Senior Training and Development Specialist

IMA Financial Group, Inc.; Brattleboro (VT); Remote; USD 70,000 - 90,000; Full time

Benefits offered by this job

Annual Bonus

Stock Purchase

Medical Plans

Dental

Vision

401(k)

Life/AD&D

Paid Time Off

Flexible Work Options

Paid Holidays

Well-Being Stipend

Personal and Professional Development

Job summary

IMA Financial Group, Inc. in Brattleboro, Vermont is seeking a Senior Training and Development Specialist to lead the training, development and coaching program for our new hires and service team members.

The role offers remote work with essential travel to deliver in-person training within the service area. The position requires instructional design expertise, ability to measure training impact through metrics, and experience in the Property & Casualty insurance field.

Qualifications

• Minimum 3–5 years training, development and facilitation experience.
• Experience in the Property & Casualty Insurance Industry is required.
• Fluency with instructional design principles and their practical application.
• Ability to prepare training materials in multiple formats.
• Active Property & Casualty license within 90 days of hire.

Responsibilities

• Lead training, development and coaching program for new hires and service team members.
• Design, deliver and analyze training to maximize team potential and client service quality.
• Travel within the service area to deliver in-person training and team-building sessions.

Skills

Instructional design

Training delivery

Facilitation

Remote collaboration

Change management

Tools

Applied Epic

Job description

Senior Training and Development Specialist

Offices: Brattleboro, New Hampshire, Remote - US, Vermont

Department: Personal Lines

Type: Full-Time

Updated: Oct 12, 2026

Join Our Team!

Our Personal Lines Division is currently seeking a Senior Training and Development Specialist who will lead the training, development and coaching program for our new hires and service team members.

• Our training program aims to maximize team potential, client service quality, and operational efficiency while ensuring compliance.


• The ideal candidate possesses a solid grasp of instructional design principles and their practical application, coupled with proven expertise in developing and analyzing metrics to assess training effectiveness and impact.


• While this position has the flexibility to be primarily remote, your willingness to travel within our service area to deliver in-person training, collaboration and team building is essential to the success of this position.

What You Bring:

• Creative self-starter who seeks opportunities to engage others and accomplish meaningful work.


• Someone who effectively manages multiple initiatives while collaborating effectively in a virtual and in-person setting.


• A minimum three-to-five years training, development and facilitation experience including preparing training materials in a variety of instructional formats.


• Experience working within the Property & Casualty Insurance Industry is required.


• Fluency with application management systems, specifically Applied Epic, will be highly valuable to this role.


• An active Property & Casualty License is required within the first 90 days of hire and must be maintained.

Salary Range

$70,000—$90,000 USD

Compensation & Benefits

Being a part of IMA has its benefits. When you become part of the IMA family, you become eligible to take part in our valuable benefits and rewards package designed to benefit you, your family, and your life. Our plans are cost-effective, convenient and provide progressive ways for staying healthy, protecting loved ones, pursuing financial security and living a full and balanced life. This role is eligible for the following:

• Annual Performance Bonus


• Stock Purchase


• Medical Plans


• Prescription Drugs


• Dental


• Vision


• Family Assistance Program


• FSA


• HSA


• Pre-Tax Parking Plan


• 401(k)


• Life/AD&D


• Accident


• Critical Illness


• Hospital Indemnity


• Long Term Care


• Short-term Disability


• Long-term Disability


• Business Travel Accident


• Identity Theft


• Paid Time Off


• Flexible Work Options


• Paid Holidays


• Sabbatical


• Gift Matching


• Well-Being Stipend


• Personal and Professional Development

These benefits do not apply to internship roles.

Why Join IMA?

We’ve built a reputation for putting our associates first

What if we told you that you could be an integral part of an entrepreneurial, expanding company, develop lasting relationships, earn competitive benefits, plus claim part ownership? It’s this unique ownership business model that makes working at IMA so appealing.

We work in teams. We sell in teams. We win and prosper as a team

We provide support systems and resources that enable each of our associates to focus on what they do best. And as an independent company based in the Midwest, we’re big enough to write business all over the world and small enough to implement your ideas quickly.

We are recognized nationally as a leader in our industry

• Business Insurance Magazine – Best Places to Work in Insurance


• US Insurance Awards – Community Outreach Project of the Year


• U.S. Chamber of Commerce Citizen Awards – Best Corporate Steward finalist


• Inc. Magazine Best Workplaces


• Inc. 5000 – List of Fastest Growing Companies


• Alaska Journal of Commerce – Best Workplaces in Alaska


• Charlotte Business Journal – Best Places to Work


• Civic 50 Colorado Honoree Recognizing 50 Most Community-Minded Companies


• Connecticut Top Workplaces


• Dallas Business Journal – Best Places to Work


• Denver Business Journal – Best Places to Work


• Denver Business Journal – Fast 50


• Kansas City Business Journal – Best Places to Work


• Los Angeles Business Journal – Best Places to Work


• Puget Sound Business Journal – Washington’s Best Workplaces


• Tampa Bay Times – Best Workplaces


• The Salt Lake City Tribune Top Workplaces


• Utah Business – Best Places to Work


• Wichita Business Journal – Best Places to Work

This Job Description is not a complete statement of all duties and responsibilities comprising this position.

The IMA Financial Group, Inc. provides equal employment opportunities (EEO) to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability or genetics. In addition to federal law requirements, The IMA Financial Group, Inc. complies with applicable state and local laws governing nondiscrimination in employment in every location in which the company has facilities.