Prospector Equity is an independent sponsor and hands‑on owner‑operator building a collective of leading services businesses that serve contractors, with a focus on estimating, supplementing and adjusting. We partner with great teams, unite them behind an industry-leading technology stack, and stay involved as operators.

Our Companies

Contractor Supplement Solutions
Insurance supplementing and estimating for roofing and restoration contractors.

ClaimGeeks
Process automation and workflow optimization for roofing firms.

99DollarEstimates.com
$99 human-written Xactimate and Symbility roofing estimates for contractors, with integrated measurement reports.

Our Founder

Shahriar Shams-Ansari

I grew up in the Canadian Rockies and moved to the States to study finance at the Wharton School. After graduating, I’ve spent the past decade on Wall Street, first as an investment banker, then as a private equity and venture capital investor. While working at H.I.G. Capital, Brookfield, and Energy Impact Partners, I deployed hundreds of millions of dollars across over a dozen acquisitions and numerous add-ons. Beyond being an investor or advising on boards, I worked shoulder to shoulder with owners to scale operationally. Now, I invest my own capital alongside a small group of mentors, institutional, and individual investors I’ve previously worked with and known for years. In 2026, Prospector closed its first acquisition, Contractor Supplement Solutions, where I now serve as CEO, and has since acquired ClaimGeeks and launched 99DollarEstimates.com.

Our Founder

Shahriar Shams-Ansari

Previous Private Equity Roles

Previous Investments Managed

Industries

We only focus on industries we have direct experience (financially & operationally) with:

Contractor & Insurance Services

IT & Tech Enabled Services

Industrial (Manufacturing & Wholesale)

Facility and Home Services

Infrastructure Services

Transaction Type

Ideal Ownership Transition

Industries

We only focus on industries we have direct experience (financially & operationally) with:

Contractor & Insurance Services

Facility and Home Services

IT & Tech Enabled Services

Infrastructure Services

Industrial (Manufacturing & Wholesale)

Transaction Type

Ideal Ownership Transition

Financials

  • Platforms: $1MM - $15MM EBITDA

  • ≥15% operating margin

  • ≥3 years of profitability

  • Add-ons: profitable contractor services firms of any size

Operations

Strong Track Record in Your Community

Sales Focused Culture

Operational Swiftness