
Ep 032 Interview with Jason Gabbard, Founder of JUSTLAW
08/05/21 • 37 min
Episode 32 of the Legal Tech StartUp Focus Podcast -- Interview with Jason Gabbard, founder of JUSTLAW
In this episode of the Legal Tech StartUp Focus Podcast (www.legaltechstartupfocus.com/podcast), your host, Charlie Uniman, interviews Jason Gabbard, the founder of JUSTLAW(www.just.law) a startup that, as it writes on its website, offers families, individuals and small business “legal matters covered by our [monthly] protection plan.”
Jason dives right into a recounting of his career and, we learn, it is a varied one from a business standpoint.
After law school, Jason spends four years in corporate law at NYC law firm Cravath, Swaine & Moore. Jason goes on from there (i) to found, in the early 2000’s, a “distributed” law firm, (ii) to create a legal tech startup in 2010 that extracts M&A deal clauses from SEC databases and that, with humans in-the-loop, also analyzes those clauses and (iii) to found Counselytics, another legal tech startup, one that automates much of the analytics that went into Jason’s previous startup’s clause-based work.
Jason has successful exits from both of the above-mentioned startups. And, in fact, for several years works at Conga, the company that acquired Counselytics. All this leads to Charlie and Jason discussing the (over?) abundance of companies in the CLM space and the frothiness in the market for investing in legal tech startup (and in startups, in general).
Charlie and Jason next turn to Jason’s latest venture, called JUSTLAW, that aggregates small business demand for legal services and surfaces that demand to solo and small/medium-sized firm practitioners. What’s of particular note here is that the practitioners charge for their services available on the basis of a tiered monthly subscription model (with the tiers corresponding to different levels of lawyer services).
Jason concludes this podcast episode with words of wisdom to other legal tech startup founders/leaders (i) who are eyeing (or may someday eye) an M&A exit, (ii) whose startups are deluged with customer feature requests, (iii) who are building senior level teams and (iv) who are just moving from practicing law to starting up a legal company.
Episode 32 of the Legal Tech StartUp Focus Podcast -- Interview with Jason Gabbard, founder of JUSTLAW
In this episode of the Legal Tech StartUp Focus Podcast (www.legaltechstartupfocus.com/podcast), your host, Charlie Uniman, interviews Jason Gabbard, the founder of JUSTLAW(www.just.law) a startup that, as it writes on its website, offers families, individuals and small business “legal matters covered by our [monthly] protection plan.”
Jason dives right into a recounting of his career and, we learn, it is a varied one from a business standpoint.
After law school, Jason spends four years in corporate law at NYC law firm Cravath, Swaine & Moore. Jason goes on from there (i) to found, in the early 2000’s, a “distributed” law firm, (ii) to create a legal tech startup in 2010 that extracts M&A deal clauses from SEC databases and that, with humans in-the-loop, also analyzes those clauses and (iii) to found Counselytics, another legal tech startup, one that automates much of the analytics that went into Jason’s previous startup’s clause-based work.
Jason has successful exits from both of the above-mentioned startups. And, in fact, for several years works at Conga, the company that acquired Counselytics. All this leads to Charlie and Jason discussing the (over?) abundance of companies in the CLM space and the frothiness in the market for investing in legal tech startup (and in startups, in general).
Charlie and Jason next turn to Jason’s latest venture, called JUSTLAW, that aggregates small business demand for legal services and surfaces that demand to solo and small/medium-sized firm practitioners. What’s of particular note here is that the practitioners charge for their services available on the basis of a tiered monthly subscription model (with the tiers corresponding to different levels of lawyer services).
Jason concludes this podcast episode with words of wisdom to other legal tech startup founders/leaders (i) who are eyeing (or may someday eye) an M&A exit, (ii) whose startups are deluged with customer feature requests, (iii) who are building senior level teams and (iv) who are just moving from practicing law to starting up a legal company.
Previous Episode

Ep 031 Interview with Michael Levy, Solutions Architect at Tonkean
Episode 31 of the Legal Tech StartUp Focus Podcast - Interview with Michael Levy, Solutions Architect at Tonkean
In this episode of the Legal Tech StartUp Focus Podcast (www.legaltechstartupfocus.com/podcast), your host, Charlie Uniman, interviews Michael Levy, Solutions Architect at Tonkean (www.tonkean.com). Tonkean describes itself on its website as a set of no-code software tools that enables business people (including, of course, lawyers and allied legal professionals) to “Automate complex business processes, fast.”
Michael begins the podcast by describing how he arrived at Tonkean. Michael’s journey saw him begin his career as a software engineer. From that role Michael moved on to more customer-facing roles, involving product management and software deployment. Michael next spent several years as a member of Google’s legal operations team.
At Google, Michael became a Tonkean customer himself when he became central to the roll-out of Tonkean software to Google’s legal ops team members and others at Google. (At this juncture, Charlie and Michael talk about the increasingly important role that legal operations is coming to play at in-house legal departments worldwide.) Now at Tonkean, Michael helps to bring Tonkean’s process automation software to law firms and in-house legal departments.
Michael next describes just what Tonkean’s software does, with an emphasis (not surprisingly) on how Tonkean’s process automation software applies to work carried out by in-house legal departments and law firms. Essentially, Tonkean’s web-based tools gives non-coders the opportunity to use intuitive drag-and-drop functionality to build workflows. These workflows, in turn, permit data of many different kinds to move among the pieces of software that lawyers and allied legal professionals are already familiar with.
By way of just a couple of examples, legal ops team members, paralegals and lawyers — who, being subject matter experts when it comes to matters like conflict waivers and client intake procedures — can automate (without needing any coding skills) start-to-finish conflict-waiver workflows or client intake workflows. And, as Michael points our later in the podcast, with Tonkean’s not requiring coding and involving only software with which a lawyer and his or her law firm or legal department colleagues are already familiar, there’s little, if any, change management effort necessary to encourage that use.
Charlie asks Michael what it’s like to be marketing and selling to law firms and legal departments out of a company like Tonkean that isn’t devoted exclusively to the legal tech vertical. In answering, Michael notes that Tonkean’s software is aimed at any business person who needs to funnel data through a workflow quickly and efficiently and that the business person in question can certainly be a lawyer. That said, Michael goes on to explain that Tonkean does make a strong effort to be involved with “legal,” including having a membership in CLOC (the Corporate Legal Operations Consortium) and having a section dedicated to legal operations in its online learning center.
Next Episode

Ep 033 Interview with Jonathan Fish and Kyle Richles of Cap Gains Inc.
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 (www.legaltechstartupfocus.com/podcast), your host, Charlie Uniman, interviews Jonathan Fish and Kyle Richless of Cap Gains Inc. and QSBS Expert (www.qsbsexpert.com). 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.
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