Pre-close · Insurance Brokerage

Insurance Brokerage Deals: Cross-Border Structuring Done Right

Structuring Cross-Border Structuring on insurance brokerage deals, with the structure protection and capital connectivity an independent sponsor actually needs.

EV range $10M to $150M EV EBITDA $3M to $25M Audience Buy & Sell-side
The deal context

Every insurance brokerage acquisition has its own gravity. Cross-Border Structuring is the workstream where independent sponsor counsel earns the seat.

The typical insurance brokerage platform sits at $10M to $150M EV with EBITDA in the $3M to $25M range. The thesis runs on regional retail agency roll-ups. Producer non-competes are unenforceable in too many states to ignore. Plan retention, not litigation.

The moves

How Cross-Border Structuring actually gets structured.

  1. Map jurisdictional tax exposure with US and foreign counsel before the LOI.

  2. Plan repatriation mechanics if cash is generated offshore.

  3. Address CFIUS review where foreign capital is in the LP base.

  4. Structure for treaty benefits where the operating geographies allow.

  5. In insurance brokerage, layer in E&O tail insurance priced and bound as part of the Cross-Border Structuring workstream.

The common mistake

Treating cross-border deals like US deals with extra steps. Tax, regulatory, and timing assumptions break differently.

Jason's take
"Cross-border deals need three sets of advisors at the table from day one. Bring them."
Jason Powell · Cross-Border Structuring
Capital after close

The deal is one thing. The capital that opens up after close is another.

The capital that opens up post-close, from refinancing to growth equity to strategic exit, runs through a small set of Wall Street relationships. That network is built in.

MONTH 18
Senior refi
MONTH 24
Dividend recap
MONTH 36
Growth equity
YEAR 4–5
Strategic exit
TALK TO JASON

An LOI on the desk, a insurance brokerage target, and a Cross-Border Structuring question worth a real conversation.

Twenty minutes of practitioner-grade input from a securities attorney whose first move is to read the deal, not the engagement letter.