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Buying Online Businesses Podcast

Acquiring & Exiting 8 Figure Digital Businesses & What It Takes with Mark Woodbury

Jan 15, 2025
33:52

The Buying Online Businesses podcast is here with another exciting episode! Hosted by Jaryd Krause, this episode explores what it really takes to buy or sell an eight-figure digital business. Joining the discussion is Mark Woodbury, Managing Director of Raincatcher Digital Division. Mark brings years of experience helping entrepreneurs evaluate and sell e-commerce stores, SaaS companies, media businesses, marketing agencies, and more.

Mark’s journey includes co-founding and leading a boutique brokerage that focused on digital businesses. He’s also been a featured guest on podcasts and conferences, sharing advice on how to reduce risks, prepare businesses for sale, and achieve top-dollar exits.

In this episode, Mark talks about:

  • How to finance a seven- or eight-figure business purchase, from SBA loans to private equity.

  • The types of buyers—like private equity firms and larger companies—who are acquiring these businesses.

  • Steps business owners can take to make their digital businesses more valuable, whether in e-commerce, SaaS, or media.

  • The importance of due diligence and why selling or buying a business often takes at least a year to do right.

This episode is perfect for anyone growing their portfolio, thinking about selling, or curious about scaling to the next level. It’s packed with tips and real-world examples. Don’t miss it!

 

 

Episode Highlights

03:00 How Mark started with the Raincatcher Digital Division?

09:30 How to prepare for a business exit?

17:00 A sneak peek to selling AI companies

28:00 Due diligence in mid-market businesses

33:30 Where to find Mark?



Key Takeaways

➥ Small businesses face more challenges finding buyers due to limited scalability and localized markets. Larger deals with diversified revenue streams and strong financial performance attract multiple bids.

➥ Entrepreneurs in AI or software development should recognize the value of their innovations in the eyes of larger SaaS companies.

➥ Acquisitions of companies in the $4M–$50M range are common, and financing often involves private equity (PE) funds. Small Business Administration (SBA) loans can go up to $8M but are capped, requiring alternative or creative financing options.



About The Guest

Mark Woodbury serves as Managing Director of the Raincatcher Digital Division which is dedicated to assisting successful entrepreneurs through the nuanced process of evaluating and selling their eCommerce, SaaS, media website, marketing agency or other digital service business.

Mark jumped on the opportunity to join the Raincatcher team and assist in building out the digital division after co-founding and acting as the CEO of a boutique brokerage firm that worked exclusively with digitally native companies.

Mark has been a guest on a handful of podcasts and conferences to discuss everything from the nuances of selling an Amazon business to how business owners can mitigate risk with content websites and prepare them for an optimal exit. 



Connect with Mark Woodbury 

https://raincatcher.com/teammate/mark-woodbury-2/

https://www.linkedin.com/in/mark-woodbury/



Resource Links

➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/

➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com

➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/

➥ GoDaddy (Website Hosting & Buying Domains) - https://bit.ly/3YiRkWV

➥ Mangools (SEO tool) - https://bit.ly/3wV4hLc

➥ Ezoic (Ad Network) - https://bit.ly/3NuVR5P



🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥

➥ Empire Flippers - https://bit.ly/3RtyMkE

➥ Flippa - https://bit.ly/3WYX0Ve

➥ Motion Invest - https://bit.ly/3YmJAmO

➥ Investors Club - https://bit.ly/3ZpgioR

 

*This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.

See omnystudio.com/listener for privacy information.

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