In this episode, Lawmatics founder Matt Spiegel breaks down the strategic evolution of a legal CRM scaling toward $12M ARR after a life-changing exit from his first venture, My Case. We dive deep into the mechanics of B2B SaaS growth, specifically how to navigate aggressive Series A valuations, manage the transition of a technical co-founder, and extract higher ARPU through value-based pricing. Investors and operators will gain insight into the "bites at the apple" philosophy for secondary liquidity and why agentic AI is becoming the new baseline for vertical SaaS survival. The discussion provides a raw look at the trade-offs between venture debt and equity dilution for companies approaching profitability in a high-interest environment. -------------------------------------- *Apply for funding from my $150m SaaS fund*: https://founderpath.com/ *Subscribe on Spotify*: https://open.spotify.com/show/3AA9buFn8oxJf8WSDOUks5?si=61d5913030b244a9&nd=1&dlsi=24c670bfefdc43bb *Subscribe on Apple Podcasts*: https://podcasts.apple.com/us/podcast/saas-interviews-with-ceos-startups-founders/id1023761733 *Visit our Website*: https://www.getlatka.com *Timestamps*: 00:00 – Scaling Lawmatics to $12M ARR and 2,000 customers 02:15 – Lessons from selling My Case at a 25x revenue multiple 04:05 – Founding team equity splits and early technical debt 05:30 – B2B SaaS growth tactics and $5k monthly Google Ads spend 07:30 – High-ROI legal tech conferences for customer acquisition 08:45 – Pricing strategy shift from $60 ARPU to $400 monthly 11:00 – Navigating Series A valuations and 15x revenue multiples 12:15 – Technical co-founder transition and engineering leadership scaling 16:15 – Capital efficiency and managing $25M in total funding 18:30 – Strategic Series B extensions and up-round mechanics 20:30 – Venture debt vs equity for SaaS founders approaching profitability 23:45 – Future of legal tech and agentic AI vs SaaS wrappers 27:00 – Exit strategy and the bites at the apple recap model #latka #saas #business #data