Casebook
Tristan Luisi, a serial entrepreneur with five exits and executive roles at HSBC and Deutsche Bank, was searching for technology work with genuine social impact after the 2016 election. He connected with an EKC Foundation, one of the largest child welfare foundations in the country, which had developed technology to manage systems for one state but lacked commercial expertise. Luisi recognized a massive market gap: $24 billion was being spent annually on software in the human services space (child welfare, justice, domestic violence, anti-recidivism programs), yet no standardized software platform existed to serve these organizations. Instead, most relied on pen and paper or expensive custom system integrator contracts.
Luisi's strategy was unconventional but brilliant. Rather than bootstrapping or raising venture capital immediately, he took the foundation's underperforming $7 million system integration contract, restructured it as a profitable service delivery vehicle, and used the cash flow to fund SaaS product development. "We've been basically bootstrapping off that profitable contract to help us build out" the core platform. By 2019, Casebook was officially launched as a SaaS company targeting both government agencies and nonprofits in the human services sector—a market of approximately 40,000 organizations employing 312 million people.
Casebook validated product-market fit by December of the previous year with $11,000 in MRR. The founding insight was that government and nonprofit customers had nearly identical problems, data requirements, and pain points. Luisi priced aggressively ($29, $49, $69 per seat per month, averaging $50) to lock out competition and ensure operational viability at scale. With an average customer size of 15-20 seats, typical contracts were $1,000/month on 24-month terms—a retention goldmine. By the interview date, Casebook had reached approximately 200 customers, generating $200,000 in MRR.
The explosive growth from $11,000 to $200,000 MRR in roughly one year was driven by identifying the right product-market fit, targeting underserved markets with minimal competition, and pricing correctly. "The interesting thing is that the market is mostly dominated by system integrators. There hasn't [been] a software package that's really doing what we're doing," Luisi explained. Net revenue retention was "way over 100%," and churn was negligible—only one customer had churned due to organizational insolvency. Customers were even requesting mid-contract seat expansions unprompted, validating strong product adoption.
However, growth required investment. With 36 employees (20+ engineers/PMs and 16 sales), Casebook was burning $600,000-$700,000 monthly—still profitable on SaaS revenue alone but heavy for a $2.4M ARR company. The legacy $7 million contract funded the gap until Casebook could scale to profitability. Luisi prepared to raise $6-8 million on a $14M pre-money valuation ($20M post-money) to accelerate growth and reduce dependence on the legacy contract.
Casebook had transitioned from a services-first to SaaS-first business model while maintaining 100% founder ownership. The company was on the verge of raising institutional capital and expanding its 36-person team to scale into a $12-24 billion greenfield market opportunity. With two-year contracts providing revenue stability and minimal churn, Casebook demonstrated the viability of SaaS in highly regulated, traditionally under-served government and nonprofit sectors.
- •Luisi identified a massive market gap ($24 billion spent annually) where 40,000 organizations relied on pen-and-paper or expensive custom solutions, meaning demand existed but was completely underserved by standardized software.
- •The founding insight that government and nonprofit customers shared nearly identical problems allowed Casebook to build one platform serving two large customer segments simultaneously, dramatically expanding addressable market without fragmenting product focus.
- •Aggressive per-seat pricing ($29-$69/month) at the lower end of what customers were already paying to system integrators made switching a no-brainer while establishing a defensible price floor against future competitors entering the space.
- •The profitable legacy $7 million service contract funded SaaS product development and early scaling costs, eliminating capital constraints and investor pressure while proving the underlying market opportunity with real revenue before launching the product.
- •Multi-year contracts ($1,000/month × 24 months) combined with negligible churn and expansion revenue (customers requesting seat increases mid-contract) created a compounding revenue model where each new customer immediately became a long-term cash generator.
- 1.Audit large-budget sectors ($1B+) where outdated technology (pen-and-paper workflows) or expensive custom solutions dominate, then validate that your target customer segment has standardized problems across geography and organization type.
- 2.If you have operational expertise, structure an existing revenue-generating contract (service delivery, consulting, systems integration) as the funding vehicle for your SaaS product development rather than raising capital upfront.
- 3.Price your per-unit subscription cost 20-40% below what customers currently pay for custom or incumbent solutions to ensure immediate ROI and eliminate switching friction, while verifying multi-year contract lock-in is standard in your target market.
- 4.Validate product-market fit with the smallest viable customer cohort ($11K MRR), then measure expansion metrics (seat growth mid-contract, net revenue retention) before scaling sales headcount.
- 5.Build your go-to-market team (sales, customer success) proportional to proven revenue retention and expansion rates, not projected growth, to avoid burning cash on sales capacity ahead of actual customer demand.
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