Jason Wilson

Jason Wilson

Senior Managing Director Westchester County NY & Connecticut

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2008 40 under 40 Rising Stars The Business Council of Westchester
2009 Tom Ferry Manager Coaching Certification
2011 and 2015 Manager of the Year by prior Brokerage Firm


Jason's History from Retail Sales to Real Estate Licensing, Certification History, Coaching, Training and More:
2000 Entrepreneur - Co-Founder/VP/Managing Partner in Telecommunication
2004 NYS - Licensed Real Estate Salesperson
2007 NYS - Licensed Associate Real Estate Broker
2007 NYS - Certified Real Estate Instructor
2007 Started my Real Estate Training Career
2007 Started my Social Media Training Career
2009 Tom Ferry Manager Coaching Certification
2008 Started my Real Estate Coaching Career
2008 Started in Real Estate Sale Management
2008 Co-Founder HGAR YPN
2009 NYSAR YPN Co-Chair
2009 Tom Ferry Manager Coaching Certification
2009 Started my Real Estate Coaching Career
2010 HGMLS Secretary
2012 Radio Host and Creator of a Real Estate Show
2016 VP Regional Director of Operations
2016 VP Real Estate Affiliates
2017 VP User Experience
2017 VP Career Development
2012 Podcast Host and Creator of a Real Estate Show
2018 Entrepreneur - President/CEO Business Consulting and Agent Coaching Firm
2018 Entrepreneur - COO Independent Real Estate Firm
2018 Senior Managing Director at Compass
2020 Creator and Developer of the Westchester Resource Page
2020 Trainer for Compass Academy
2020 Coach at Coaching at Compass
2021 Senior Managing Director at Compass for Westchester and CT
2021 NYS - Licensed Real Estate Broker
2021 CT - Licensed Real Estate Broker
About Jason
Compass Westchester
2 Ashford Avenue, Dobbs Ferry, NY 10522
Compass Connecticut
200 Greenwich Avenue 3rd Floor, Greenwich, CT 06830
Licensed Real Estate Broker NY and CT
NY: 10491211262
CT: REB.0793891

Jason started with an entrepreneurial mindset at an early age with his transparent, systematic, straight to the point, troubleshooting and problem solving mindset. You can say he is D-C on the Disc profile chart. Technology peaked his interest from the beginning from disassembling TVs, VCRs, CD Players, Video Game Systems and Cell Phones. Technology took Jason to a career in the cellular industry for ten years. In 2000 Jason gained his entrepreneurial acumen, team approach, marketing strategy expertise as the co-founder and managing partner of Wireless Depot N.A. In 2005 recognizing a change in the wireless industry he decided to make an aggressive transition into the residential real estate arena. His take-charge attitude, motivational skills, and tireless work ethic helped excel him to the top of the industry. Jason’s mantra “I always look at obstacles as opportunities” which has been put to the test several times in his career.

At every opportunity Jason is strategic in troubleshooting the inefficiencies of the business by focusing on the details, the talent, the customer and the data. Once the research is done he quickly creates systems, tests, tests again, collaborates with talent in supporting and pushing them to grow personally and professionally. Jason’s has the DNA of a COO. Rather than possessing a single set of skills that can be easily identified in any business, he adapts, chameleon-like, to the environment in which he finds himself.

After twenty five years in Sales and twenty fours years in Management every year is a new opportunity and challenge for him to surpass the growth of the prior year. He has been a motivational speaker, real estate coach, trainer and a certified NYS real estate instructor for fifteen years. He also has conducted several real estate convention workshops for Independent and Global Real Estate Brands.

As an entrepreneur, he has held leadership positions for various real estate brands, real estate boards and multiple listing systems. He was named “Manager of the Year” by a prior firm in 2011 and 2015 and was a “Forty Under Forty Rising Star,” an award bestowed by the Business Council of Westchester.