Education Training Specialist

Comply is the leading provider of compliance SaaS and consulting services for the global financial services sector. With more than 5,000 clients and hundreds of employees across the globe, Comply empowers Chief Compliance Officers and their teams to proactively manage regulatory obligations, mitigate risk, and scale with efficiency and confidence.

Comply serves thousands of global financial services clients including broker-dealers, insurers, investment banks, private funds, RIAs, and wealth managers who rely on Comply offerings to power their compliance programs.
To learn more about Comply, visit

Comply is looking for a Training Specialist to help thousands of Comply customers turn product knowledge into confident, daily use. Comply is the champion for compliance professionals, serving more than 7,000 clients globally by merging technology, consulting, and education. This role sits on our Customer Success team, at the front line of customer adoption. You’ll spend most of your time in 1:1 training sessions tailored to each customer’s role, goals, and experience, and you’ll also lead webinars, workshops, and office hours that reach many customers ’ll own the training experience end to end, from scheduling to follow-up, and use customer feedback and data to keep making it better.

It’s a role built for someone early in their career who loves teaching and wants hands‑on experience with customers at scale, with real potential for advancement as you grow.

You’ll love this role if you love teaching and can explain complex topics clearly to whoever is in front of you- and you’re patient, curious, organized, and energized by learning new software and new subject matter.

• Deliver 1:1 training sessions tailored to each customer’s role, goals, and level of experience.
• Lead webinars, workshops, and office hours that help customers adopt Comply products and get value from them.
• Build deep knowledge of Comply products and how they map to client workflows and regulatory needs.
• Customize Customer Education content (decks, demos, guides) for specific audiences, and recommend improvements based on what you see in sessions.
• Partner with the Customer Education leader to keep training resources accurate, current, and professional.
• Own your training calendar end to end: scheduling, preparation, reminders, and follow-up so customers leave with clear next steps.
• Track attendance, completion, and customer feedback, and use the results to refine session formats and topics.
• Flag risks and opportunities you hear in sessions (low adoption, frustration, expansion interest) to CSMs and account partners, and relay recurring questions and product gaps to Support and Product.
• Log training activity and outcomes accurately in Gainsight and other internal systems, and contribute to team projects that improve how we train our largest customer base.

• You’ve ramped on Comply’s products and the compliance challenges our clients face, and you’re running 1:1 sessions on your own.
• You’ve led your first webinars, workshops, or office hours and built a reliable scheduling-to-follow-up rhythm.
• You’re tracking attendance, completion, and feedback, and using it to improve session formats and topics.

• 0–2 years of experience in training, customer support, customer success, teaching, or a similar customer-facing role.
• Exceptional verbal and written communication, and comfort presenting to both small and large groups.
• The ability to explain complex topics simply to audiences with different levels of knowledge.
• Strong organization and attention to detail across many scheduled sessions.
• Proficiency with Teams, the Microsoft Suite, and webinar…