Issue No. 45Week ending Sunday, November 8, 2026799 episodes · 3,495 write-ups
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Private equity

Ryan Milligan on private equity

13 quotes from 2 episodes on Private Equity Funcast, each with a timestamped link to the source.

13 quotes2 episodes

The short version

Ryan Milligan details how private equity investors hold an information advantage over executives regarding compensation terms and market data. Operating partners bridge this gap by bringing mystery shopping research directly to post-close sales calls.

Most interesting insights

Board directors and deal team members who dictate solutions risk creating blind obedience from management teams.

“So whether you're the chairman or the deal team member, when you say do something, somebody's going to do it…”

Ryan Milligan, Private Equity Funcast · October 2026 · Watch at 32:50 ↗

From Why Year-One PE Value Creation Requires In-Person Board Bravery

Cross-checking equity illustration grids with external investment bankers and private equity firms exposes hidden sponsor assumptions.

“Once you have that information then call your investment banking friends, call other executives, call other private equity firms and bounce it off them for a sanity check.”

Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 17:50 ↗

From How to Stress-Test a PE Management Equity Grid

Top talking points

  1. Hidden waterfall terms conceal actual payout economics

    Private equity sponsors who refuse to share detailed distribution waterfalls intentionally hide downside risks. Executives facing hesitation from deal teams bypass analysts to speak directly with senior partners.

    “I just think it's about somebody hesitating to share information. If somebody I've heard people have been told, 'We don't share the waterfall.' But that's I don't know. I'd say, 'Well, then let me talk to your boss in that situation.'”

    Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 37:22 ↗

    From Spotting Red Flags in PE Equity Grids and Rollovers

    “On my side of the table, I know the answers to all these questions…”

    Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 42:21 ↗

    From Spotting Red Flags in PE Equity Grids and Rollovers

  2. LLC profits interests protect managers from upfront costs

    Stock options force executives to write personal checks to exercise shares and start the capital gains clock. Profits interests in an LLC structure offer tax advantages without requiring out-of-pocket capital.

    “So wherever possible we use what are called profits interests…”

    Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 8:11 ↗

    From Why Profits Interests Beat Stock Options in PE Equity Pools

    “Those are the most tax advantaged situations for a manager. Getting profits interest as part of an LLC structure is probably what you want.”

    Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 8:27 ↗

    From Why Profits Interests Beat Stock Options in PE Equity Pools

    “A lot of times with stock options to take possession of the stock option to start what you call start the clock on capital gains treatment people actually have to write a check.”

    Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 9:08 ↗

    From Why Profits Interests Beat Stock Options in PE Equity Pools

  3. Late rollover demands force misaligned terms onto executives

    Tense negotiations emerge when sponsors wait until the end of a sale process to reveal that the buying firm requires managers to roll 30% of their proceeds into the new deal.

    “On the sale where this also gets tense is private equity firm is selling and they they wait too long toward the end to say, 'Oh, by the way, another private equity firm is buying and they need you to roll 30%,'”

    Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 40:17 ↗

    From Spotting Red Flags in PE Equity Grids and Rollovers

  4. Investment teams hold external data that sales reps lack

    Deal diligence generates valuable competitive intelligence, including mystery shopping data and specific competitor talk tracks. Operating partners test these external findings during live post-close prospect conversations.

    “So there's probably a lot of context that we now have on alternatives. Like what are the other players out in the market? What are they saying and doing? We've probably done some mystery shopping. We may even know verbatim what do they say, and what do they say about us?”

    Ryan Milligan, Private Equity Funcast · October 2026 · Watch at 13:58 ↗

    From Why PE Operating Partners Must Join 20 Live Sales Calls Post-Close

    “You're going to go see the rubber meet the road for the first time on what's really happening in those conversations and what people are asking about…”

    Ryan Milligan, Private Equity Funcast · October 2026 · Watch at 13:33 ↗

    From Why PE Operating Partners Must Join 20 Live Sales Calls Post-Close

3 more quotes from Ryan Milligan

“Being brave to me is venturing into a conversation where you don't really know where it's going to go…”

Ryan Milligan, Private Equity Funcast · October 2026 · Watch at 35:35 ↗

From Why Year-One PE Value Creation Requires In-Person Board Bravery

“So what's probably going to happen is you're going to get quoted a percentage…”

Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 7:12 ↗

From Why a 1% Equity Pool Slice Yields Far Less Than Expected

“The issue with stock options is it actually requires you so there'll be a strike price and you you'll have to exercise your stock options.”

Ryan Milligan, Private Equity Funcast · September 2026 · Watch at 9:00 ↗

From Why Profits Interests Beat Stock Options in PE Equity Pools

Key takeaways from these write-ups

Why PE Operating Partners Must Join 20 Live Sales Calls Post-Close

  • ParkerGale Capital operating partner Paul Stanzic targets sitting on 10 to 20 customer sales calls immediately following deal close to test underwriting models against actual buyer behavior.
  • Deal diligence relies on conceptual product positioning, but live prospect meetings expose real friction points around pricing snags, customer excitement, and specific competitor mentions.

Why Year-One PE Value Creation Requires In-Person Board Bravery

  • ParkerGale operating partner Paul Stanzic tracks early governance intensity by flight frequency: logging four flights on his United app to a newly acquired business within six months marks the baseline for real relationship equity.
  • Private equity sponsors regularly stall in year one by oscillating between blind obedience to their pre-close value creation plan and frantic reaction to weekly operational fire drills.

Why a 1% Equity Pool Slice Yields Far Less Than Expected

  • Quoted management equity percentages (typically 0.25% to 2%) apply only to the residual common equity pool, never to total enterprise value.
  • Senior debt takes the first dollar of exit proceeds, followed by the sponsor's preferred equity and accrued return, before any common equity distributes.

Why Profits Interests Beat Stock Options in PE Equity Pools

  • Profits interests tied to LLC structures grant management pure upside in a sale without requiring an upfront cash check or out-of-pocket capital.
  • Stock options force executives to write personal checks to exercise and start the clock on long-term capital gains tax treatment.

How to Stress-Test a PE Management Equity Grid

  • Sponsors often present equity illustration grids with exit enterprise values that conceal aggressive operating assumptions.
  • Reverse-engineering the top row of an equity grid reveals the implied EBITDA and revenue multiples required to hit projected payouts.

Spotting Red Flags in PE Equity Grids and Rollovers

  • Sponsors who refuse to share detailed distribution waterfalls or financial models during hiring discussions are intentionally concealing downside economics.
  • Aggressive hurdle structures tied entirely to unrealistic performance multiples often leave management teams with zero incentive payout despite solid operational execution.

How we attribute quotes. Every quote was matched against the episode transcript, so the words and the timestamp are real (we trim filler words like "um", nothing else). The name comes from our written summary of the episode, and we use it only when a separate check of the captions finds that person on the episode. YouTube gives us no voice-by-voice transcript, so open the timestamp to hear who is talking. See a wrong name? Tell us and we fix or remove it.

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