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The Monosson Prize
at MIT, where Sonny attended college, was established in his honor in 2005 and recognizes and rewards excellence in entrepreneurship.

Sonny Monosson, Founder of Boston Financial

Sonny Monosson, Founder

Our Story

Since 1968, Boston Financial has helped over 1,500 young companies in the US to lease essential equipment.

The red bow tie

The bow tie icon in our logo is a nod to our founder, Sonny Monosson, who wore a bow tie since the day he graduated from Harvard business school. It was his signature style and he never went a business day without it. Sonny was a bold, approachable, one of a kind business man who never hesitated to take risks and listened to good ideas, no matter how out of the box they might seem. 


His teaching, entrepreneurial experience, and innovative thinking instilled our core values:


  • Listen. We want to hear your unique story and understand your company’s purpose and goals.

  • Recognize potential. We look beyond your company’s status to see your true financial footing and viability. Pre-revenue start-ups are welcome.

  • Communicate with candor. We are upfront about our process and decision-making. Our transparency and timely communication are among the reasons lessees return to us when they need additional equipment.

  • Support and encourage. Growth takes time. We’re in your corner to help you get the equipment you need and to find solutions if you face unforeseen events.


Sonny passed away in 2003. Our logo honors Sonny’s red bowtie and sparks fond memories of him. He would be proud of his well-trained team who have continued to practice his values and support early-stage companies.

About us

We take the time to understand your business goals and needs for a customized approach to leasing.

About us

We take the time to understand your business goals and needs for a customized approach to leasing.

Our Team

Our team of four has worked together at Boston Financial for decades, building deep knowledge of the business, streamlining our process, and reveling in our clients’ success.  

Debbie Monosson

President & CEO

Debbie started in sales at Boston Financial in 1989, becoming Vice President of Sales & Marketing in 1994, and President and CEO in 2000.

Debbie was the first female Chairperson of the SFNet. She has also served as treasurer and trustee of the Equipment Leasing and Finance Foundation and as a board member of the Equipment Leasing and Finance Association, ACG Boston, and the MIT Enterprise Forum of Cambridge. She has a BS from Skidmore College and an MBA from Boston University.

When not working, Debbie can be found skiing, riding her road bike, gardening, and making batches of her special recipe mustard under the label SpicyGirl Mustard.

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Deborah Monosson, President & CEO of Boston Financial

James L. Beauregard, CFA

Executive Vice President

Jim has been managing financing projects for Boston Financial since 1991, working closely with clients to meet their financing needs. He has a wealth of experience in projects across technology, biotechnology, and manufacturing and is heavily invested in his clients' success.


Prior to joining the team, Jim worked as an Equity Specialist on the floor of the Boston Stock Exchange for the Pershing Division of Donaldson Lufkin and Jenrette from 1987 to 1991. Jim received his BS and MBA in Finance from Suffolk University and is a Chartered Financial Analyst. 


Jim is an outdoor enthusiast. He completed the Boston Marathon (2003-2006) four times in his 40s and summited all (48) New Hampshire's 4000-foot mountains in his 50s. He has cycled the PMC century ride twice in his 60s and continually seeks new adventures.

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Jim Beauregard, Executive Vice President of Boston Financial

David Boyajian

CFO & Treasurer

David has been with Boston Financial since 1989. Before becoming CFO, he was Controller and VP.


Prior to joining Boston Financial, David worked for New York Life Insurance Company. He holds a BS in Business Administration from Suffolk University and an AS in Accounting from Champlain College.


Apart from running numbers, David enjoys spending time with his dog, friends, and family, listening to music, dining out, exercising, and watching UK crime detective dramas. He follows real estate and design for fun, and hopes to get back to learning French.

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David Boyajian CFO & Treasurer of Boston Financial

Vallerie Gamble

Vice President, Contracts

Vallerie began working at Boston Financial in 1995, starting as a data entry clerk, becoming Lease Administrator after only eight months, and continuing to rise through the ranks to Vice President of Contracts. She is considered the office Jack of All Trades.


Before Boston Financial, Vallerie worked at Blue Cross and Blue Shield and Bank of Boston.


When not working, Vallerie is often riding her Peloton Bike, doing yoga, or weightlifting. She loves to travel and spend time with her grandchildren.

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Vallerie Gamble Vice President, Contracts of Boston Financial
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