Jason Callaway

Professional Sales Coach

  • Professional Sales Coach at Southwestern Consulting
  • More than 20 years’ experience in Sales, Training, and Leadership
  • Transformational Life Coach and graduate of Masters level trainings
  • Top Producer in the Real Estate, Healthcare, Financial Services, and Insurance industries, with additional expertise in the Entertainment, Automotive, Beverage, Technology, University, Government, and Small Business industries.
  • Two-Time Health Sales Manager of the Year, B2B Sales – Healthcare
  • National Health Sales Manager of the Year, B2B Sales – Healthcare
  • Top 4% of Realtors in the United States, Los Angeles Metro Area
  • 95% Closing Ratio over 13 years, Real Estate
  • 5-time Financial Rep of the Week, Insurance and Financial Planning
  • Fortune 150 PACESETTER award winner, Insurance and Financial Planning
  • Created, Developed, Pitched, and Sold a TV show in Hollywood, CA, Entertainment Industry
  • PERSISTENCE AWARD with Southwestern Advantage, Door-to-Door Sales
  • Staff Coordinator/Manager of a 400-member College Marching Band
  • Staff Editor for award-winning College Yearbook

From being a National Health Sales Manager of the Year in Baltimore, Maryland, to selling a television show in Hollywood, CA in an option deal with Merv Griffin Entertainment, Jason has achieved great feats at every turn in his life.

He has a knack for closing the most complex deals and finding common ground in every sales transaction. He contributes his success to the foundation he laid early in life with Southwestern Advantage during his time selling books door-to-door in college and has consistently been a top producer at everything he has touched since.

Also, his transformational life coaching experience and skills allow him to instinctively connect to people of all walks of life and energetically meet people where they are.

Outside of work, Jason is competitive in nature and an MVP on his softball team and a 3-time Softball World Series participant.

He graduated with a degree in Small Business Management with a concentration in Entrepreneurship and a minor in Advertising from The University of Alabama.