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
The help desk for roofing claims. It finds what’s missing in a claim file and gets the right person on the next step.

99DollarEstimates.com
$99 human-written Xactimate and Symbility roofing estimates for contractors.

Industries

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

  • 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

A Sales Focused Culture

Operational Swiftness

Our Process

Intro Call
(45 minutes)

We hold an introductory confidential conversation, where we learn a bit about your business and your objectives moving forward.
Direction Arrows
Step 1

Initial Due Diligence
(15-30 days)

After signing an NDA, we follow up with targeted questions and review key financial & operational documentation.
Direction Arrows
Step 2

Letter of Intent (LOI)

We share our initial terms and valuation with you. We then submit a formalized Letter of Intent, laying out the final timeline (all the way to closing).
Direction Arrows
Step 3

Confirmatory Due Diligence
(60-90 days)

We'll bring in our legal and accounting advisors to conduct the final due diligence. Over this period, we finalize both the purchase agreement and the overall transition plan.
Step 4

Our Process

Intro Call
(45 minutes)

We hold an introductory confidential conversation, where we learn a bit about your business and your objectives moving forward.
Step 1

Initial Due Diligence
(15-30 days)

After signing an NDA, we follow up with targeted questions and review key financial & operational documentation.
Step 2

Letter of Intent (LOI)

We share our initial terms and valuation with you. We then submit a formalized Letter of Intent, laying out the final timeline (all the way to closing).
Step 3

Confirmatory Due Diligence
(60-90 days)

We'll bring in our legal and accounting advisors to conduct the final due diligence. Over this period, we finalize both the purchase agreement and the overall transition plan.
Step 4

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, managing sixteen investments and helping them close 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 and investors – both institutional and individual – all of whom 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