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Legal Tech StartUp Focus Podcast

Welcome to the Legal Tech StartUp Focus podcast from your podcast host, Charlie Uniman. 

On this podcast, I'll be interviewing the people who build, invest in, comment on and use the apps made by LegalTech startups.

My guests and I will be discussing many different startup-related topics, covering, among other things, startup management and startup life, startup investing, pricing and revenue models and the factors that affect how users decide to purchase legal tech.

We’re not going to focus on legal tech per se - instead, we’ll be focusing on the startups that develop, market and sell that tech.

So, whether you’re a startup founder or investor, a lawyer or other legal professional or a law professor, law student or commentator who thinks about legal tech startups — sit back, listen and learn from my guests about just what it takes for legal tech startups to succeed.

And if you’re interested in legal tech startups and enjoyed this podcast, please become a member of Legal Tech StartUp Focus, free online that I mentioned at the outset of this introduction, by signing up at

Sep 7, 2021

Episode 33 of the Legal Tech StartUp Focus Podcast -- Interview with Jonathan Fish and Kyle Richless, co- founders of Cap Gains Inc. and QSBS Expert

In this episode of the Legal Tech StartUp Focus Podcast (, your host, Charlie Uniman, interviews Jonathan Fish and Kyle Richless of Cap Gains Inc. and QSBS Expert ( QSBS Expert is Cap Gains Inc.’s first offering, one that helps startup founders, investors, and lawyers (among other startup stakeholders) understand the nuances of a significant US tax exemption that’s available to eligible startups and their investors that qualify for this exemption’s use.

Jonathan and Kyle each first explain how their professional backgrounds led them to their co-founding Cap Gains Inc. and the introduction of Cap Gains Inc.’s QSBS Expert offering.  The “main event” follows as Jonathan and Kyle explain just what QSBS is and why it matters to startups and  startup stakeholders.  Hint:  QSBS stands for “qualified small business stock” and refers to what can be a financially significant US federal (and possibly state-level) tax exemption.

Pay attention startups first, because there can be “real” money at stake here and second, because the availability of that potential for tax savings, as Jonathan and Kyle further explain, is subject to eligibility and qualification criteria that are chock full of nuance and possible trip wires that, if tripped, can “bust” the tax exemption’s availability.  So, with Jonathan’s and Kyle’s able assistance, we get an overview of the history of the QSBS exemption, its motiving policy and some of the pitfalls to consider (and avoid if possible) to preserve the exemption’s availability for otherwise eligible and qualifying startups and investors.

Jonathan and Kyle go on to describe just what kinds of services QSBS Expert offers when it comes to understanding and taking advantage of this exemption.  Given the complexities of the law and regulations applicable to this exemption, QSBS Expert’s service offering can be tax exemption-preserving tool that’s well worth exploring.

Charlie, Jonathan and Kyle conclude the podcast with the latter two discussing “words of startup wisdom” (WOSW?) that legal tech startup leaders should find helpful in managing their startup’s business.