How They Scaled It
How They Scaled It
Podcast Description
Welcome to How They Scaled It, where scaling is done with both sides of the brain. Join host Courtney Wasserburger as she sits down with growth stage businesses; speaking with founders and industry leaders from eCommerce and SAAS sectors. We showcase their journeys, unpacking the pivotal moments, marketing strategies, and key decisions that shaped their success. If you’re a business owner, marketing leader, or entrepreneur eager to learn the ins and outs of scaling and thriving in the digital space, this podcast is your corner of the internet dedicated to helping you learn from the best.
Podcast Insights
Content Themes
The podcast centers on scaling techniques and strategies for businesses, highlighting themes such as marketing transformation, consumer behavior, and leadership challenges. Episodes include discussions on topics like the psychology of scaling, building emotional connections in marketing, and innovative approaches in niche markets, with guests sharing their unique insights, like Alex Persson discussing retention marketing and Alex Pujji on franchise growth strategies.
Welcome to How They Scaled It, where scaling is done with both sides of the brain. Join host Courtney Wasserburger as she sits down with growth stage businesses; speaking with founders and industry leaders from eCommerce and SAAS sectors. We showcase their journeys, unpacking the pivotal moments, marketing strategies, and key decisions that shaped their success. If you’re a business owner, marketing leader, or entrepreneur eager to learn the ins and outs of scaling and thriving in the digital space, this podcast is your corner of the internet dedicated to helping you learn from the best.
In this episode of How They Scaled It, I sit down with Scott Kveton, Co-Founder and CEO of CaseMark, who has a track record of building companies that define categories.
Scott shares how intuition, scrappiness, and relentless customer focus shaped his journey, and why AI is set to transform legal tech in the same way the iPhone reshaped mobile.
00:00:13 – Scott on brand-building struggles and leaning on experts
00:00:52 – Courtney introduces Scott’s career journey
00:01:39 – The three T’s: team, tech, timing
00:03:06 – Learning to trust your gut as an entrepreneur
00:04:28 – Investor skepticism and TAM projections
00:07:08 – Urban Airship’s scrappy early launch
00:09:26 – Lessons from Twilio’s Jeff Lawson
00:12:18 – Why legal tech? The problem CaseMark solves
00:14:39 – Starting small with “easy buttons”
00:16:47 – Why AI will increase litigation
00:20:59 – Simplifying the product for attorneys
00:23:32 – Scaling medical chronology automation
00:26:34 – CaseMark’s subject matter advantage (Scott’s wife as advisor)
00:29:18 – The future of AI collapsing tools in legal
00:30:04 – Scott’s evolving leadership style
00:34:46 – Branding lessons
00:38:59 – Advice for legal tech founders
00:42:12 – What Scott wishes he knew at CaseMark’s start
00:44:19 – Where to find CaseMark and connect with Scott
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