Episodes

Greg Heilers on Productizing SEO Services and Surviving the AI Shift
March 10, 2026

Greg Heilers on Productizing SEO Services and Surviving the AI Shift

In this episode of Retained Trust, host Karl Hughes speaks with Greg Heilers, co-founder of Jolly SEO, an agency focused on earned link building and media placements. Greg shares his unconventional entrepreneurial journey, fr...
From Agency Owner to Fund Investor: Grant Hensel on Buying Enduring Businesses
Feb. 24, 2026

From Agency Owner to Fund Investor: Grant Hensel on Buying Enduring Businesses

In this episode of Retained Trust, host Karl Hughes speaks with Grant Hensel, founder of Nonprofit Megaphone and managing partner at Entrepreneur Capital. Grant shares how he built a highly specialized agency serving nonprofi...
Building Barrel Holdings: Peter Kang on Scaling and Exiting Agencies
Feb. 10, 2026

Building Barrel Holdings: Peter Kang on Scaling and Exiting Agencies

In this episode of Retained Trust, host Karl Hughes speaks with Peter Kang, co-founder of Barrel and Barrel Holdings. Peter shares his 18-year journey in building a digital agency from the ground up, navigating the shift from...
From Podcast to Portfolio: Will Smith’s ETA Journey
Jan. 27, 2026

From Podcast to Portfolio: Will Smith’s ETA Journey

In this episode of Retained Trust, host Karl Hughes chats with Will Smith, host of Acquiring Minds and partner at Minds Capital. Will shares how his frustration with startup ideas led him to entrepreneurship through acquisiti...
Buying Distressed Agencies: Mushfiq Sarker on Smart Acquisitions
Jan. 13, 2026

Buying Distressed Agencies: Mushfiq Sarker on Smart Acquisitions

In this episode of Retained Trust, host Karl Hughes talks with Mushfiq Sarker, an experienced entrepreneur and founder of webacquisition.com. Mushfiq shares how he transitioned from flipping content websites to acquiring agen...
Hard Decisions, Real Growth: The SearchLab Story with Mark Bealin
Dec. 16, 2025

Hard Decisions, Real Growth: The SearchLab Story with Mark Bealin

In this episode of Retained Trust , host Karl Hughes talks with Mark Bealin, founder of SearchLab, a Chicago-based digital marketing agency specializing in local SEO and PPC. Mark recounts his journey from side-hustle entrepr...
The Four-Hour Life and the Realities of Passive Income with Dan Andrews
Dec. 2, 2025

The Four-Hour Life and the Realities of Passive Income with Dan Andrews

In this episode of Retained Trust, host Karl Hughes speaks with Dan Andrews—entrepreneur, podcaster, and co-creator of the Tropical MBA and Dynamite Circle. Dan recounts his entrepreneurial journey from corporate frustration ...
Inside the Lab: Trials and Takeaways from a Challenging Quarter with Manuel Weiss
Nov. 18, 2025

Inside the Lab: Trials and Takeaways from a Challenging Quarter with Manuel Weiss

In this episode of Retained Trust , host Karl Hughes sits down with his co-founder Manuel Weiss for their quarterly update. They open up about recent challenges and wins across their portfolio, especially the contrasting traj...
Scaling Smart: Inside adbm.agency’s First 1.4 Years
Nov. 4, 2025

Scaling Smart: Inside adbm.agency’s First 1.4 Years

In this episode of Retained Trust , host Karl Hughes reconnects with Kurt Schnakenberg, founder of adbm.agency, to reflect on the agency’s growth, challenges, and pivotal lessons from its first 1.4 years. Kurt discusses the r...
Financial Precision: Chris Gwinn on Year One of Midwest CFO
Oct. 21, 2025

Financial Precision: Chris Gwinn on Year One of Midwest CFO

In this episode of Retained Trust , host Karl Hughes reconnects with Chris Gwinn, founder of Midwest CFO, to explore what he's learned in the first year of building his fractional CFO firm. Chris shares how refining driver-ba...
Jon Schroeder’s Path from Tech to Wellness
Oct. 7, 2025

Jon Schroeder’s Path from Tech to Wellness

In this episode of Retained Trust, host Karl Hughes speaks with Jon Schroeder, founder and CEO of Joy Fluent. Jon shares the journey behind BrewJoy, a new plant-based product designed to prevent coffee-related teeth stains, a...
Scaling Developer Trust with Jake Ward
Sept. 23, 2025

Scaling Developer Trust with Jake Ward

In this episode of Retained Trust, host Karl Hughes speaks with Jake Ward, founder and CEO of Data Protocol, a platform supporting developer education and experience. Jake shares his path from public affairs to tech entrepren...
From Acquisition to Agency CEO: Derek Delost’s DotYeti Journey
Sept. 9, 2025

From Acquisition to Agency CEO: Derek Delost’s DotYeti Journey

In this episode of Retained Trust, host Karl Hughes speaks with Derek Delost, who shares his path from digital marketing burnout to agency ownership through the acquisition of DotYeti. Derek explains why starting from scratch...
Building Relationships, Not Just Pipelines: Christian Banach on Agency Growth
Sept. 2, 2025

Building Relationships, Not Just Pipelines: Christian Banach on Agency Growth

In this episode of Retained Trust, host Karl Hughes speaks with Christian Banach, a growth consultant for marketing agencies with a background that spans concert promotions, celebrity events, and enterprise sales. Christian s...
Scaling Without Sacrifice: Jesse Gilmore on Redefining Agency Success
Aug. 26, 2025

Scaling Without Sacrifice: Jesse Gilmore on Redefining Agency Success

In this episode of Retained Trust, host Karl Hughes speaks with Jesse Gilmore, founder of Niche in Control and author of The Agency Owner’s Guide to Freedom . Jesse shares his journey from hustle-heavy entrepreneurship to cre...
Freelancer to Multi-Brand Agency Leader with Greg Henry
Aug. 19, 2025

Freelancer to Multi-Brand Agency Leader with Greg Henry

In this episode of Retained Trust, host Karl Hughes talks with Greg Henry, founder of Push10, about his evolution from solo freelancer to leading multiple specialized agency brands. Greg shares how a focus on higher-quality c...
The Service Ladder: Greg Hickman on Productization and Building Lean Agencies
Aug. 12, 2025

The Service Ladder: Greg Hickman on Productization and Building Lean Agencies

In this episode of Retained Trust, host Karl Hughes speaks with Greg Hickman, founder of Alt Agency. Greg shares his journey from running a full-service marketing automation agency to building a lean education and consulting ...
From Stuck to Scaling: Ross Brown on Helping Agencies Break Through
Aug. 5, 2025

From Stuck to Scaling: Ross Brown on Helping Agencies Break Through

In this episode of Retained Trust, host Karl Hughes speaks with Ross Brown, founder of Flex Ops and former managing director of a fast-scaling influencer marketing agency. Ross shares lessons from helping agencies scale past ...
How to Exit Your Agency the Smart Way
July 29, 2025

How to Exit Your Agency the Smart Way

In this solo episode of Retained Trust, host Karl Hughes walks through the real-world process of selling a digital marketing agency. Drawing on his experience as both a buyer and seller, Karl lays out the key financial concep...
Diving Deep with Lana Rafaela
July 22, 2025

Diving Deep with Lana Rafaela

In this episode of Retained Trust, Karl Hughes speaks with Lana Rafaela, founder at Cherry Red Content, a boutique agency focused on tailored content marketing solutions for early-stage, bootstrapped startups. Lana shares her...
Building Agency Value with Manuel Weiss
July 15, 2025

Building Agency Value with Manuel Weiss

In this episode of Retained Trust, Karl reunites in person with partner Manny to break down how they’ve scaled their agencies and the lessons they’re carrying forward. They discuss real growth numbers, sales call improvements...
JD Graffam on Building, Buying & Balancing Agencies and SaaS
July 8, 2025

JD Graffam on Building, Buying & Balancing Agencies and SaaS

In this episode of Retained Trust , host Karl Hughes talks with JD Graffam, founder of Simple Focus and operator of a portfolio of SaaS companies. JD shares how he grew from a small-town agency owner to running multiple busin...
Systems to Space with Louis Shulman
July 1, 2025

Systems to Space with Louis Shulman

In this episode of Retained Trust, host Karl Hughes sits down with Louis Shulman, co-founder of Orbit, to explore how a content marketing agency evolved into a multi-pronged venture encompassing data analytics, automation tha...
The Exit Equation: Len Bruskiewitz on Preparing Your Business to Sell
June 24, 2025

The Exit Equation: Len Bruskiewitz on Preparing Your Business to Sell

In this episode of Retained Trust, host Karl Hughes speaks with Len Bruskiewitz, founder of Greater Heights Coaching, about how small business owners can better prepare for a successful exit. With decades of experience in tec...