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Scott Wolf · Founder & RWI Broker

Every policy is read by a founder on the file.

Scott is a co-founder of Wolf Transactional Risk, which was launched in 2026 to practice RWI brokerage with founder-level attention on every placement — leading carrier negotiation, SPA review, and post-binding claim coordination as the firm's senior principal and sole licensed insurance producer. Prior to founding the firm, Scott spent a multi-year RWI career at a prior global brokerage platform building one of that platform's largest transactional risk practices, and before that practiced as an M&A attorney at two Am Law 50 firms after graduating with honors from the University of Chicago Law School. WolfTRI exists to do one thing extremely well: give middle-market sponsors, strategic acquirers, and Real Assets principals the founder-level attention that $1B+ funds take for granted — at wholesale pricing, without the handoffs.

Experience

A multi-year RWI brokerage career at a prior broker platform prior to founding WolfTRI.

In Scott's words

I started this firm because I wanted the work to match the way I actually want to do it. I want to read every policy myself. I want to pick up the phone when a client calls, not route them through an assistant. I want to tell a client "this deal isn't right for RWI" when it isn't, and not feel the tug of a production target telling me otherwise. The reward for twelve years in M&A and transactional risk, for me, was the chance to practice without any of that friction. That is what Wolf Transactional Risk is. If you engage us, you will get my full attention, my honest read, and the answer I would give a family member in your seat.

— Scott Wolf, Founder & RWI Broker

Background

Scott practiced M&A law at Kirkland & Ellis, Gould & Ratner, and DLA Piper — drawn to the exponential growth of Representations & Warranties Insurance, a product reshaping how deal risk is allocated between buyers and sellers. He later moved to a prior global brokerage platform to produce and broker RWI firsthand, working with in-house and outside counsel across private equity, strategics, and institutional buyers in North America and cross-border.

Over his RWI-brokering career he placed coverage across M&A, commercial real estate, and GP-led secondary transactions, with aggregate limits in the billions. He also spent time growing the platform's recurring commercial insurance book (property & casualty), at times carrying both commercial P&C production and RWI brokering in parallel.

Scott later transitioned at that prior global brokerage platform into a multi-line client-relationship role, overseeing all lines of business for his portfolio — RWI, property & casualty diligence and placement, employee benefits, and consulting — while maintaining active involvement in the transactional-risk market. Wolf Transactional Risk was founded in 2026 to return to RWI as the principal's whole practice — middle-market M&A, commercial real estate, and GP-led secondaries — without the handoffs, internal splits, or cross-sell pressure that define large-broker production.

What makes this different

Every deal is his deal. At large retail brokers, a deal enters a pipeline and bounces between a producer, an analyst, a technical broker, and a claims specialist. Each handoff is a place where context is lost and the policy drifts away from what the deal actually needs. At WolfTRI, Scott reads the LOI, leads the underwriting call, negotiates the exclusions, and reviews the final binder. There is no handoff because there is nobody to hand off to.

He has seen this policy before. Dozens of bound placements across the deal spectrum — from middle-market strategic tuck-ins to cross-border take-privates and sovereign-wealth-backed acquisitions — means Scott has negotiated the exclusion before, pushed back on the carrier before, and knows what a defensible term looks like. Pattern recognition is the asset. It is not something a first-year analyst develops from a template.

He does not sell anything else. Scott's P&L is not affected by whether you buy cyber, D&O, or general liability. Transactional risk is the whole business. That means no cross-sell pressure, no bundled pricing games, and no internal incentive to stretch a placement to hit a revenue target.

Representative deal types

Engagements spanned strategic and sponsor-led M&A (domestic and cross-border), commercial real estate (multifamily, industrial, hospitality, and real-asset development), GP-led secondaries (single- and multi-asset continuation vehicles), and adjacent transactional risk products (tax liability, contingent legal, environmental). Counterparty identities, referring counsel, and prior-employer deal-team composition are withheld to honor confidentiality obligations to clients and prior employers. A fuller representative deal list is available under NDA in the context of a specific engagement.

The right broker for RWI is not the biggest name on the LOI. It is the person who has placed this exact kind of deal enough times to know where the policy will fail you, and who cares enough to prevent it.

From a founder

“I co-founded this firm because I wanted the day-to-day practice of brokering to match the care I believe the work deserves. I read the SPA. I take the carrier call. I negotiate the exclusion myself, because the exclusions are where the policy either pays a claim or doesn't. That isn't heroic — it's the job. We built WolfTRI so the firm could do the job without anything pulling the other way.

“The firm is built so that the incentives line up with doing the work well. No P&C book to protect. No production quota. No carrier side-deals. Our compensation on your deal depends only on placing your deal. If that isn't possible, or isn't the right answer, we will tell you so instead. We would rather lose an engagement than take one that wasn't right for the client.”

— Scott Wolf, Founder & RWI Broker

Credentials

Talk to us directly

For new deals, a short note with closing timeline, EV, and counterparty identity is enough to start. NDAs are signed same-day.

Direct

info@wolftri.com · 847.207.9956

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