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Middle Market Musings

Exploring how the best rise above the rest.

Episode 88 Emily Holdman, Permanent Equity

A woman with long blonde hair, wearing a sleeveless brown top, smiles slightly while posing against a dark gray background, embodying the confidence and stability often associated with Permanent Equity.

Emily Holdman

Permanent Equity

Emily Holdman discusses the firm’s long-term investment philosophy, her journey from journalism and marketing into private equity, and how Permanent Equity’s patient capital model sets it apart in the market.

May 27, 2026 53:56
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Episode 52

A middle-aged man with short brown hair wearing a dark blue suit, white shirt, and red patterned tie, smiling against a black background.

Jeff Henningsen

Lockton Companies

Jeff Henningsen, President/CEO of Lockton Companies, is the sole guest. Animated discussion with Andy and Charlie.

June 6, 2024 47 min 11 sec

Episode 51c

A man with short light brown hair, wearing a dark blue suit, white shirt, and pink patterned tie, is smiling at the camera. The background is outdoors and blurred with trees.

Steve Hunter

TM Capital

Steve, TM's head of sponsor coverage, discusses the firm's acquisition and baseball rivalries.

May 28, 2024 34 min 7 sec

Episode 51b

A woman with wavy brown hair smiles at the camera. She is wearing a light blue shirt, tan blazer, and gold starburst earrings, standing outdoors with blue water and a bright sky in the background.

Gretchen Perkins

Avance Capital Management

Gretchen talks Avance deal activity, M&A market, and DealMAX. Charlie, Andy, and Gretchen sing.

May 28, 2024 40 min 7 sec

Episode 51a

A smiling man wearing glasses, a dark blue suit, a white shirt, and a blue patterned tie stands against a plain light-colored background.

Brent Baxter

Association for Corporate Growth

ACG CEO Brent at DealMax: 3,000+ attendees, 35k-40k meetings, industry pace, and "Gifford or Greenberg."

May 23, 2024 24 min 58 sec

Episode 50

A woman with straight, shoulder-length brown hair is smiling. She is wearing a bright red top and is posed against a plain white background.

Christina Pai

Fort Point Capital

Christina Pai, partner at Fort Point Capital, discusses her career path and private equity.

April 10, 2024 46 min 20 sec

Episode 49

A middle-aged man with gray hair, glasses, and a friendly smile is wearing a dark suit jacket, white dress shirt, and a red patterned tie. The background is plain and light-colored.

Mark Chesen

SSG Capital Advisors

Mark Chesen, founder of SSG Capital Advisors, discusses his career, SSG's growth, and the firm's continuity.

March 28, 2024 45 min 7 sec

Episode 48

A man in a dark suit, white shirt, and patterned purple tie smiles at the camera against a plain white background.

Ashley Hess

Baker Hostetler

Discussion with Ashley Hess on his journey, corporate law practice, and enthusiasm for blues music.

March 14, 2024 45 min 14 sec

Episode 47

A middle-aged woman with blonde hair, wearing a light gray blazer and a light-colored top, posing for a professional headshot against a plain white background.

Chrisanne Corbett

KPMG Corporate Finance

Chrisanne Corbett discusses her career in investment banking at KPMG, following a childhood in Minnesota/CT.

February 22, 2024 43 min 18 sec

Episode 46

A man with short brown hair and glasses, wearing a blue plaid suit jacket and a light blue shirt, stands in front of a blurred cityscape background.

Jon Skinner

PSP Partners

PSP Partners CEO Jon Skinner discusses his career path, PSP's culture, and his work with the Honor Foundation.

February 1, 2024 54 min 54 sec

Episode 45

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Andy Souder

RAF Equity

Andy Souder, VP of acquisitions at RAF Equity, discusses his career, RAF's evolution, and Bob Fox.

January 18, 2024 40 min 24 sec

Episode 44

A smiling man with short brown hair wearing a light gray collared shirt stands with arms crossed in front of a blurred, unfinished building interior.

Bob Whalen

HB Global

HB Global CEO Bob Whalen discusses the firm's evolution, ESOP transition, HB Capital, and HVAC/commercial service valuations.

December 13, 2023 41 min 39 sec

Episode 43

A smiling man wearing glasses, a dark blue suit, a white shirt, and a blue patterned tie stands against a plain light-colored background.

Brent Baxter

Association for Corporate Growth

CEO Brent Baxter of ACG discusses his vision, career path, and shares a favorite Italian dish with the hosts.

November 30, 2023 49 min 38 sec
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Meet our hosts

Hosted by longtime friends and industry veterans Charlie Gifford of New Heritage Capital and Andy Greenberg of Greenberg Variations Capital, Middle Market Musings blends insight with humor – equal parts informative and entertaining.

While Charlie and Andy have no plans to quit their day jobs (or become media darlings), the podcast has struck a chord with listeners, lasting far longer than even they expected—and showing no signs of slowing down. We hope you enjoy it as much as we do.

Two men are having a conversation in an office. One sits on a wooden chair, listening, while the other reclines on a dark sofa, gesturing as he speaks—like hosts recording podcasts for an archive. A tall lamp and large window are in the background.

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