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Insurance Sales Trainer Jobs in Wisconsin (NOW HIRING)

Storm Guard

Sales Trainer

Madison, WI · On-site

$80K - $150K/yr

Vision insurance Sales Trainer Storm Guard Roofing & Construction - Madison, WI Develop People. Drive Performance. Build a Winning Sales Team. Storm Guard Roofing & Construction is seeking a high ...

Storm Guard Madison

Sales Trainer

Madison, WI · On-site

$80K - $150K/yr

Vision insurance Sales Trainer Storm Guard Roofing & Construction - Madison, WI Develop People. Drive Performance. Build a Winning Sales Team. Storm Guard Roofing & Construction is seeking a high ...

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All JobsInsurance Sales Trainer JobsInsurance Sales Trainer Jobs in Wisconsin

Insurance Sales Trainer information

See Wisconsin salary details

$23.7K

$69.2K

$124.7K

How much do insurance sales trainer jobs pay per year?

As of Jul 27, 2026, the average yearly pay for insurance sales trainer in Wisconsin is $69,249.00, according to ZipRecruiter salary data. Most workers in this role earn between $50,500.00 and $80,700.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the Insurance Sales Trainer position, and why are they important?

To thrive as an Insurance Sales Trainer, you need a deep understanding of insurance products, sales processes, and adult learning principles, typically backed by experience in insurance sales and training certifications. Familiarity with learning management systems (LMS), CRM software, and virtual meeting platforms is important for delivering and tracking training programs. Strong interpersonal skills, motivational abilities, and clear communication help trainers engage trainees and foster a productive learning environment. These combined skills ensure effective knowledge transfer, improved sales performance, and alignment with organizational goals.

What are some common challenges Insurance Sales Trainers face and how can they overcome them?

Insurance Sales Trainers often encounter challenges such as engaging diverse groups of learners with varying levels of experience and keeping training content current with regulatory and product changes. Successful trainers address these challenges by employing interactive training techniques, leveraging technology for blended learning, and regularly updating materials in collaboration with product and compliance teams. Building strong relationships with sales teams helps trainers understand specific needs and customize their approach accordingly. By staying adaptable and proactive, trainers can ensure continuous improvement in both their own methods and in the performance of the sales teams they support.

What is an Insurance Sales Trainer job?

An Insurance Sales Trainer is responsible for educating and coaching insurance sales agents to improve their performance and product knowledge. They develop training programs, conduct workshops, and provide ongoing support to enhance sales techniques and customer service skills. Trainers often stay updated on industry trends, company policies, and regulatory requirements to ensure agents are well-informed. Their goal is to increase sales effectiveness, boost agent confidence, and ensure compliance with industry standards.

What are the most commonly searched types of Insurance Sales Trainer jobs in Wisconsin? The most popular types of Insurance Sales Trainer jobs in Wisconsin are:
What are popular job titles related to Insurance Sales Trainer jobs in Wisconsin? For Insurance Sales Trainer jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Insurance Sales Trainer jobs in Wisconsin look for? The top searched job categories for Insurance Sales Trainer jobs in Wisconsin are:
Insurance Sales Trainer jobs near you
Infographic showing various Insurance Sales Trainer job openings in Wisconsin as of July 2026, with employment types broken down into 83% Full Time, 8% Part Time, 4% Temporary, and 5% Contract. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $69,249 per year, or $33.3 per hour.
Sales Trainer

Sales Trainer

Storm Guard

Madison, WI • On-site

$80K - $150K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Posted yesterday

Job description

Benefits:
  • 401(k)
  • Bonus based on performance
  • Competitive salary
  • Health insurance
  • Paid time off
  • Vision insurance

Sales Trainer
Storm Guard Roofing & Construction - Madison, WI
Develop People. Drive Performance. Build a Winning Sales Team.
Storm Guard Roofing & Construction is seeking a high-performing Sales Trainer to help recruit, develop, coach, and elevate our growing sales organization.
This is a leadership-focused role designed for someone who has a proven sales background and enjoys helping others succeed. You will be responsible for onboarding new hires, conducting interviews, leading roleplay sessions, developing new training initiatives, retraining underperforming team members, and working closely with leadership to improve overall sales performance.
If you are passionate about coaching, accountability, and helping sales professionals reach their full potential, we'd like to speak with you.
Compensation & Benefits
  • $80,000 - $150,000+ annually
  • Performance-based bonuses and incentives
  • Medical, Dental, and Vision Insurance
  • 401(k) with company match
  • Paid Time Off (PTO)
  • Paid Holidays
  • Gym membership reimbursement
  • Costco membership reimbursement
  • Company-provided technology and training resources
  • Ongoing professional development
  • Advancement opportunities into senior leadership positions

Schedule
Monday - Friday
8:00 AM - 5:00 PM
Some flexibility may be required for occasional recruiting events, interviews, ride-alongs, training sessions, and team meetings.
What You'll Do
  • Recruit and interview sales candidates
  • Conduct onboarding and new-hire training
  • Lead daily, weekly, and monthly roleplay sessions
  • Create and implement new sales training programs
  • Retrain and coach existing sales team members
  • Conduct ride-alongs and field coaching sessions
  • Develop scripts, training materials, and best practices
  • Track individual and team performance metrics
  • Collaborate with leadership to improve sales processes
  • Lead sales meetings and skill-development workshops
  • Help build a culture of accountability, growth, and continuous improvement

What We're Looking For
  • Proven experience in sales leadership, sales training, or sales management
  • Strong coaching and mentoring skills
  • Excellent communication and presentation abilities
  • Experience conducting interviews and hiring sales talent
  • Ability to identify performance gaps and develop improvement plans
  • Strong organizational and time-management skills
  • Results-driven mindset with a focus on accountability and growth
  • Ability to motivate and inspire others to perform at a high level

Preferred Experience
  • Roofing sales
  • Exterior remodeling sales
  • Home improvement sales
  • Construction sales
  • Outside sales leadership
  • Sales management and recruiting

What Success Looks Like
  • New sales hires ramp up quickly and consistently
  • Increased close rates and sales performance across the team
  • Strong onboarding and coaching systems
  • Continuous development and accountability within the sales organization
  • Improved recruiting, retention, and revenue growth

Why Storm Guard?
For over 20 years, Storm Guard has built a reputation for integrity, professionalism, and exceptional customer service. We believe our people are our greatest competitive advantage and invest heavily in training, development, and leadership growth.
This role offers the opportunity to directly impact company growth while helping others build successful and rewarding careers.
Ready to Build a Winning Team?
If you're passionate about leadership, coaching, and sales excellence, we'd love to hear from you.
Apply today and help shape the future of Storm Guard Roofing & Construction
Compensation: $80,000.00 - $150,000.00 per year
Storm Guard is seeking competitive, motivated and goal oriented individuals to join our family. We are a rapidly growing organization with great opportunities for motivated and hard working professionals who have interest in building a successful career by assisting customers in time of need.

Apply