Customer Enablement & Trainer
Overview
We are seeking a strategic and customer-focused Customer Trainer to design and deliver high-impact learning experiences that drive product adoption, internal readiness, and long-term customer success.
This role blends hands-on facilitation with program design. You will lead customer training engagements, deliver internal product education, and build scalable enablement frameworks grounded in adult learning principles. The ideal candidate is both an exceptional doer and a thoughtful architect of customer education strategy.
This position plays a critical role in accelerating time-to-value, strengthening retention, and supporting revenue growth through paid training offerings.
What Youโll Do
Lead high-impact customer training engagements during implementation and beyond, ensuring rapid time-to-value and sustained product adoption.
Design and evolve outcome-driven learning programs grounded in adult learning principles, creating engaging and effective learning experiences for both customer and internal audiences.
Deliver interactive live and virtual sessions, including paid training packages, workshops, webinars, and internal product education programs.
Translate complex product functionality into structured learning journeys tailored to different roles, use cases, and levels of expertise.
Partner cross-functionally with Implementation, Customer Success, Product, Product Marketing, and Revenue teams to align training with adoption, retention, and revenue goals.
Analyze feedback, adoption metrics, and performance data to continuously improve curriculum, scalability, and enablement effectiveness.
Contribute to the development of a scalable customer education strategy, building frameworks and resources that support long-term growth and internal readiness.
Experience
4โ7+ years in customer training, customer education, enablement, implementation, or customer success
Experience delivering live virtual and in-person training sessions
Experience designing curriculum using adult learning principles
SaaS or technology platform experience preferred
Understanding of insurance and it's unique distribution channels
Experience delivering paid training or professional services engagements preferred
Skills & Competencies
Strong facilitation and presentation skills
Deep understanding of adult learning theory and instructional design principles
Ability to translate complex systems into clear, outcome-driven learning
Confident executive-facing communication
Highly organized with strong ownership mindset
Data-informed approach to program improvement
Strong cross-functional collaboration skills
Must be able to travel up to 15% to customer sites or main headquarters (if remote)
Nice to Have
Experience with Learning Management Systems (LMS)
Instructional design experience
Certification in adult learning or training methodologies
Location Our ideal candidate will live within 25 miles of our office in Denver. Other states we're able to consider candidates in are CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MO, NC, NY, OR, PA, TN, TX, UT, VA, and WA. (We are not hiring or able to consider candidates in New York metro, Seattle metro, or the Bay Area)
Total Compensation
The following represents AgentSyncโs reasonable estimate of the range of possible compensation for this role.
๐ฐ $150K-$185K base salary
๐ฒ Annual company bonus program
โ๏ธ Equity in the form of stock options
Health Benefits
๐ฅ Medical - Cigna plans with 100% employer paid premiums on 2 plan options
๐ฆท Dental - 100% paid premium plan for you and your dependants
๐๏ธ Vision - 100% paid premium plan for you and your dependants
๐ Employee Assistance Plan
Financial Benefits
๐ฆ 401(k) retirement savings plan
๐ค HSA employer contributions
Other Benefits
๐ด Flexible PTO
๐ 12 paid holidays per year
๐ผ 12 weeks parental leave w/generous return to work stipend
Candidates: AgentSync Recruiting & Talent teams will only communicate with you using @agentsync.io email addresses. When you receive communication from AgentSync, check the email address domain to ensure you're connected with our team (and not a scammer!). We are not able to consider candidates who require a work visa now or in the future.
About the job
Apply for this position
Customer Enablement & Trainer
Overview
We are seeking a strategic and customer-focused Customer Trainer to design and deliver high-impact learning experiences that drive product adoption, internal readiness, and long-term customer success.
This role blends hands-on facilitation with program design. You will lead customer training engagements, deliver internal product education, and build scalable enablement frameworks grounded in adult learning principles. The ideal candidate is both an exceptional doer and a thoughtful architect of customer education strategy.
This position plays a critical role in accelerating time-to-value, strengthening retention, and supporting revenue growth through paid training offerings.
What Youโll Do
Lead high-impact customer training engagements during implementation and beyond, ensuring rapid time-to-value and sustained product adoption.
Design and evolve outcome-driven learning programs grounded in adult learning principles, creating engaging and effective learning experiences for both customer and internal audiences.
Deliver interactive live and virtual sessions, including paid training packages, workshops, webinars, and internal product education programs.
Translate complex product functionality into structured learning journeys tailored to different roles, use cases, and levels of expertise.
Partner cross-functionally with Implementation, Customer Success, Product, Product Marketing, and Revenue teams to align training with adoption, retention, and revenue goals.
Analyze feedback, adoption metrics, and performance data to continuously improve curriculum, scalability, and enablement effectiveness.
Contribute to the development of a scalable customer education strategy, building frameworks and resources that support long-term growth and internal readiness.
Experience
4โ7+ years in customer training, customer education, enablement, implementation, or customer success
Experience delivering live virtual and in-person training sessions
Experience designing curriculum using adult learning principles
SaaS or technology platform experience preferred
Understanding of insurance and it's unique distribution channels
Experience delivering paid training or professional services engagements preferred
Skills & Competencies
Strong facilitation and presentation skills
Deep understanding of adult learning theory and instructional design principles
Ability to translate complex systems into clear, outcome-driven learning
Confident executive-facing communication
Highly organized with strong ownership mindset
Data-informed approach to program improvement
Strong cross-functional collaboration skills
Must be able to travel up to 15% to customer sites or main headquarters (if remote)
Nice to Have
Experience with Learning Management Systems (LMS)
Instructional design experience
Certification in adult learning or training methodologies
Location Our ideal candidate will live within 25 miles of our office in Denver. Other states we're able to consider candidates in are CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MO, NC, NY, OR, PA, TN, TX, UT, VA, and WA. (We are not hiring or able to consider candidates in New York metro, Seattle metro, or the Bay Area)
Total Compensation
The following represents AgentSyncโs reasonable estimate of the range of possible compensation for this role.
๐ฐ $150K-$185K base salary
๐ฒ Annual company bonus program
โ๏ธ Equity in the form of stock options
Health Benefits
๐ฅ Medical - Cigna plans with 100% employer paid premiums on 2 plan options
๐ฆท Dental - 100% paid premium plan for you and your dependants
๐๏ธ Vision - 100% paid premium plan for you and your dependants
๐ Employee Assistance Plan
Financial Benefits
๐ฆ 401(k) retirement savings plan
๐ค HSA employer contributions
Other Benefits
๐ด Flexible PTO
๐ 12 paid holidays per year
๐ผ 12 weeks parental leave w/generous return to work stipend
Candidates: AgentSync Recruiting & Talent teams will only communicate with you using @agentsync.io email addresses. When you receive communication from AgentSync, check the email address domain to ensure you're connected with our team (and not a scammer!). We are not able to consider candidates who require a work visa now or in the future.