Josh Levy, CEO & Co-Founder of Document Crunch: $38 Million Raised to Transform Construction Risk Management Through AI

Document Crunch is revolutionizing risk management in the $14 trillion global construction industry, addressing a critical challenge where 50% of projects finish over budget or behind schedule. In this episode of Category Visionaries, we sat down with Josh Levy, a former construction attorney turned tech founder who has raised $38 million to bring AI-powered contract intelligence to an industry plagued by legal complexity and financial risk. Document Crunch helps construction professionals understand and comply with complex contract terms, democratizing legal expertise that was previously available only to the largest firms with in-house counsel.

Topics Discussed:

• Document Crunch's mission to reduce the $43 million average construction lawsuit by improving contract administration
• How construction's thin margins make document compliance critical to profitability
• The company's evolution from a "Harvey for construction" to a field-ready construction AI platform
• Josh's journey from construction management major to attorney to tech founder
• The importance of authentic industry expertise in construction tech
• How the construction technology landscape has evolved over the past five years
• Document Crunch's partnership with Procore and vision for industry transformation

GTM Lessons For B2B Founders:

• Build solutions from lived experience: Josh's background as a construction attorney gave him deep industry knowledge that translated directly into product vision. He explains, "You can't fake what the experience brings to you...I close my eyes and think about interactions I've had with stakeholders that now are our user base in my former life." This authentic industry expertise has been critical to Document Crunch's success and ability to maintain a clear vision without pivoting.
• Focus on problems, not features: Josh learned early to emphasize the real-world problems Document Crunch solves rather than its AI capabilities. "We're not like an AI company. We're solving complex risks for our industry company," he notes. This problem-focused approach resonated more with construction professionals than technical features. Only recently has the company begun highlighting its AI capabilities, as the market has caught up with the technology.
• Marketing in verticals requires authentic brand building: In construction tech, Josh emphasizes that "brand reputation matters so much" and "that's not something you can fake your way to. That's earned on the conference floor. That's earned in the relationships." Document Crunch built trust by assembling a team of construction industry experts alongside their technical talent, creating credibility that has fueled adoption.
• Product-market fit comes from consistent industry focus: Document Crunch achieved success without pivoting because they remained focused on construction's specific challenges. Josh explains, "Zero freaking pivots, man. Zero. I always knew that we had a problem not just in the back office, but in the field." This clarity enabled them to refine their product methodically rather than chasing different markets.
• Find founder-market fit for vertical SaaS: For founders interested in construction tech, Josh advises, "My founder-market fit was a huge unlock at the onset of this venture." He recommends either having deep industry knowledge yourself or partnering with someone who does, as construction is "a unique industry" that requires specialized understanding. This principle applies broadly to any vertical-focused B2B solution.

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