Technical Trainer - SaaS Training & Content Pro

Insurance powers almost everything, and yet the systems behind it are still held together with spreadsheets and manual processes. Agent Sync is fixing that. We build modern infrastructure for carriers, agencies, and MGAs that makes compliance automatic and growth possible.

Agent Sync is looking for a Technical Trainer to join our Learning & Development team. This role is about ensuring our customers can fully utilize Agent Sync by providing high-quality, customer-facing technical training and content. You'll own technical training delivery and the production/maintenance of technical content assets, work directly with our customers and cross‑functional teams like Implementation and Customer Success, and have the kind of scope that's hard to find outside an early‑stage company.

We move fast, we build with intention, and we expect everyone on the team to bring their full capability to the work, including knowing when and how to use AI to do it better.

If you want to build something that actually matters for an industry that's ready for change, keep reading.

This role is the execution engine for all customer‑facing technical training, responsible for delivering training during implementation, supporting customers through the onboarding experience, and producing and maintaining the technical content assets that support learning at every stage of the customer journey.

This is a collaborative, customer‑facing role that sits at the intersection of product knowledge, instructional delivery, and cross‑functional partnership. The right person is comfortable in front of customers, works well across teams, and takes pride in producing clear and accurate technical content. You will work closely with the L&D Manager and operate within an established program structure, standards, and strategy.

• Deliver technical product training and facilitate sold training packages to customers, both virtually and in person, adapting delivery to the technical proficiency of each audience.
• Produce and maintain Iorad videos, technical product walkthroughs, and develop customer‑facing workflow guides and technical documentation.
• Partner with Implementation, Customer Success, and Solutions Engineering teams to ensure training is aligned with the customer’s onboarding timeline and goals.
• Collaborate with the L&D Manager and internal SMEs to translate product releases and changes into updated training experiences and content.
• Maintain accuracy, consistency, and quality across all technical production assets in learning platforms like Learn Upon, adhering to established content standards.
• Travel 20% for onsite customer classroom sessions and implementation kickoffs.

• 5 years of experience delivering technical or product training to customers or end users in a SaaS environment.
• Comfort facilitating live training sessions, both virtually and in person, for varying audience sizes and technical backgrounds.
• Experience producing technical content such as Iorad videos, screen recordings, or step‑by‑step technical walkthroughs.
• Strong cross‑functional collaboration skills—you know how to work with Implementation, Customer Success, and Product teams without losing momentum.
• High attention to detail and ability to follow established content standards consistently.
• A strong track record of problem solving and a “roll up your sleeves” mentality.
• Actively using AI tools to improve the quality and speed of your work, and can speak to specific ways you’ve integrated them into how you get things done.

• Experience in Insurtech or compliance‑adjacent industries
• Familiarity with Agent Sync or insurance distribution and licensing workflows
• Experience supporting customer implementations or onboarding programs
• Experience working in a lean team or startup environment

Agent Sync started in 2018 with one conviction: compliance shouldn’t be this hard. It should enable it. We’re a venture‑backed category‑defining SaaS company headquartered in Denver. We’ve raised $161 million from investors including Craft Ventures, Valor Equity Partners, and Marc Benioff.

Our culture runs on four values: customer love, inspire…