How Do I Know the Timing Is Right? (Founder Question Series)

How Do I Know the Timing Is Right? (Founder Question Series)

Founder Question Series 4

In the fourth and final episode of the Founder Question Series, nine founders answer the common question of how to determine the ideal time to sell your business.  

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Here’s a glimpse of what you’ll learn:

  • [1:30] Diversification: the key element in selling an asset
  • [3:47] What are the underlying factors in deciding the right time for a transaction? 
  • [4:58] The importance of capital, resources, and competition in timing an exit
  • [7:13] How market conditions and potential growth rates impact timing decisions
  • [20:30] Weighing the benefits of immediate gains against future growth prospects

In this episode…

Entrepreneurs and CEOs are often caught in the conundrum of selling now or holding out for greater value in the future. How do top business minds navigate this decision?

Jon Morris, Matt Sunshine, Mike Vertal, Lance Hollander, Erin Cigich, Lindsay Frey, Peter Stavisky, Andrew Kolidas, and Kevin Biondi talk with host Todd Taskey about determining the right time to sell your business. Together, they emphasize considering market conditions and growth trajectories and the importance of capital, resources, personal aspirations, and employee welfare in timing the sale.

Resources Mentioned in this episode

Sponsor for this episode…

This episode is brought to you by Fiscal Advocate.

Fiscal Advocate builds, integrates, and manages financial infrastructure to grow your firm.

They create metrics and models to help agencies understand their unique position in the market, making them attractive to potential buyers.

To learn more and get started, visit https://fiscaladvocate.com/contact/

Jon MorrisJon Morris is the CEO of EngineBI (formerly Ramsay Innovations), a tech-enabled finance and strategic planning company. He is also the Founder and Chairman of Fiscal Advocate, which helps marketing communication firms manage their finances. Jon began his career by turning $10k into one of the largest independent digital agencies in the US.

Matt SunshineMatt Sunshine is the Managing Partner of The Center for Sales Strategy, a sales performance consulting company helping B2B organizations attract, retain, and develop the highest-performing salespeople. Matt developed and launched the company’s inbound marketing division, LeadG2, which helps businesses establish thought leadership and lower lead costs. He’s also a writer, speaker, and moderator offering lead generation, inbound marketing, and sales process expertise.

Mike VertalMike Vertal is the Co-founder and CEO of CrafterCMS, a content management company that uses a headless+ CMS to empower teams to innovate faster, deploy sooner, and create modern, content-driven digital products. With over 28 years of executive experience in market strategy, engineering, and software, Mike served as the Co-founder, CEO, and Chairman of the Board at Rivet Logic Corporation.

Lance HollanderLance Hollander is the CEO and Managing Partner of From the Future, an agency that creates sustainable growth for businesses. He is also a Co-founder and Partner at The Agency Shop. With 25 years of experience, Lance has built and sold four digital agencies, including merging Delphic Digital with Hero Digital.

Erin CigichErin Cigich is the CEO of Perform[cb], an omnichannel solution for outcome-based marketing. Under her leadership, Perform[cb] has achieved organic revenue growth and two sales to leading private equity firms. Erin speaks at industry events and has received multiple awards for leadership, innovation, and growth.

Lindsay FreyLindsay Frey is the Co-founder and President of demandDrive, an industry leader in building sales development programs for B2B tech companies. She is also the Co-founder of Data Fuel, demandDrive’s former data offering providing actionable sales data.

Peter StaviskyPeter J. Stavisky is the CEO and Founder of Barrington Media Group, the leading performance-based radio media company in the United States. Peter is also the former President of Talk America, the single fastest-growing direct response marketing company, where he managed a staff of over 750 people and $100 million in annual revenue.

Andrew KolidasAndrew Kolidas is the Founder and CEO of Digital Impulse, a Boston-based web design and digital marketing agency. As a solutions-driven, media-savvy marketing specialist, he focuses on identifying and leveraging marketing opportunities in emerging technologies.

Kevin BiondiKevin Biondi is the Managing Partner of Power Digital Marketing, a leading, privately held growth marketing firm that acquired Sproutward in December 2022. As an accomplished digital marketing and growth leader, he has over 15 years of experience in customer acquisition and retention in the online and mobile spaces. Kevin previously served as the Founder and Head of Digital Marketing and Growth at Clientside Interactive, where he advised startups and Fortune 10 companies.