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.
Here’s a glimpse of what you’ll learn:
- [1:08] Doug Hathaway talks about co-founding DadeSystems and its pivot to credit union payment processing
- [7:09] Doug’s experience raising capital and competing with larger, well-funded rivals
- [13:14] How a partnership with Versapay evolved into acquisition discussions
- [20:41] Doug describes the emotional experience of selling DadeSystems after 11 years of building it
- [30:03] LawFi’s legal-fee financing model and Doug’s move to join the company
In this episode…
The journey from startup to profitable exit is rarely a straight line, and the twists often reveal the most valuable lessons. How did a decade of persistence, pivots, and near-misses lead to the right acquisition at the right time?
Co-founder and CTO/CPO of LawFi, Doug Hathaway, discusses building and selling his company after 11 years of growth. With host Todd Taskey, Doug talks about navigating investor influence, managing shifting board dynamics, and handling the emotional swings of a deal that nearly collapsed before closing.
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/.
This episode is brought to you by Potomac Business Capital, where we help businesses in the lower middle market maximize their value.
By putting a unique twist on the typical banking process, we create satisfied, wealthy clients who make an impact on the world.
Over the past 15 years, we have perfected our strategies for M&A advising and exit planning to guide clients through everything — from pre-deal planning to closing.
To learn more, visit potomacbusinesscapital.com or email todd@potomacbusinesscapital.com.








