Onboarding & Customer Education Specialist
An amazing opportunity to join us and do your best work in the best way!
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Role: Onboarding & Customer Education Specialist
Department: Customer Success
Type: Full-time, Permanent
Reports to: Head of Customer Success
Location: UK / remote
The Role
As an Onboarding & Customer Education Specialist within Jiminny's Customer Success organization, you will be responsible for delivering our fastest-paced onboarding experience to new Jiminny customers — including free trial users — and for building the training and education programs that keep users engaged long after go-live. You will guide customers through platform setup, enablement, and launch, providing the foundational support needed to get up and running quickly and to see value fast, and you will own the ongoing training that turns new users into confident, active Jiminny users.

Who You're Committed To Being
You are an effective communicator who simplifies technical concepts and guides customers through a defined onboarding and training process.
You are a curious self-starter who proactively identifies roadblocks and provides clear solutions.
You are an active listener and customer advocate who ensures customers' goals and desired outcomes are being met.
You are a natural trainer and presenter, equally comfortable running a 1:1 kickoff call and a live group training session.
You are a collaborative and empathetic team member.
What You'll Do
Lead customers through a structured, fast-paced onboarding program focused on time to value, ensuring key milestones are met.
Onboard and support free trial customers, helping them set up quickly, experience Jiminny's value early, and move confidently toward a paid decision.
Facilitate kickoff calls, platform configuration, and launch discussions to support adoption.
Guide customers through core platform setup and customization — configuring Jiminny to fit their sales process, team structure, and reporting needs.
Deliver new user training and enablement sessions for Admins, Managers, and end users, covering core platform functionality.
Run recurring weekly group training sessions to onboard new users and drive ongoing adoption.
Create and maintain training materials — guides, decks, videos, and walkthroughs — used across onboarding and training.
Build toward and eventually own a self-serve knowledge base library for customers.
Support webinars as the education program expands, extending training reach beyond 1:1 and group sessions.
Track onboarding and training progress, monitor customer participation, and adjust guidance based on customer needs.
Work closely with Sales, Customer Success, and Support to align efforts during onboarding — including trial-to-paid handoffs — and ensure a smooth transition post-launch.
Experience You'll Bring
Experience in customer training, enablement, or instructional delivery.
Experience using SaaS platforms and the ability to navigate enterprise applications.
Strong project coordination and facilitation skills, keeping customers aligned with onboarding timelines.
Excellent written and verbal communication skills, with the ability to simplify platform functionality and best practices for non-technical audiences.
Experience creating training content (guides, decks, videos) and, ideally, maintaining a knowledge base.
Familiarity with learning technology, customer success, or professional services.
Ability to work cross-functionally with internal teams to ensure customer success.
What You'll Be Measured On
Time to value — how quickly customers are fully set up and live on Jiminny.
Free trial to paid conversion — the percentage of trial customers who convert to paying customers.
Training volume — total number of onboarding and training sessions delivered.
Adoption — new user attendance and participation in weekly training sessions.
(As the program matures) webinar reach and engagement.
What You’ll Get From Us
Competitive salary (final offer tailored based on your experience, skills and overall fit for the role)
Private medical insurance
25 days annual leave + birthday off
Extra PTO days for service milestones
Summer Fridays (half-days June–Sept)
CycleToWork scheme
Personal development via the Jiminny Academy
Employee equity scheme
Remote-first flexibility and a genuinely supportive, high-growth team
- Department
- Customer Success
- Locations
- UK
- Remote status
- Hybrid
UK
Workplace & culture
We're delighted that you're taking a look at our careers site and we hope that you find your perfect role with us, as we'd love for you to help us to keep building something special
This is a crucial time in our journey. We're obsessed with our product and it’s constantly developing to make us the best in the Sales / Revenue tech space. We're equally obsessed with providing our teams the chance to grow with us, and help them be the very best they can.
We're in it together
Diverse teams create powerful ideas. We're committed to creating an environment where everyone can thrive and we recognise that our differences can actually bring us together and allow us to get the very best work done in the best possible way.
About Jiminny
We started to build Jiminny in 2016 with just 3 founders, a ton of ideas and the drive to make a real difference to the sales coaching space. We're passionate that everyone in sales and customer success should have the chance to succeed and be the best version of themselves.
We're now at 60+ in the team and we’ve been building something amazing for our clients and our ethos is all about giving the best customer service possible. We’re also committed to creating the very best environment for our people to do their finest work and to be the best version of themselves. We’re open, kind, determined, inventive and brave and we want you to be the same.