Todd Taskey
Second Bite Podcast
This is the Second Bite Podcast where we talk with top entrepreneurs and CEOs about creating valuable companies through creative transactions.
Author
Todd Taskey
Category
Podcast website
Latest episode
Jul 8, 2026
Where to listen?
Podcasts in the app Replaio Radio Coming soonPodcasts are coming to the app soon. Install now and be the first to see a whole new take on podcasts
Episodes
PE Insight Series: Deal Risks 08.07.2026 25:31
In the fifth installment of the PE Insight Series, Todd Taskey chats with eight private equity executives about the common pitfalls that can cause promising deals to underperform. In this episode… Even the strongest deals can hide risks that only become clear after the ink is dry. When a company looks great on paper, how can investors uncover the people, culture, pricing, and market dynamics that...
PE Insight Series: AI Strategy 18.06.2026 25:10
In the fourth installment of the PE Insight Series, Todd Taskey hosts eight private equity executives about evaluating AI's impact on service businesses. In this episode… AI is changing how investors evaluate service businesses, from margin potential to long-term defensibility. When a company's work can be accelerated, enhanced, or replaced by AI, what separates a strategic advantage from a seriou...
PE Insight Series: Founder Signals 11.06.2026 23:53
In the third episode of the PE Insight Series, Todd Taskey interviews eight private equity executives about the behavioral signs that reveal a founder's commitment to post-close growth beyond financial rollover. In this episode… Rollover equity may align incentives, but it doesn't always reveal whether a founder is truly ready for the next chapter. What signals do private equity investors look for...
PE Insight Series: Investment Criteria 04.06.2026 17:21
In the second episode of the PE Insight Series, Todd Taskey hosts eight private equity executives to discuss the non-negotiable attributes they look for in scalable platform investments. In this episode… Scaling a company after a platform investment takes more than capital and ambition. What do private equity investors consider non-negotiable before backing a business for rapid growth and exit? Bi...
PE Insight Series: Value Creation 28.05.2026 22:05
In the first installment of the PE Insight Series, Todd Taskey hosts eight private equity executives to discuss how firms can create value and drive multiple expansion during the hold period. In this episode… Private equity value creation is rarely about one sweeping change. More often, it comes from a disciplined set of upgrades that make a company more scalable, predictable, differentiated, and...
$10M Revenue Tripled in 3 Years 21.05.2026 27:10
John Sharkey is the CEO of Spinnaker SCA, a leading supply chain services firm providing end-to-end supply chain strategy, planning, and execution consulting services. He is also the Global Supply Chain Practice Leader at Publicis Sapient, where he leads supply chain strategy, client success, team development, and financial performance. With over two decades of experience in large-scale supply cha...
They Bought Their Agency Client… Then Scaled It Into an Industry Standard 23.04.2026 29:38
Chad Dudley, cj Advertising Chad Dudley is the CEO of cj Advertising, a full-service marketing agency for personal injury law firms. He is also the Founding Partner of Dudley DeBosier Injury Lawyers, a prominent personal injury law firm. With decades of experience in legal marketing, Chad has consulted with over 200 law firms across the US. In this episode… What does it take to grow a professiona...
Take the Cash (NO Second Bite) and Start Fresh 02.04.2026 23:57
Jordan Choo is the former Managing Partner at Kogneta, a digital marketing agency that helps local and franchise businesses scale through data-driven strategies. As an experienced digital marketing leader, he has over a decade of experience in advertising, analytics, and growth strategy. Jordan also hosts Agency Automators, a podcast about SEO automation. In this episode… Building and selling a bu...
Agency Collective to "Saturday Morning Call Agency" - The Agital Story 12.03.2026 37:16
Eric Ashworth is the CEO of Agital, an integrated marketing services company. As a seasoned marketing executive with over 25 years of leadership experience, he has built and led multiple high-performing marketing organizations and agencies. Before joining Agital, Eric was the President of SGK and led agency and marketing solutions initiatives at Quad. In this episode… Marketing is evolving as tec...
10 Acquisitions in 4 Years: A Blueprint for Creating a PE-Backed Powerhouse 26.02.2026 37:48
Eric Bertrand is the CEO of Mod Op, an eight-office digital advertising agency serving Fortune 500 and middle-market companies. Under his leadership, he drove strategic growth through acquisitions and positioned the company as a future-forward platform agency with a broad suite of end-to-end capabilities. As a PE and VC fund manager, Eric invested over $400 million in more than 50 companies across...
How BarkleyOKRP Scaled to 700 People and Maintained Its Soul 12.02.2026 34:26
Katy Hornaday is the CEO of BarkleyOKRP, one of the largest independent full-service advertising agencies in the US. She joined the company as a Creative Director and helped facilitate the 2024 merger of Barkley and OKRP. In this episode… In an industry crowded with holding companies and boutique shops, building something that stands apart requires difficult choices, clear values, and a long-ter...
From VC Bust to PE Success - The New Engen Story Part 2 05.02.2026 28:18
Justin Hayashi is the CEO of New Engen, a performance-driven, digital marketing and growth agency. He co-founded the company in 2016 and also serves on its board of directors. Before New Engen, Justin led customer acquisition and analytics at Zulily, where he drove e-commerce growth. In this episode… Private equity-backed growth isn't always straightforward, especially in a rapidly shifting digita...
From VC Bust to PE Success - The New Engen Story 29.01.2026 28:17
Justin Hayashi is the CEO of New Engen, a performance-driven, digital marketing and growth agency. He co-founded the company in 2016 and also serves on its board of directors. Before New Engen, Justin led customer acquisition and analytics at Zulily, where he drove e-commerce growth. In this episode… Building a high-growth agency doesn't always follow a linear path. How can leaders respond when th...
Behind the Scenes of M&A - BluShark Digital & Herringbone Digital 22.01.2026 32:24
Raj Ramanan is the CEO of Herringbone Digital, a digital marketing platform backed by Trinity Hunt Partners. He has led companies from startups and pre-seeds to mid-market and Fortune 1000 to achieve above-market outcomes in revenue growth, profitability, capital raises, and sales. Before joining Herringbone Digital, Raj held executive positions, including CEO at Jitsu, Chief Operating Officer at...
A Knock at the Door Leads To "Perfect Transaction" - What's Still True 5 Years Later 11.12.2025 49:13
Ben Landers is the President and CEO of Ahead of Next, a company he founded after exiting his prior business. Previously, he was the Founder of Blue Corona, a data-driven digital marketing and analytics firm specializing in helping home-services companies improve marketing performance and generate leads and sales. Ben was also the Vice President of Sales and Marketing at DrinkMore Water, where he...
How AI Agents Are Helping Agency Founders Create 70% Margins 04.12.2025 30:50
Jordan Ross is the Founder and CEO of 8 Figure Agency, a consultancy that helps digital marketing agencies scale to seven- and eight-figure revenues through AI-powered systems. With over a decade of experience, he managed more than 2,500 employees while working at Amazon. Since founding 8 Figure Agency, Jordan has consulted with more than 1,000 agencies. In this episode… Efficiency, profitability,...
Closed Transaction: The CTO's Perspective 27.11.2025 33:27
Doug Hathaway is the Co-founder and CTO/CPO of LawFi, a legal fintech platform that helps consumers and small businesses finance legal services. With over 20 years of experience in software engineering, he co-founded DadeSystems, a SaaS platform for Fortune 500 enterprises and top banks, which was acquired by Versapay, where he led its Cash Application platform. In this episode… The journey from s...
Trust, Equity, and AI: The Surprising Deal Behind Levergy's Sale To KickCharge 18.09.2025 37:18
Ryan Redding is the Founder and Business Growth Coach at Eightfold Advantage, a growth-coaching practice that helps entrepreneurs restore operational clarity, increase profitability, and prepare businesses for exit. Before Eightfold Advantage, Ryan was the Owner of Levergy, a nationally recognized digital marketing agency serving HVAC companies that he sold to KickCharge in 2025. In this episode…...
How To Navigate Key Staff in Your Agency Exit 04.09.2025 32:17
Todd Taskey is an M&A Advisor for CEOs and Entrepreneurs at Potomac Business Capital. He has been an entrepreneur, business owner, investment banker, and business finance advisor for more than 20 years. In addition to providing M&A advice, Todd has been a founding investor, board member, or part of the management team of several business ventures. He helps CEOs and entrepreneurs develop a successf...
From Startup to Strategic Powerhouse: Jeff Spanbauer's Journey Through the PE Growth Machine 03.07.2025 34:56
Jeff Spanbauer is the Founder and Chairman of the Board at Relevate Health, a healthcare marketing firm. Under his leadership, Relevate Health has expanded through four acquisitions and achieved significant revenue growth, earning recognition, including the Inc . 5000 Fastest Growing Companies award. Jeff is also the Co-founder and Director of Revelocity Sports and serves as an investment advisor...
Behind the Scenes: How a "Search Funder" Acquired a Digital Agency 26.06.2025 34:59
Nick Fraunfelder is the Owner and CEO of Sure Oak, a leading SEO agency helping B2B and tech brands grow through search. Since acquiring Sure Oak in 2023, he has led the agency's expansion into AI-powered search optimization. With over 20 years of experience in digital marketing, private equity, and technology, Nick co-founded Paulus Capital, which helped launch notable restaurants like Superica a...
Bootstrapped to Boardroom: How Jason Hennessey & Trinity Hunt Will Impact Legal Marketing 19.06.2025 38:07
Jason Hennessey is the CEO of Hennessey Digital, a digital marketing agency specializing in legal marketing using a holistic approach. In his role, he grew the small consultancy to a multimillion-dollar business that made the Inc. 5000 list for six consecutive years. As an entrepreneur, internationally recognized SEO expert, author, speaker, podcast host, and business coach, Jason has scaled and s...
Trinity Hunt and the Future of Local Digital Marketing 12.06.2025 24:50
Raj Ramanan is the CEO of Herringbone Digital, a digital marketing platform backed by Trinity Hunt Partners. He has led companies from startups and pre-seeds to mid-market and Fortune 1000 to achieve above-market outcomes in revenue growth, profitability, capital raises, and sales. Before joining Herringbone Digital, Raj held executive positions, including Chief Operating Officer at Scorpion, Chie...
Understanding "Buy Side Banking" 22.05.2025 45:43
Joe Zanca is the Managing Partner of DealGen Partners, a buy- and sell-side M&A advisory firm. In his role, he has sourced and closed over $200 million in acquisitions for private equity and strategic buyers. Joe launched, scaled, and exited OnDemandStorage, a full-service, technology-based storage company. In this episode… Private equity investment transactions can unlock untapped growth potentia...
When a Transaction Accelerates Growth - Avoiding Agency Building 15.05.2025 38:37
Matthew Rosenfeld is the Founder and CEO of Crush, which provides boutique Amazon management services for retail and DTC brands. He is also the Founder of Retail Racer, which leverages proprietary software to automate retail outreach for DTC brands. As a former Amazon seller, Matthew has launched, acquired, and sold multiple brands. In this episode… Selling your business can unlock critical infra...
Similar podcasts
Replaio is not a podcast publisher; show names, artwork and audio belong to their authors and are distributed through public RSS feeds.