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.


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

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

Tim deRosa

Tim comes to Highline with over twenty years in the insurance industry, primarily serving the high net worth market. Before joining Chuck and Bill, Tim worked on both the carrier and wholesale side of the business, first at Chubb where he held several executive level positions in both underwriting and marketing. He later founded Platinum Partners Insurance Services, a boutique wholesale insurance brokerage dedicated to helping independent agents across the U.S. place and retain their affluent clients, as well as helping to educate them on the ever changing complexities for this niche market. Tim successfully sold that business to private equity owned Orchid Underwriters where he served as Executive Vice President and head of the firm’s high net worth and marketing teams. Tim resides in Bend, OR with his wife Audrey and his three children, Grant, Jules and Blaine. When not in the office, Tim can be found trying to keep up with his kids on the slopes of Mt. Bachelor, riding the countless miles of single track around Bend, and taking advantage of the wide variety of outdoor activities central Oregon has to offer. He holds a Certified Insurance Counselor designation, has been a member of the AIG Private Client Group National Producer Council, the Boston Estate Planning Council, and is a former member of the Family Office Exchange. Tim is a graduate of Drew University, where he earned a B.A. in Political Science.

Bend, Oregon

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.