
Jason Wilson
Senior Managing Director Westchester County & Hudson Valley NY
Awards
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
2009 Tom Ferry Manager Coaching Certification
2011 and 2015 Manager of the Year by prior Brokerage Firm
Specialties
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
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's entrepreneurial mindset emerged at an early age, shaped by his transparent, systematic, and results-driven approach to problem-solving. A true D-C on the DISC profile, he thrives on efficiency and strategy. His fascination with technology began with taking apart TVs, VCRs, CD players, video game systems, and cell phones—curiosity that led him to a decade-long career in the cellular industry.
In 2000, Jason co-founded Wireless Depot N.A., where he honed his entrepreneurial acumen, team leadership, and marketing strategy expertise as a managing partner. Recognizing shifts in the wireless industry, he made a bold transition into residential real estate in 2005. His take-charge attitude, motivational leadership, and relentless work ethic quickly propelled him to the top of the industry. Jason lives by his mantra: “I always look at obstacles as opportunities,” a mindset that has been tested and proven throughout his career.
Jason is highly strategic in identifying business inefficiencies, focusing on details, talent, customer experience, and data analysis. He meticulously researches, builds systems, tests rigorously, and collaborates with talent—challenging and empowering them to grow both personally and professionally. With the DNA of a COO, he seamlessly adapts to any business environment, bringing structure and innovation wherever he goes.
With 28 years in sales and 27 years in management, Jason sees every year as a new opportunity to surpass previous achievements. A dynamic speaker, real estate coach, trainer, and certified NYS real estate instructor for 18 years, he has led workshops for both independent and global real estate brands.
His leadership extends beyond individual businesses—he has held executive roles in major real estate brands, industry boards, and multiple listing systems. Jason's contributions have earned him numerous accolades, including Manager of the Year (2011, 2015) and Forty Under Forty Rising Star from the Business Council of 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's entrepreneurial mindset emerged at an early age, shaped by his transparent, systematic, and results-driven approach to problem-solving. A true D-C on the DISC profile, he thrives on efficiency and strategy. His fascination with technology began with taking apart TVs, VCRs, CD players, video game systems, and cell phones—curiosity that led him to a decade-long career in the cellular industry.
In 2000, Jason co-founded Wireless Depot N.A., where he honed his entrepreneurial acumen, team leadership, and marketing strategy expertise as a managing partner. Recognizing shifts in the wireless industry, he made a bold transition into residential real estate in 2005. His take-charge attitude, motivational leadership, and relentless work ethic quickly propelled him to the top of the industry. Jason lives by his mantra: “I always look at obstacles as opportunities,” a mindset that has been tested and proven throughout his career.
Jason is highly strategic in identifying business inefficiencies, focusing on details, talent, customer experience, and data analysis. He meticulously researches, builds systems, tests rigorously, and collaborates with talent—challenging and empowering them to grow both personally and professionally. With the DNA of a COO, he seamlessly adapts to any business environment, bringing structure and innovation wherever he goes.
With 28 years in sales and 27 years in management, Jason sees every year as a new opportunity to surpass previous achievements. A dynamic speaker, real estate coach, trainer, and certified NYS real estate instructor for 18 years, he has led workshops for both independent and global real estate brands.
His leadership extends beyond individual businesses—he has held executive roles in major real estate brands, industry boards, and multiple listing systems. Jason's contributions have earned him numerous accolades, including Manager of the Year (2011, 2015) and Forty Under Forty Rising Star from the Business Council of Westchester.