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Insurance Agent

Job in Fort Myers, Lee County, Florida, 33916, USA
Listing for: Glosson Region - Modern Woodmen of America
Full Time position
Listed on 2026-10-04
Job specializations:
  • Sales
Salary/Wage Range or Industry Benchmark: 35000 - 60000 USD Yearly USD 35000.00 60000.00 YEAR
Job Description & How to Apply Below
Position: Insurance Agent - Training Provided
Benefits:
  • 401(k)
  • 401(k) matching
  • Company parties
  • Dental insurance
  • Flexible schedule
  • Health insurance
  • Opportunity for advancement
  • Training & development
  • Vision insurance
Are you someone who has always had a relentless competitive spirit?

Do you thrive on challenges and achieving greatness in your career and beyond? The Glosson Region at Modern Woodmen of America is ready to add a new Associate Financial Representative to our team. We are a dedicated group of driven, ambitious professionals, eager to impact people’s lives as we rapidly expand our offices across the region.

About The Glosson Region - Modern Woodmen of America:

At the Glosson Region, our mission is to grow membership by protecting legacies for families and businesses through wise financial planning. Our vision is to build a Legacy Region that grows beyond our generation, creating lasting impact for years to come. We are guided by unwavering faith, working diligently today to shape a better future tomorrow. With relentless grit, we fight for our goals and never quit.

We foster a winning attitude, learning and helping others along the way, while embracing a growth mindset that drives both personal and professional development. We believe in the power of collaboration – when two or more work together, our growth multiplies. Join us in building a legacy that will stand the test of time.

About Modern Woodmen:

Modern Woodmen is about people. Created for our members. Owned and operated by them too. Together, we’re here for each other, for our families and for the communities we love. We are a member-owned fraternal financial services organization. Together with over 700,000 members, we’ve been touching lives and securing futures since 1883. Modern Woodmen's financial strength is anchored in a robust asset base of $17.14 billion.

Guided by a prudent investment philosophy, the organization focuses on high-quality, diversified investments with high industry ratings from A.M. Best and KBRA. With a surplus of $2.42 billion and a solvency ratio of 116.41%, Modern Woodmen is committed to ensuring additional protection for its members, affirming its dedication to long-term financial stability.

Check out the varying backgrounds of some of our local leaders:

Jarrett Glosson, Regional Director:
  • Year Started with MWA: March of 2007
  • Prior to MWA: Jarrett worked in media sales for Charter Media (now Spectrum), focusing on B2B and selling airtime.
  • Passionate About: Outside of business, Jarrett is dedicated to his church and enjoys spending time with his wife, Autumn (married for 22 years), and their dog, Benson (a miniature Bernedoodle). He loves to travel, having visited 16 countries, with Italy being his favorite. Jarrett also has a strong passion for self-development and is a fan of the Tennessee Titans.
Christopher Schults, Financial Representative:
  • Year Started with MWA: February of 2016
  • Prior to MWA: Chris previously ran his own cabinet business and was a volunteer firefighter.
  • Passionate About: Chris is deeply involved with his church and enjoys spending time with his wife, Alicia, and their three daughters. He combines his love for golf with fraternal work to give back to his community. Chris is a Tampa Bay Buccaneers fan and enjoys working out. Born and raised in Florida, he values his family and community.
Lenny Cannova, Financial Representative:
  • Year Started with MWA: February of 2014
  • Prior to MWA: Lenny was a pizza shop owner before deciding to transition into the Modern Woodmen role.
  • Passionate About: Lenny enjoys spending time with his wife, Lynn, their two daughters, and their grandchildren. He is passionate about golf, boating, and working on motorized projects such as motorcycles, ATVs, and jet skis. Lenny is a member of a boat club and loves…
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