Senior Customer Enablement & Training Manager

About This Role

AgentSync is a powerful, easy\-to\-use Compliance as a Service solution, directly integrating regulatory database sources of truth (i.e. NIPR, FINRA) with core business systems (i.e. Salesforce) so we can automate the critical business processes associated with these compliance requirements.

We’re a new\-school solution tackling an age\-old, ubiquitous problem with smart technology and automation in a market full of inefficient, high\-cost solution options \- spreadsheets, manual processes, legacy software, more headcount, outsourcing, etc.

Overview

We are looking for a strategic, high\-energy Senior Customer Enablement \& Training Managerto bridge the gap between "buying the software" and "mastering the platform." You won't just be teaching people which buttons to click; you will be the architect of the customer’s "Aha!" moment and the internal guardian of product fluency.

In this role, you will lead structured training engagements throughout the customer journey including during the critical onboarding phase and during subsequent pivotal moments in the lifecycle.

What You’ll 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

• 7\+ years in customer training, customer education, enablement, implementation, or customer success
• Experience delivering live virtual and in\-person training sessions
• Experience designing \& packaging training programs that increase speed to value for customers
• Deep understanding of adult learning principles/methodologies
• 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 AgentSync’s reasonable estimate of the range of possible compensation for this role.

$150K\-$185K base salary

Annual company bonus program

• ️ Equity in the form of stock options

Health Benefits

Medical \- Cigna plans with 100% employer paid premiums on 2 plan options

Dental \- 100% paid premium plan for you and your dependants

️ Vision \- 100% paid premium plan for you and your dependants

Employee Assistance Plan

Financial Benefits

401(k) retirement savings plan

HSA employer contributions

Other Benefits

Flexible PTO

12 paid holidays per year

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.