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Milestone Mergers, LLC
  • Home
  • About Us
  • Sell a Mortgage Company
  • Buy a Mortgage Company
  • Start a Mortgage Company
  • Partner with a Bank
  • Company of the Week
  • Calculate Company's Worth
  • Videos
  • Contact Us

Gary Freedman, Managing Partner

Dr. Jamie Whitlock, President, Stress Free Medicare

Jonathan Phan, President MassMutual, NOVA

    Gary is a seasoned veteran of three separate startups. He sold two of those companies to publicly traded companies and the third to a federally regulated bank. These companies include two Mortgage companies and a Real Estate Investment / Construction company. He has extensive experience in the areas of Startups, Turn arounds, Mergers 

    Gary is a seasoned veteran of three separate startups. He sold two of those companies to publicly traded companies and the third to a federally regulated bank. These companies include two Mortgage companies and a Real Estate Investment / Construction company. He has extensive experience in the areas of Startups, Turn arounds, Mergers and Acquisitions.


Gary started in the mortgage industry in 1987 with the oldest and largest Mortgage Lender in the Washington DC area, B.F. Saul Mortgage. He completed the prestigious B.F. Saul Management training program. 


His first job in the training program was as a processor, sitting at a desk, using an old fashion typewriter to fill out VOE's, VOD’s etc. He then worked as an underwriter, closer, appraiser, and in most other departments at the company.


After finishing the year long training program, he became a Loan Officer and did 150 units his first year. All self-sourced, relator referred. He then became a VP/ Branch manager, SVP/ Regional manager and finally went on to start three separate companies from scratch, selling two of those to publicly traded companies and the third to a federally regulated bank.

Jonathan Phan, President MassMutual, NOVA

Dr. Jamie Whitlock, President, Stress Free Medicare

Jonathan Phan, President MassMutual, NOVA

Jonathan graduated from the University of Massachusetts with a bachelor’s degree in business administration and marketing. Jonathan’s focus is Retirement Planning, Employee Benefits, Risk Management and Investment Services.


In 1990, Jonathan entered management and was recognized for his outstanding efforts in leadership and building a succ

Jonathan graduated from the University of Massachusetts with a bachelor’s degree in business administration and marketing. Jonathan’s focus is Retirement Planning, Employee Benefits, Risk Management and Investment Services.


In 1990, Jonathan entered management and was recognized for his outstanding efforts in leadership and building a successful organization. Jonathan became partner, and is currently President of MassMutual, NOVA. 


Jonathan was awarded his CLU (Chartered Life Underwriter) and ChFC (Chartered Financial Consultant) designations from The American College. Jonathan holds FINRA Series 6, 7, 22, 24, 26 & 63 registrations. Jonathan is a Registered Principal and offers securities through MML Investors Services, LLC, Member SIPC.

Dr. Jamie Whitlock, President, Stress Free Medicare

Dr. Jamie Whitlock, President, Stress Free Medicare

Dr. Jamie Whitlock, President, Stress Free Medicare

Formerly a doctor for over 18 years, Jaime now runs a thriving Medicare business specializing in helping clients understand when and how to enroll in Medicare. 


Jaime brings a unique perspective to the Medicare process, because he understands it from both the doctor's and patients' perspectives. He also teaches classes at the university le

Formerly a doctor for over 18 years, Jaime now runs a thriving Medicare business specializing in helping clients understand when and how to enroll in Medicare. 


Jaime brings a unique perspective to the Medicare process, because he understands it from both the doctor's and patients' perspectives. He also teaches classes at the university level in their Community Education program. Stress Free Medicare focuses on educating people on the process they will go through regarding Medicare needs.


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  • Sell a Mortgage Company
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  • Partner with a Bank
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