Systems Trainer

Role Details

Job Title: Systems Trainer

Location: Maple Grove, MN / Lenexa, KS / West Des Moines, IA / Fresno, CA / Amarillo, TX / Remote

Reports To: Director of Strategy and Project Management

Employment Type: Full Time

Job Requisition ID: 2026-274

Requisition Begin Date: 03/24/2026

Requisition End Date: 05/24/2026 (Posting may close earlier if filled or business needs change.)

Role Overview

ProAg is seeking a strategic, collaborative Systems Trainer to join our team and play a key role in strengthening operational performance across the organization. In this role, you’ll partner closely with stakeholders throughout operations, sales, and other internal departments to design, develop, and deliver training programs that support product launches, system enhancements, and ongoing business needs. Your work will directly influence system adoption, user confidence, and organizational effectiveness.

As a trusted training expert, you will create learning materials, facilitate both in‑person and virtual training sessions, support new and existing customers on key systems, and ensure that training initiatives align with business goals. This role requires strong communication skills, instructional agility, and the ability to manage multiple projects simultaneously.

This position may report to any of ProAg’s offices but can be fully remote as well. Dependent on location, travel may be required up to 10% of the time.

In This Exciting Opportunity, You Will

• Leverage problem-solving skills to ensure training delivers on intent and maintain key documentation
• Forge relationships with key stakeholders to ensure the delivery of commitments and work as a team member with operations, sales, and other internal departments
• Identify ways to improve and streamline the training process
• Prepare/modify the delivery setting to ensure the environment is conducive to learning
• Facilitate classroom and virtual learning aligned with learning materials
• Apply training/instructional methods and procedures appropriate to the audience and topic
• Modify instructional strategies as needed during delivery to achieve learning goals
• Provide post-session follow-up and learner support as needed to enable learning transfer
• Execute two or more learning delivery projects simultaneously
• Manage logistics and scheduling for virtual and traditional classroom learning
• Oversee learning program announcements, preparation, and launch
• Monitor enrollments, maintain waitlists, and record completions/no-shows/scores through the LMS to conduct ongoing research and analyze how each system can best benefit internal and external stakeholders
• Conduct User Acceptance Testing from a sales perspective, provide timely feedback and positive potential solutions on issues and results
• Lead demonstrations of systems and processes
• Ability to identify gaps in project portfolios and determine and recommend a course of action to be taken utilizing ProAg’s process Perform frequent checks for learner understanding
• Act as a gatekeeper for Sales and provide troubleshooting assistance for both internal and external users of ProAg system platforms and see problems through to resolution
  
  

What You Bring

• Approximately 5 years of Systems Training experience
• Experience working in the Crop Insurance Industry
• A Bachelor’s degree in Agriculture or related field, or the equivalent education and/or experience
• Excellent written and verbal communication skills, including the ability to develop and deliver content
• Fantastic ability to communicate issues and recommendations effectively to stakeholders
  
  

What We Offer

• Competitive salary and comprehensive benefit package
• Strong learning culture with ongoing development opportunities
• Opportunities for growth and career advancement
• Comprehensive medical, vision, and dental coverage, with eligibility beginning on your first day of employment
• Basic life and disability insurance
• 401(k) plan with 6% company match
• 20 days of PTO, three floating holidays, approximately 10 paid holidays, and volunteer time off
• Paid parental leave
• Access to our award-winning wellness program, including mental health services, fitness network membership, and a complimentary Headspace subscription
• Student loan matching program
• Employee discount program
• An opportunity to do meaningful work and love what you do
  
  

What We Represent

A career with purpose. Our crop insurance professionals work each day to bring peace of mind and protection to American farmers and ranchers. Join a team who truly cares.

• Part of something bigger: We offer a career with purpose as you support the farmers and ranchers who create food, fuel, and fiber for the world.
• Personal connections: We are built on strong relationships and appreciation of your individuality.
• A team who cares: We look out for each other personally and professionally because we care about each other.
• Innovators by trade: We’re committed to a brighter tomorrow for our team members and agriculture.
• The best of both worlds: We combine personal connections with powerful resources, thanks to our culture and the backing of Tokio Marine HCC.
  
  

The Company

ProAg, a member of the Tokio Marine HCC group of companies, is positioned as a financially strong and well-capitalized insurer with an AM Best rating of A . With 100 years of service to our agents & insureds, we stand committed to continuing the principles that ProAg was founded on: Integrity, Loyalty, and Customer Service.

Tokio Marine HCC is a leading specialty insurance group with offices in the United States, the United Kingdom, Europe, and other exciting locations. With the strength and stability that comes from being a member of the Tokio Marine Group, and more than fifty years of growth, profitability, and stability, we offer important insurance products that most people don’t even know exist. Every policy we write is special, enabling our clients to do amazing things.

Pay Transparency

The pay range for this position is $62,200 - $125,500, which includes geographic adjustments, where applicable. The pay range is the range THMCC, in good faith, believes is the range of compensation for this role at the time of this posting. The hired applicant will be offered pay within the entire range based on the candidate’s geographic location, qualifications, work experience, education, and/or skill level. The Company is fully committed to ensuring equal pay opportunities for equal work regardless of color, race, sex, national origin, sexual orientation, religion, age, veteran status, disability, pregnancy, citizenship status, genetic information, or any other basis protected by federal, state, or local pay equity laws.

Disclaimer

As an insurance company, we comply with certain federal, state and local laws such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC

• 1033(e)), which restricts our ability to employ individuals with certain types of criminal convictions. Where not restricted by law and for criminal history not covered by this law, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law.
  
  

You do not need to disclose your criminal history or participate in a background check until a conditional job offer is made to you. After making a conditional offer and running a background check, if the Company is concerned about a conviction that is directly related to the job, you will be given the chance to explain the circumstances surrounding the conviction or challenge the accuracy of the background report. The Company will consider for employment all qualified applicants, including those with criminal histories, in a manner consistent with the requirements of applicable federal, state and local laws, such as the Violent Crime Control and Law Enforcement Act of 1994 (18 USC

• 1033(e))(the “VCCLEA”), which restricts financial institutions and insurers such as TMHCC from employing individuals with certain types of criminal convictions. Where the hiring and employment of individuals is not restricted by the foregoing, the Company will consider qualified applicants with arrest or conviction history in compliance with applicable law such as the California Fair Chance Act, the Los Angeles Fair Chance Initiative for Hiring Ordinance, the Los Angeles County Fair Chance Ordinance, the San Diego Fair Chance Ordinance, and the San Francisco Fair Chance Ordinance.]
  
  

Equal Opportunity Employer

TMHCC is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to age, ancestry, citizenship, color, family or medical care leave, gender identity, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran or military status, race, ethnicity, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable local laws, regulations and ordinances.

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