Karl Hughes

Retained Trust

Business EN ↓ 60 episodes

Want to know what it takes to build, scale, and sell your agency? Retained Trust is a weekly podcast where host Karl Hughes goes deep with digital service business owners to uncover the habits, tactics, and strategies they’ve learned to grow successful companies. Along the way, you’ll hear about Karl’s journey running and acquiring niche digital agencies as he learns from guests with a variety of backgrounds and experience levels.

Author

Karl Hughes

Category

Business

Podcast website

retainedtrust.com

Latest episode

Apr 7, 2026

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Episodes

The Agathist Mindset: Kyle Shevlin on Balancing Passion and Profit in Agency Life 31.12.2024

In this episode of Retained Trust , host Karl Hughes sits down with Kyle Shevlin, founder of Agathist, a software development agency specializing in React and React Native. Kyle shares his journey from freelancing and full-time development roles to establishing Agathist, focusing on creating "good software by good people." He delves into the challenges of transitioning from solo work to agency lea...

From Intern to Industry Leader: George Zlatin’s SEO Story 24.12.2024

In this episode of Retained Trust , host Karl Hughes sits down with George Zlatin, co-founder of Digital Third Coast, a Chicago-based SEO and digital marketing agency. George shares his unconventional entry into the digital marketing world, starting from launching an online dog boutique to becoming a respected SEO expert and business leader. They explore the evolution of SEO, including how Digital...

Building Trust Through Authentic Content: David Flanagan's Story 17.12.2024

In this episode of Retained Trust , host Karl Hughes sits down with David Flanagan, founder of The Rawkode Academy and a veteran in developer advocacy. David shares his entrepreneurial journey, from building a niche YouTube channel to launching a unique business model centered on authentic, developer-focused content. They discuss the risks of leaving a stable job, how to monetize a passion project...

Mastering Business Finances with Chris Gwinn 10.12.2024

In this episode of Retained Trust , host Karl Hughes sits down with Chris Gwinn, founder of Midwest CFO, a fractional CFO firm helping small businesses thrive by optimizing financial strategies and preparing for growth or exits. Chris shares his entrepreneurial journey, transitioning from Great Lakes Advisory to Midwest CFO, and the lessons learned along the way. The discussion explores common fin...

Building Resilience: Kon Kruglyak on Staffing Challenges and Entrepreneurial Growth 03.12.2024

In this episode of Retained Trust , host Karl Hughes speaks with Kon Kruglyak, founder of Candidate IQ, about the realities of starting a staffing business in challenging economic times. Kon shares his journey from corporate and financial recruiting to launching his own agency. Together, they explore the highs and lows of the recruiting industry, the strategies for building relationships with clie...

Building Beyond Boundaries: Kurt Schnakenberg's Journey from Chicago Brass to ADBM 26.11.2024

In this episode of Retained Trust , host Karl Hughes sits down with Kurt Schnakenberg, co-founder of Chicago Brass and ADBM, to discuss his entrepreneurial journey and the innovative approaches he’s using to redefine his industries. From building a niche architectural consulting firm to launching ADBM—a pioneering agency offering ethical offshore staffing solutions—Kurt shares insights into scalin...

Building Businesses That Last: Karl and Manny’s Journey 19.11.2024

In this episode of Retained Trust, host Karl Hughes invites his business partner and close friend, Manuel Weiss, to share their dynamic journey of entrepreneurship, partnership, and building lasting businesses. From Manuel’s early days in Vienna founding a tech startup to Karl’s evolution from software engineer to content marketing entrepreneur, the duo discusses their shared experiences, lessons...

From Sales to Startup: Jared Gibson’s Insights on Building a LinkedIn-Focused Agency 12.11.2024

In this episode of Retained Trust, host Karl Hughes is joined by Jared Gibson, co-founder of Outworks, a marketing agency helping founders and executives build influence on LinkedIn. Jared shares his transition from a traditional sales role to entrepreneurship and discusses the journey of launching Outworks, from initial networking strategies to developing scalable, targeted content. They explore...

Building Strong Roots: Shannon Beasley on Local SEO and Growth Strategies 05.11.2024

In this episode of Retained Trust, host Karl Hughes sits down with Shannon Beasley, founder of Acorn to Oak Strategies, to discuss her path from a biomedical engineering student to a local SEO agency owner. Shannon shares how her experiences in project management and sales eventually led her to build a business that focuses on empowering small and medium-sized enterprises (SMEs). Together, they de...

Navigating Personal Branding with Sunny Shah: Community, Creativity, and Entrepreneurship 28.10.2024

In this episode of Retained Trust, host Karl Hughes sits down with Sunny Shah, founder of SunnyCreators, a digital marketing and personal branding agency. At just 28, Sunny has built his name in Chicago’s entrepreneurship and creator space through authentic community-building efforts like his Chicago Dinner Club. The conversation explores Sunny’s path from academia and entrepreneurship education t...

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