
The civil engineer who once managed pieces of Hudson Yards now runs Siteline, turning the paperwork behind commercial construction into a clearer path to getting paid.
Adaptive is a New York-based fintech building an AI-native financial platform for the construction industry. It sits on top of QuickBooks to automate the money side of building projects - reading incoming bills, matching them to the right job and cost code, routing approvals, tracking budgets and draws, managing vendor compliance, and processing payments. Founded in 2021 by Matt Calvano, Henry Bradlow, and Francisco Enriquez, the company serves custom homebuilders, general contractors, developers, and specialty trades, and raised a $19M Series A led by Emergence Capital in 2024.
Matt Calvano is co-founder and CEO of Adaptive, a New York-based AI-native accounting and financial management platform built for the construction industry. A former real estate private equity investor and Morgan Stanley banker turned Stanford MBA, he launched Adaptive in 2022 with two Stanford classmates and has raised $26.4M from Emergence Capital and Andreessen Horowitz to attack the paperwork chaos and cash leakage inside the $2 trillion construction sector.