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.

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.

Principals Jimmy and Paul discuss the ParkerGale approach to hiring, why hiring is essential to get right, not just at the C-suite level, but how we work with our portfolio companies to develop the capability to hire well throughout the organization. They also cover what a certain 90's shampoo commercial can teach us about what not to do during an interview.

Guest host partner Kristina Heinze talks with Ivelisse Simon, Managing Partner of Avante Capital Partners - a women
and minority-owned private credit and structured equity fund based in Los Angeles, California. They cover everything from Ivelisse's path from investment banking to starting a successful firm, including an infamous "Wasabi" incident.

Principals Cass and Kara finish their interview with Professor Chris McGowan, from University of Chicago's Booth School of Business. As an investor, advisor and teacher, Chris has been in the private equity industry for 26 years, when he began his own career in private equity as an associate at AEA Investors in New York City.  In this episode, Cass and Kara explain their own personal impact that Chris has had on their careers, and Chris gives advice for MBA students and non-students alike who are trying to navigate breaking into private equity.

Principals Cass and Kara interview Professor Chris McGowan,
from University of Chicago's Booth School of Business. As an investor, advisor and teacher, Chris has been in the private equity industry for 26 years, when he began his own career in private equity as an associate at AEA Investors in New York City.  In this episode, Cass and Kara explain their own personal impact that Chris has had on their careers, and Chris gives advice for MBA students and non-students alike who are trying to navigate breaking into private equity.

Can you predict the future by throwing asparagus against the wall?  Have a listen to Devin and Jim on the Funcast's mostly-annual predictions show.

Private equity deal teams need to work together seamlessly to close a buyout successfully. However, each member of the deal team does have different responsibilities and perspectives - all of which are important. ParkerGale Associate, Nori Welles-Gertz, makes her PE Funcast debut, discussing with Principal Kevin Fitzgerald and Partner Ryan Milligan the myriad of details, thoughts, and worries she has throughout a live deal. Kevin and Ryan contribute their perspectives and provide a true top-to-bottom view of what each role focuses on and cares about.

Private equity firms get tons of inbound emails from executives looking for their next opportunity.  Paul and Jim discuss the best ways to get private equity teams to pay attention to these emails -- and how to avoid getting on the blocked list.

Devin and Jim reunite for our sometimes annual Halloween episode.  Today's discussion revolves around what is currently scaring us the most in private equity.  

Guest host, Cici, interviews Cass Ziebel on her return to ParkerGale after two years at Chicago Booth. Cass talks about her background prior to working with ParkerGale as an Associate, what she learned before business school, how she felt about going, and what she ultimately got out of it. Cici and Cass also discuss her transition from the deal team role as an Associate into an operating role as a Principal, and why she decided to make the switch over to the light side.

It's no secret that there are not very many women in private equity. According to a recent Preqin study, women account for just 19.4% of total private equity employees. In this episode, Cici and Kristina are joined by Ann Kraftson, Managing Director from the recruiting firm The Oxbridge Group. We discuss why there aren't more women in PE, why we care about it as a private equity firm and why we think it's a compelling industry for women to explore, especially those at the pre-MBA level. We share some of the myths vs. realities about the scary reputation of PE and shed some light on the general PE recruiting process (including the differences between on-cycle and off-cycle recruiting).

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.

Leadership, culture, and their impact on investments are growing trends across the private equity industry. In this episode, Jimmy and Devin are joined by Ted Bililies, Managing Director at AlixPartners and founder of the consultancy's Transformative Leadership Practice. We discuss the findings from AlixPartners' 5th Annual Private Equity Leadership Survey which reveal just how critical human capital is to value creation and how culture is an often overlooked source of value by investors. We also discuss why these topics are so important today given the volatility and uncertainty we are all experiencing in 2020.

Leaders shape culture, and in turn, culture shapes an organization. In this episode, Jimmy and Devin are joined by Katrina Calihan and Amanda Cutright, creators and facilitators of the L6 Program – the Leadership Development Program we roll-out at our portfolio companies. We discuss the six-month, transformational program that helps develop evolved, mindful, and skillful leaders at our companies and how those leaders help to create and shape cultures that last.

Kevin and Jim spend an hour with Ben Harrison, Co-Founder and President, Financial Services at DealCloud about the DealCloud platform and how we use it at ParkerGale. Our collective paths have crossed over the years, so as per usual we digress into some private equity history along the way.

No serious athlete steps on the field without a scouting report. No serious professional should lead without one either. In this episode of the Funcast's Leadership Series, Paul and Jim discuss a simple document that can help you clarify working styles and create a high-performing team. This episode references our recently published article, which can be found at parkergale.com/scoutingreport.

Jim talks with Ryan Milligan about the use of debt in private equity deals and the state of the lending market in uncertain economic environments.

Jim talks with Kelley Powell, Alan Williamson and Jim Headley from the MacLaurin Group about tackling large-scale technology projects in a private-equity-backed company.   All four of us worked together on a very complicated project some years ago. We focus our discussions on the Valley of Anguish, the deep hole between the initial enthusiasm and the finished project.

Jim, Jimmy and Dr. Steve Julius get together to discuss the denouement of The Last Dance. Dr. J leads the discussion around managing a superstar to become part of a broader system and why so few stars make the transition to being great coaches -- and the parallels for middle market PE portfolio companies.

Jim, Jimmy and Dr. J discuss everything from "The Last Dance" and the Warren Commission to John McCain as part of a new intro to a classic episode in which Devin and Kevin Fitzgerald talk with Steve Julius, PhD aka "Dr. J" about organizational behavior and team dynamics.   Dr. Julius opines on human behavior, organizational dynamics and business development.

Jim talks with Paul Petefish from Evolve Security about the ins-and-outs of an actual security assessment -- ours.   We cover everything from penetration testing to phishing attacks.

The conclusion of our two-part episode (both recorded before the coronavirus pandemic) with ParkerGale advisor and former Chicago Bulls team psychologist Dr. Steve Julius discussing how elite sports franchises think about organization and team culture and what can be applied into a business context.

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."

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In episode 1 of a 2-part episode (both recorded before the coronavirus pandemic), Jim, Jimmy, and Paul are joined by ParkerGale advisor and former Chicago Bulls team psychologist Dr. Steve Julius to discuss how elite sports franchises think about organization and team culture and what can be applied into a business context.

Weeks ago, before we were all focused on the coronavirus pandemic, Jim and Jimmy recorded our (mostly) annual March Madness episode. We hit pause on posting this one for a while, but on what would have been the finals of the men's college basketball tournament, we thought a little levity would be something listeners could use.  In this episode, the months of the year face off in a battle for supremacy.

We talk with Paul Petefish, Founder and CEO of Evolve Security about some simple and fast suggestions to make remote working more secure.

A fan favorite episode -- The FunCast spends an hour with Kirkland & Ellis partner Ryan Harris (formerly of McDermott Will & Emery LLP) talking about the legal traps founders fall into when setting up their companies and when they sell them. What's the best company structure -- C Corp, S Corp, LLC?  How do you handle employee equity?  Hear about the infamous "Cubs side letter."  What are the common issues Ryan sees when founders go to sell their business and how can you avoid them? Listening to this conversation won't make you stronger, but it sure will make you smarter!  Enjoy.

Jim and Jimmy are joined by Marla Caceres and Nelson Velazquez, improvisors at Chicago's famous Second City Theatre. They discuss how ParkerGale has leveraged the Second City Works to provide professional development for senior executives in addition to the concepts that underpin the Second City philosophy and why they are so important to fostering growth, teamwork, and innovation. Oh – and don't miss the end when the crew improvises a song entitled "The Ugly Burning House."

On this episode, Jay Nathan (Founder of Customer Imperative) joins Paul Stansik to share how companies can be more intentional in building intimacy and delivering value to their customers. We talk about how his consulting firm builds customer success teams, how business leaders get this wrong, and the baby-steps that anyone can take to "make the renewal a no-brainer."

Jimmy sits down with Dean Brown, CEO of Ipro Tech. Dean discusses his upbringing in a military family, his education in Industrial Psychology, the serendipity of a career, his love of products and product strategy, his experience founding, scaling, and ultimately selling his startup, why culture is so important to him in business, and much more.

In part 3 of a 3 part series on Product Strategy, Jim and Cici continue the discussion of how product strategy ties into value creation, and how specifically as a PE firm, we monitor our portfolio companies' product strategy through taking a detailed look at their product roadmaps. We discuss how we conduct Product Strategy Reviews – the objectives, who's in the room, and what we actually cover. We talk about why we're focused on outcome-driven product roadmaps, how we work with our portfolio companies to prioritize what actually gets built and why that's so critical when we're allocating scarce resources to create value.

In part 2 of a 3 part series on Product Strategy, Jim is joined by Cici to discuss the private equity investor's perspective on how and why products get built. Living in a world of limited resources, we discuss the framework that we use to help shape the discussions with our portfolio companies about prioritizing their products and features. We talk about market segments versus markets, the Ansoff matrix and Geoffrey Moore's famous "Bowling Alley" strategy.

In part 1 of a 3 part series on Product Strategy, Jim is joined by Cici to discuss the three levers of value creation - risk mitigation, revenue growth, and cost reduction, and how we think about the three in the portfolio. Jimmy joins as well to add the People dimension.

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. 

On this episode, Keith Hadley from the Table Group joins Paul Stansik to chat about how we build aligned C-suite teams and healthy portfolio companies. We cover what healthy organizations do differently, why most team offsites are not time well spent, and how to tell if you're on (or leading) a dysfunctional team.

Devin and Jim kick off the new year with our annual predictions episode.  Come have a listen as we opine on what 2020 has in store for Private Equity.

Jimmy Holloran talks with Stacey Kacek, OnePlus Systems CEO. They discuss her early career as an engineer at Motorola, her transition into leadership, and her perspective on being a CEO. Along the way, they cover key influences in her life, lessons learned, and as well as advice for aspiring CEOs.

Jim recently got massively over-billed by Hertz, prompting a discussion about what happens to customers when process automation goes off the rails. Ryan Milligan jumps in with a Zappos story that will warm your heart.

As part of our continuing People Operations series, ParkerGale Principals Jimmy and Paul dive into the 9box, a talent management framework commonly used to assess an organization's breadth and depth of talent. Jimmy and Paul cover why this matters, how to effectively review an organization's entire talent base, and why it pays for investors to be involved in the process.

Devin sits down with Cici to discuss some easy but very important things you should be doing to extract deeper customer and market insight into your software products.

Partner Ryan Milligan talks with Mike Trasatti, CEO of DealerBuilt and Bill Lamm of Presidio Technology Partners about how a deal really gets done. Covering everything from the banker signing up to represent DealerBuilt to ParkerGale courting and successfully completing the deal with management.

Come have a listen as Stephen Tallamy CTO of EditShare talks about strategies for making technology transitions for complicated software platforms.

Hiring technical people is hard when you don't know all the buzzwords and acronyms. Devin and Jim help you with good process and some helpful questions to ask when you are hiring Engineering and Software Development leaders.

Continuing our on-going series of interviews with ParkerGale portfolio company CEOs, Jimmy interviews Tom Obermaier, CEO of Rippe and Kingston. We talk baseball, growing up in New York, leadership lessons from President Washington, rising to Chief Risk Officer at Citi Bank at the time of the financial crisis, and his evolution as a CEO at RDC and Rippe.

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.

Jim talks with fellow Babson College Alum, current portfolio company CTO, Tom Shore about application software from the early 80s through today.  We talk Digital Equipment PDP/11s all the way through the current no-code fascination.

We talk to PG Principal Kara Master about her journey from the model UN and a career in journalism to joining the deal team at ParkerGale.

Buckle your seatbelts for a fast-paced conversation with Dave Kellogg. Dave and I first met back in the early 80s at Ingres, when I was a pre-sales engineer and Dave was a technical support rep. We've each spent over 25 years in enterprise software, in mixed roles that involve both technology and sales & marketing. We reconnected recently and met up up in Chicago at ParkerGale's "intergalactic headquarters" for a pretty broad-ranging conversation about a recent blog post that Dave wrote (Things to Avoid in Selecting an Executive Job at a Startup) along with a lot of interaction about differences between PE-land and VC-land. Come have a listen -- where else are you going to hear the phrase "Axe Battle of Differentiation"?