Private Equity FunCast
Hosted by Private Equity FunCast
Partners at a Chicago private equity firm talk shop about tech deals, operations, and value creation with a distinct blend of humor and candor.
This is an insider's look at the private equity world, produced by the practitioners themselves. It's part playbook, with hosts sharing actionable strategies from their portfolio, and part interview show with founders and industry experts. The show demystifies the often-opaque PE industry with a rare combination of practitioner-level detail and self-deprecating humor, complete with pop culture impressions.
“Unlike most finance podcasts hosted by journalists, this one is from the dealmakers and operators themselves, offering a candid, ground-level perspective. The hosts' humor, use of pop culture references, and personal touches—like Jim Milbery gifting guests a framed copy of their first email exchange—make the technical content uniquely accessible and entertaining.”
Who hosts this show
The Private Equity FunCast is the official podcast from the team at ParkerGale Capital, a Chicago-based private equity firm that buys profitable technology companies. The show is hosted by firm partners Devin Mathews, Jim Milbery, and Paul Stansik, who pull back the curtain on how private equity works. Episodes feature deep dives into deal sourcing, due diligence, and post-acquisition operations, often through interviews with CEOs and expert consultants from their network.
Credentials & credits
- Devin Mathews, Partner, ParkerGale Capital
- Jim Milbery, Partner, ParkerGale Capital
- Paul Stansik, Partner, ParkerGale Capital
- Devin Mathews, MBA, Tuck School of Business at Dartmouth
- Jim Milbery, Master's in Information Technology, IIT in Chicago
- Paul Stansik, MBA, The Wharton School at the University of Pennsylvania
Other ventures
- ParkerGale Capital
What kind of podcast
- Country
- United States
- Region
- usa
When new episodes drop
- 01AI strategy starts with context—not ChatGPT.Jun 28, 2026 · 40s
- 02Don't hire an AI consultant to impress the room.Jun 27, 2026 · 36s
- 03Great tools don’t matter if they solve the wrong problem.Jun 26, 2026 · 18s
- 04"Strategy is for people who hit their numbers."Jun 25, 2026 · 24s
- 05Will AI Kill Consulting? (w/ IGS CEO Matt Umscheid)Jun 24, 2026 · 59 min
- 06How Private Equity Is Rethinking AI & Tech Due Diligence (According to Code & Co.)Jun 17, 2026 · 1h 24m
- 07What’s Working NOW At Private Equity Owned CompaniesJun 10, 2026 · 24 min
- 08MCP Part 2 | PE ‘SplainingJun 5, 2026 · 22 min
Notable episodes
- 01How Private Equity Is Rethinking AI & Tech Due Diligence (According to Code & Co.)
A prime example of the interview format, where host Jim Milbery starts by giving the guests a thoughtful gift before diving deep into the evolution of tech diligence.
- 02What’s Working NOW At Private Equity Owned Companies
Showcases the alternate co-host chat format, where partners Jim Milbery and Paul Stansik share an actionable playbook of strategies they are currently implementing.
- 03Will AI Kill Consulting? (w/ IGS CEO Matt Umscheid)
Demonstrates how the hosts leverage long-term relationships, as Devin Mathews interviews a friend of 27 years to discuss the impact of AI on the consulting industry.
What you'll be asked on this show
Hosts Devin Mathews and Jim Milbery often begin interviews by establishing a personal connection, referencing a shared history or offering a thoughtful gift. They typically open with broad, origin-story questions like "Who are you and how did you get here?" to establish a guest's background. From there, they drill down into technical and strategic specifics, asking pointed questions based on their own experience, such as probing for common inefficiencies in tech stacks or cloud spending. They frequently ask about past failures to extract lessons learned, turning the interview into a collaborative exploration of industry trends and operational best practices.
The show alternates between two main formats: long-form interviews with industry experts and co-host discussions where the partners share 'what's working now' across their portfolio companies. The hosts are active participants who share their own frameworks and anecdotes, making it a collaborative dialogue. A signature 'It's not venture capital, it's private equity' jingle opens the show.
Questions Private Equity FunCast keeps coming back to
7 cataloguedIf you're going on this show as a guest, expect some version of each of these. Each note explains when Private Equity FunCast reaches for it.
origin
2- Q.01
“Who are you, how'd you get here, and what does your company do?”
This is a standard opening to ground the guest's expertise and the context of their business.
- Q.02
“How did you and your partners meet and get started in this business?”
The hosts use this to explore the human and relational side of building a company.
industry
1- Q.01
“What's going on with [current trend, e.g., AI] and how is it affecting your industry?”
This question frames the main topic of the episode by asking for a high-level market overview.
future
1- Q.01
“Do you believe having proprietary data is still a defensible moat?”
A forward-looking question used to gauge a company's strategic value in the age of AI.
process
2- Q.01
“Looking back at a failed project, what could you have done beforehand to make it go better?”
This question is used to extract concrete, actionable lessons from a negative experience.
- Q.02
“How often do you find that companies are overspending on their cloud bill?”
A tactical question designed to get a sense of the scale of a common and fixable problem.
technique
1- Q.01
“Do you often find that companies have over-engineered or overbuilt their technology?”
Probes for common patterns of technical debt and inefficiency that the firm looks for during diligence.
Signature segments
- · Intro jingle: 'It's not venture capital, it's private equity... It's the Private Equity Funcast.'
- · Co-host episodes on 'What's Working NOW' in their portfolio.
- · Jim Milbery giving guests a framed copy of their first email exchange.
- · Using pop culture impressions (e.g., Mr. T, Clint Eastwood).
- · Hosts sharing personal anecdotes from their careers in tech and finance.
Topics covered repeatedly
Who gets booked here
Guests are typically CEOs, founders, and senior partners from service firms (e.g., consulting, tech diligence) that work directly with private equity. The hosts often have a long-standing personal or professional relationship with the guests they bring on.
- Matt Unscheidon Will AI Kill Consulting? (w/ IGS CEO Matt Umscheid)
- Dan Benderon How Private Equity Is Rethinking AI & Tech Due Diligence (According to Code & Co.)
- Lukas Ingelheimon How Private Equity Is Rethinking AI & Tech Due Diligence (According to Code & Co.)
- Kirby Montgomeryon How Private Equity Is Rethinking AI & Tech Due Diligence (According to Code & Co.)
Where to find this show
Audience & reach
The podcast serves as content marketing for the hosts' private equity firm, ParkerGale Capital, aiming to build their brand, source deals, and attract talent. Guests are frequently partners or portfolio company leaders, showcasing the firm's network and expertise.
Subscriber and view counts are pulled live from YouTube and re-verified on a 30-day cycle. Listener estimates for the RSS feed aren't published here unless they're host-verified.
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People also ask
- Who are the hosts of the Private Equity FunCast?
- The primary hosts are Devin Mathews, Jim Milbery, and Paul Stansik, who are all partners at the Chicago-based private equity firm ParkerGale Capital.
- What is the podcast's format?
- The show alternates between long-form interviews with founders and industry experts, and conversational co-host episodes where the partners discuss actionable tactics for their portfolio companies.
- Is this podcast still active?
- Yes, new episodes are released on a weekly basis.
- Who is the target audience for this podcast?
- The show is aimed at operators of PE-backed companies, finance professionals, and founders interested in the inner workings of private equity, particularly in the technology sector.
- Where can I listen to the Private Equity FunCast?
- The podcast is available on YouTube, Apple Podcasts, Substack, and other major podcast platforms.
Built from the show's public RSS feed, YouTube, the host's own websites, and the cited sources below. Computed and AI-extracted fields are labelled. Facts only — no private info, no fabrication, no transcripts republished.
Sources & how this page was built
This page is AI-assisted, grounded in the public sources cited below, and host-verifiable. We publish facts only; we do not republish transcripts. If anything here is wrong, the host can claim and correct the page above.Model: gemini-2.5-pro · high confidence
- [01]ParkerGale | Who We Areparkergale.com
- [02]DEVIN MATHEWS, PARTNER - ParkerGaleparkergale.com
- [03]JIM MILBERY, PARTNER - ParkerGaleparkergale.com
- [04]PAUL STANSIK, PARTNER - ParkerGaleparkergale.com
- [05]Private Equity FunCast | Substackpefuncast.substack.com
- [06]Private Equity FunCast - YouTubeyoutube.com
- [07]ParkerGale Capital - Portfolio, Partners, Reviews, Newsparsers.vc
- [08]Industry Insights: An Interview with ParkerGale's Devin Mathewsbluwave.net
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