A steady hand on the trail ahead
Trailside Risk Partners is an independent insurance brokerage built on technical depth, straight answers, and relationships that outlast any single policy term.
Aaron Hennings
Aaron founded Trailside Risk Partners on a simple belief: insurance should be a relationship, not a transaction. He built the firm to put clients first — independent by design, so the only interests on the table are yours.
He brings rare technical breadth to that promise: CRM (Certified Risk Manager), CIC (Certified Insurance Counselor), CRIS (Construction Risk & Insurance Specialist), and CWCA (Certified WorkComp Advisor). Every recommendation is grounded in real expertise across commercial, construction, and workers' compensation.
Most of all, Aaron is a hands-on advocate — he maps exposures, closes gaps, and stands beside clients through every claim, so you can move forward with confidence.
Designations behind every decision
How we show up for clients
Independent by design
We answer to you, not a carrier. Our advice is built around your interests alone.
Plain-spoken
No jargon, no pressure. We explain trade-offs clearly so you can decide with confidence.
In it for the long haul
We review coverage as your life and business change, and show up when a claim hits.
Let's map your risk together
Start with a no-pressure conversation. We'll review your current coverage, flag the gaps, and show you what better looks like.