06.2026 1時間 17分Everyone says they are one-shotting workflows with AI. We brought on the guy who can tell us what's actually happening in middle-market private equity companies. Kyle Roemer, Head of Data & AI at Accordion, has a unique view because his firm advises over 350+ private equity clients. He can see what's real and what's hype, and Accordion has the Ramp data to tell the difference. Kyle walks Devin through the rapid changes over the past year, function by function, so you can decide if you're ahead or behind. One prediction: the Office of the CFO will go through the biggest revolution over the next year, which they believe will "Make Finance Fun Again!" Kyle Roemer is the host of Accordion's podcast "AI & PE: The Future of Value Creation" For more about Accordion visit accordion.com and reach out to Kyle and his team at ai@accordion.com. Also check out Accordion's latest AI white paper: "AI in PE: Ahead of the market, behind the curve" in partnership with Ramp to see where AI adoption stands
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How We Broke Into Private Equity 27.05.2026 40分How do you make the leap from the college quad to private equity? Associates Liz Xu and Niko Ivanisevic share their unexpected journey to the offices of ParkerGale. They get honest about imposter syndrome, the myth of the "perfect path," building a personal story beyond your resume, and why you should never chew gum in a job interview. Whether you're an undergrad planning your career or a junior banker wondering what's next, this episode is full of practical advice for how to break into the industry.
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The Secret Formula to Drive Your Company's Growth 20.05.2026 58分Most B2B software companies have more growth left in what they already sell. This framework shows exactly where to find it — and where to stop looking. Jim Milbery and Paul Stansik walk through the Ansoff Matrix, a simple four-quadrant tool for organizing every growth conversation a software company will ever have. New market or existing market? New product or current product? Sounds obvious, but it's an argument that can derail board meetings, kill roadmaps, and send sales teams down blind alleys. What if chasing new markets and new products is actually the thing slowing you down? Jim and Paul make the case for staying in the green box.
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The Right Way to Hire Salespeople 13.05.2026 1時間Most B2B sales reps are professionally trained to make you like them in 30 minutes. But when you're recruiting salespeople, likability doesn't guarantee success. Make the wrong hire and you can lose two years and a chunk of your growth plan. In this episode, Devin and Paul walk through the five qualities ParkerGale tests for (customer focus, structure, accountability, problem-solving, drive), the specific questions we ask in a panel interview, and the trick question that breaks through every rapport-building defense salespeople can muster.
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How Operating Partners Create Value in Private Equity 06.05.2026 46分Most private equity firms claim to use a leather-bound "value creation" bible nobody's allowed to touch. The truth? It's more of a Cheesecake Factory menu. In this episode, Paul and Jim break down what operating partners actually do once the deal closes — the three buckets that matter (revenue, cost, risk), why many software companies leave revenue on the table with their existing customers, and what "don't buy a company you can't sell" looks like in practice.
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The Evolution of PE Ops 29.04.2026 1時間In 1995, the typical "PE operating team" was a few old-timer ex-CEOs. Today there are 20,000 of them. Cass and Paul from ParkerGale's ops team sit down with Devin to walk through how private equity operations actually evolved — from the "I got a guy" Rolodex era, to the captive consulting model, to today's proliferation of professional operators. Plus hot takes on the AI-specialist hiring boom, why a lot of operating teams will get skinnier, and how to know if you're helping or propping up a company.
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10 Lessons From 10 Years Running Our Own Private Equity Firm 22.04.2026 1時間 2分Do operating teams matter? Why is sourcing broken? Are add-ons a strategy or a crutch? What firms have actually "stayed small?" In this episode, Devin and Jim get introspective, reflecting on their biggest lessons to mark the 10-year anniversary of the final close of ParkerGale's first fund. Tell us what you've seen change over the past ten years, and what has stood the test of time.
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The Private Equity Glossary - 50(ish) Terms You Should Know 15.04.2026 1時間 12分LPs. GPs. Carry. Waterfalls. Pari passu. The unlock. Quantum. De-Risk. Niko originally thought one of these was a French dish. Liz wants to ban another from all future meetings. In their PE Funcast debut, ParkerGale Associates Liz & Niko join Devin to demystify the private equity alphabet soup, breaking down everything from formal vocabulary to finance bro speak. Whether you're a first year Associate or a founder looking to sell, this is the lingo you should know.
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The Ghost of Software Future 08.04.2026 1時間 30分In February of this year, an obscure research report triggered a $1 trillion wipeout in software stocks in seven days. In this episode we decipher what actually happened — and why AI is more likely to be a gift to enterprise software than a death sentence. Devin and Jim have invested through every major tech transition: PCs, client-server, the browser, mobile, the cloud. This time, they're breaking down the four bear cases for enterprise software (private credit, seat licensing, vibe coding, the AI bubble) and sharing what's actually happening inside their portfolio. The ghost shows up every decade. Here's how not to get spooked. READ: "The Ghost of Software Future" on Substack
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When And How To Sell Your Company 01.04.2026 58分Selling a company isn't just about price - it's about timing, preparation and process. In this episode, Devin sits down with Ryan Milligan to break down how to sell a company - from timing the exit to running a competitive process and getting a deal across the finish line. They walk through the full private equity playbook including when to sell, whether or not to hire a banker and how deals move from early conversations to signed LOIs and closing. If you've ever wondered how exits happen behind the scenes, this episode illustrates how it really goes down.
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You Just Bought A Company. Now What? 25.03.2026 52分Everyone loves the chase but what happens when the ink dries on the deal and you actually own a company? In this episode, Jim sits down with Paul Stansik to pull back the curtain on how the combined deal, ops, and management teams come together in the first few weeks and months post-close. They break down what life looks like immediately after an acquisition, including setting up governance, identifying talent gaps and figuring out where the real opportunities (and risks) are hiding. Jim and Paul also hit on the softer side of what happens during the early-hold period, and the importance of curiosity, connection, and trust-building inside ParkerGale's approach to value-creation. Ever wonder what your investors are thinking about during the first few months of a new investment? Curious about what happens when diligence is over and things get real? This is the episode for you.
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How Private Equity ACTUALLY Buys Companies 18.03.2026 1時間 23分It all starts with an acquisition, but most people don't understand how private equity firms actually find and buy companies. Devin sits down with Ryan Milligan to break down the mechanics of deal sourcing, banker-led processes and direct founder relationships. From the early days of rotary phones ringing with deals to today's hyper-competitive sourcing environment, we discuss how firms build pipelines, win founders over, and decide which companies to buy. If you've ever wondered how private equity truly functions behind the scenes, this is your go-to guide for the entire process.
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How to Survive Raising Your First Private Equity Fund 11.03.2026 1時間 17分Raising your first private equity fund is humbling. Like Lloyd Dobler holding a boombox outside an LP's window, you need to be committed and creative. It took us over 150 meetings and almost 2 years to get to the finish line. One LP fell asleep mid-pitch. We got stranded in a monsoon in Connecticut. Kenny the Associate torpedoed us in Manhattan. Jim got locked out, and Devin had to fly solo. We survived. You can too. From hiring a placement agent to practicing your pitch to getting LPs to tell you what they want, to recharging your batteries on the road so you can keep going til the end. This is everything we wish someone had told us. Always Be Closing. Kinda.
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How do you start a private equity firm from scratch? 04.03.2026 1時間 13分In this episode, Devin and Jim rewind to 2014 — and a $12 bottle of Cabernet at the Macaroni Grill — where they hatched the plan to leave their firm and build a new private equity firm from nothing. This is the insider's guide they wish they'd had.
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Private Equity Predictions 2026 25.02.2026 49分It's our annual Predictions episode (and by annual, we mean just the years we remember to record one). Devin and Jim offer their hot takes on fundraising, liquidity, why artificial general intelligence (AGI) is still years away, and whether or not the world is officially "over-softwared." PE FunCast New Episodes Every Wednesday Follow us on social media and subscribe to our Substack! LinkedIn: https://www.linkedin.com/company/parkergale-capital Instagram:https://www.instagram.com/pefuncast Substack: https://substack.com/@pefuncast Facebook:https://www.facebook.com/people/PE-FunCast/61580605382460/?mibextid=wwXIfr&rdid=UXSOfkHvpixQjCyB&share_url=https%3A%2F%2Fwww.facebook.com%2Fshare%2F14VqLVUrhVD%2F%3Fmibextid%3DwwXIfr TikTok: https://www.tiktok.com/@pefuncast X: https://x.com/PEFunCast
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Software Holdcos in Australia 16.01.2026 56分Devin sits down with Funcast listener and Terem Capital CEO Scott Middleton. Terem is a software holdco in Australia, and Scott shares his strategy, investment criteria, sourcing approach, and the difference between US holdcos.
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AI-First (Whatever That Means): Hiring Product & Engineering Leaders with Sean Lucq from SPMB 12.12.2025 57分Jim sits down with Sean Lucq (Partner at SPMB Executive Search) to talk about the art of hiring senior engineering and product leaders—especially now that every job description on Earth has "AI" duct-taped to it. We get into why sticking with one great search firm beats "random recruiter roulette," why tech interviewing is tough (spoiler: engineers aren't always born interviewers), and the eternal tension between the two key roles - CTO (big brain science/vision) and VP Engineering (keep the trains running, preferably on the tracks). Then it's on to the AI gold rush: what a normal Head of Engineering should actually be doing with AI (hint: practical stuff like code review, QA, automation), why "Head of AI" is usually a totally separate job, and why "10 years of LLM experience" belongs in the same bin as Web3 buzzword soup. We also cover who's moving jobs right now, why PE can feel like a saner bet than venture (less "moonshot," more "actual exit"), and what candidates must be able to explain: what you did, and how it moved the business—numbers included. Plus: a few recruiting war stories, including the kind you can't make up and the kind that makes you grateful for a boring Tuesday.
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Modernizing Legacy Systems: The CNX Journey from Green Screens to Great Screens 29.10.2025 53分In this episode of The Private Equity Funcast, Jim Milbery sits down with Jennifer Nelson (CEO of Izzy Software), Richard Malone, Rob Swanson (co-founders of CNX Corporation), and Iwona Montgomery to talk about CNX's nearly 30-year glow-up — from green screens to the cloud. After almost three decades in the biz, CNX just joined forces with Izzy Software, and the result? Legacy systems that finally got the spa day they deserved. We dive into how moving to the cloud has made life easier for developers and why low-code tools are giving old-school software a serious second act.
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Marionettes, Metrics, and Medieval French Lit: A Conversation on UX and Life with Leah Reich 30.09.2025 1時間 56分Jim and Leah dive headfirst into a whirlwind chat that covers everything from the fine distinctions between puppets and marionettes to the equally delicate art of building great user experiences. Leah shares her fascinating journey from a Medieval French literature course at Berkeley to leading UX research at companies like Slack, Spotify, Instagram, and Mozilla. Along the way, they tackle why users often don't honestly know what they want, how to avoid building a product no one asked for (looking at you, Juicero), and why good design begins with understanding both people and teams. It's a conversation about people problems disguised as tech problems—with a few detours into bad movie references, car oil changes, and the mythical Trojan horse. Grab your headphones, settle in, and prepare to laugh, learn, and maybe rethink what "user experience" really means.