Jonathan Dickerson

About Jonathan Dickerson

Ask me about playing professional football, performing on Broadway, being an Air Force brat or traveling Australia. With over 20 years of experience in sales, marketing, and communication, I help clients achieve their goals and grow their revenue through innovative and impactful solutions.In my downtime I teach science-based, evidence-backed healthy relationship development skills in military and emergency responder marriage retreats and corporate workspaces and perform as a professional improv comedian with Fish Sticks Comedy, one of the country\'s premiere always clean improv comedy teams. My mission is to connect and make a difference with people from all walks of life.

Experience

1. Commercial Risk Advisor

   Glenwood Insurance Agency

   Apr 2026 — Present · Denver, CO, US

   I work with organizations to proactively identify, evaluate, and reduce expenses and risk by designing customized commercial insurance strategies that align with their goals.My primary focus includes Real Estate and adjacent industries (Title, Appraisal, and Mortgage), Green Energy businesses (including EV infrastructure, solar, and emerging technologies like drone operations), and Nonprofits and Churches—each with distinct risk profiles and evolving challenges.In my role, I partner with clients to:* Review existing insurance programs and uncover potential gaps or inefficiencies* Simplify complex coverage decisions and align protection with real-world exposures* Provide ongoing guidance as organizations scale, adapt to new regulations, or enter new marketsWhat that looks like in practice:* Taking a hard look at current policies and finding what’s missing (and what’s unnecessary)* Translating insurance jargon into clear, practical decisions* Staying alongside clients as they grow, pivot, or face new challengesI’m big on relationships and straight talk—no scare tactics, no overcomplicating things. Just helping organizations feel confident they’re protected so they can focus on what they actually care about: growing their business and impact.

Education

• Colorado College

  BA, Sociology

• Air Academy High School

  HS Diploma

• Syracuse University - Martin J. Whitman School of Management

  Master of Business Administration (M.B.A.), Marketing

Skills

• Event Management
• Integrated Marketing
• Advertising
• Strategic Planning
• Football
• Improv Comedy
• Entertainment
• Final Cut Pro
• Social Networking
• Improvisational Comedy
• Social Media
• Sports Marketing
• Radio
• Public Relations
• Sales
• Broadcast
• Public Speaking
• Marketing
• Digital Media
• Facebook
• Improvisation
• Creative Writing