Employee portal
Apply Now

Meet Robert Benson

Robert "Bobby" Benson

Robert Benson

Chief Experience officer (CXO) & Loan Officer
Licensed in MA, NH, RI, FL, ME, NC, SC & CT
NMLS# 42284

Robert brings 30 years of experience in residential lending, with comprehensive expertise across bank lending, non-bank lending, and mortgage brokerages. He has extensive knowledge of all mortgage products and a deep understanding of underwriting guidelines, income calculation, and loan structuring. He previously served as a Branch Manager and was a President’s Club honoree for a leading national lender.

As Dovetail Mortgage’s Chief Experience Officer, Robert is responsible for aligning the company’s customer experience with its internal operational standards to ensure consistency, excellence, and efficiency at every stage of the loan process. He mentors and trains Loan Originators on guidelines, scenario structuring, and income analysis while also acting as an elevated Sales Manager — helping team members set goals, track KPIs, and drive sustainable production growth.

His leadership bridges sales performance, operational precision, and client satisfaction, ensuring every transaction reflects Dovetail’s commitment to service, expertise, and execution.

Contact Me
Apply Now
Meet the Team
Working with Dovetail mortgage was such a smooth experience. Robert, Ryan, and the whole team really know their stuff when it comes to home loans. They made the process easy, moved quickly, and kept everything super organized. One of the best parts was that we didn’t have to keep resubmitting documents over and over, which saved us a lot of time and frustration. If you’re looking for a lender who’s efficient, knowledgeable, and easy to work with, I’d definitely recommend them!
Brian W.
Robert was easy to work with and answered quickly at all hours of the day and even late into the night! Made our home buying process much easier than we anticipated Thank you!
Brendan R.
I went through a few different mortgage companies and mortgage brokers because ChatGPT said you should compare a few. I did and I found Robert was the best of all of them, was a very quick and easy process. I highly recommend the mortgage Broker, he also got me the best rate of the three companies.
Gil N.
Robert was an amazing help to me in the process of purchasing my house. He went above and beyond explaining the loan process answering any call or question I had. Every detail was explained and explained again really helping me understand the loan process. I couldn’t ask for anyone else and wouldn’t want to use anyone else!! Thank you, guys!!
Tyler W.
Rob at Dovetail Mortgage was recommended by our real estate agent. He was very patient with us as first-time home buyers, and walked us through the entire process, answering every (often naive) question my wife and I had. It was a very smooth process, and most importantly, Rob locked us in at a great rate!
Gene U.

Find Out How

Apply Now


First Name

Last Name

Cell Phone

Email

Fields marked * are required

Want to Learn More?

Our team of dedicated loan experts can answer any questions you may have regarding residential financing, whether you’re a first time home buyer, looking to refinance, or shopping for a second home. We are here to assist you.