About Us

As a boutique insurance agency, our priority is protecting you and the success you have built. We break the mold of one-size-fits-all solutions with our individualized insurance plans. Build your wealth, grow your family, and protect your legacy with confidence that Highline has it all covered.

Highline Does Insurance Differently

Our approach is simple; we find balanced solutions for every customer. We balance unforeseen risk with proactive planning, the success you've built with emergency reinforcements, and exceptional coverage with reasonable costs.

As individual insurance agents, we explore coverage options from multiple carriers, shop quotes, and craft an insurance plan that protects what matters most – like you and your loved ones, your home and business, and your hobbies and passions.

Our Approach | Highline Risk Solutions

Get To Know Our Leadership Team

Our experience goes beyond insurance. Like you, we are compassionate people with families to protect, businesses to run, and hobbies to enjoy. That's why we treat your insurance needs like our own.


headshot of Chuck Del Priore

Chuck Del Priore

After a long, successful career in the paper industry Chuck brought his consultative selling approach to the insurance business in 2005. He founded Highline Risk Solutions in 2015 and has been trying to exceed client expectations ever since. Chuck is obsessed with making sure every customer experience is built around their needs and is constantly improving upon the customer-first approach. He lives in New Rochelle, New York, where he grew up, with his wife Bornie, three daughters Bridget, Dulcie and Riley and two dogs Tucker and Rufus. Chuck is passionate about spending time with his family, skiing, competitive golf and beer league hockey.

New Rochelle, New York

Contact Chuck
headshot of Bill Tweedy

Bill Tweedy

Bill uses his twenty plus years of industry experience to design prudent risk management strategies for his clients while educating them on how to strike the perfect balance between cost and coverage. He currently resides in Fairfield Connecticut with his wife Susan and their two daughters Catherine and Meredith. He is appreciative of their ongoing support of his passion for downhill skiing, hiking and boating. Bill continues his family's multi-generational involvement with Camp Mowglis - The School of the Open, a traditional New England boys summer camp located on Newfound Lake in East Hebron NH where he is currently Vice President of the Board of Trustees. Bill is also a NOLS graduate having participated in their Wind River Mountaineering curriculum.

Fairfield, Connecticut

Contact Bill
headshot of Harry Rodgers

Harry Rodgers

Harry Rodgers is the head of captive and alternative risk strategies for Highline Risk Solutions. For over 25 years Harry has been helping companies design and manage captives. He has been on the cutting edge and offered solutions for Single Owner, Group, Producer Owned and Employee Benefits captives. Harry’s expertise can provide the complete cycle of services needed to develop and perpetuate your captive. He currently serves as Chairman of the Board of Divers Alert Network (DAN) where he manages their 3 captives. Harry is also a founding member of PIUS Limited a specialty MGA for a residual value insurance program supporting the value of borrowers’ intellectual property as collateral enhancement for its lender insureds.

Baltimore, Maryland

Contact Harry
Trusted Independent Insurance Agents

A Trusted Choice Partner

Highline is proud to be a part of the Trusted Choice network of independent insurance agents. Trusted Choice connects independent agents with a system of premium insurance carriers so they can find the best fit for every customer they insure. Just like Highline, Trusted Choice cares about improving the bottom line of their customers.