Senior Learning Designer

This role exists to turn bold program visions into high-impact learning experiences that scale Dent’s impact across our global entrepreneur community.

Reports to : Mike Reid - Head of Product, responsible for program vision, methodology, and product strategy.

Location : 100% Remote - Eastern US / EMEA time zones preferred.

Team Structure : You’ll collaborate closely with Mike (Head of Product), the Customer Success team, and creative contributors across Dent.’s programs. Together, you’ll transform ideas, data, and feedback into content that’s consistent, scalable, and deeply impactful.

You’ll join a small, high-performing global team that thrives on trust, clarity, and creativity.

We work asynchronously across borders - but when we come together, it’s electric!

You’ll design, develop, and continuously evolve the curriculum for all core programs - ensuring every sprint, lesson, and activity reflects Dent.’s methodology, brand voice, and measurable learning outcomes.

Key Accountabilities

Multi-Program Curriculum Development : Turn Mike’s vision into executable learning content for each program tier.

AI-Assisted Content Creation : Use tools like ChatGPT and Claude to prompt, refine, and co-create learning materials - producing draft content for review and approval.

Learning Experience Design : Architect the learner journey across segments, ensuring relevance, flow, and retention.

Content Quality & Consistency : Maintain alignment with Dent.’s methodology and tone across programs and audiences.

Feedback Integration : Partner with Customer Success to identify improvement opportunities and implement enhancements.

This role is a critical leverage point - shifting Mike’s contribution from “creator” to “curator,” and amplifying the reach, quality, and speed of program innovation across the entire product suite.

A BIT ABOUT YOU...

You understand it. You love it. You can crush it.

You’re an exceptional learning designer, writer, and systems thinker who thrives on turning complex ideas into structured, inspiring learning experiences. You understand how adults learn, how entrepreneurs think, and how AI can accelerate both

What you bring

Strong alignment with our core values — Be Brave, Have Fun, Make a Dent.

5+ years’ experience in instructional or learning design, preferably within adult or professional development.

Proven ability to design clear, engaging, and tiered curriculum content across multiple audiences.

Exceptional writing and editing skills — you know how to simplify complexity without losing depth.

High fluency with AI tools (ChatGPT, Claude) and confidence in prompt engineering to accelerate content creation.

Systems thinker who loves structure, documentation, and continuous improvement.

Ownership mindset — accountable, proactive, and comfortable managing multiple priorities independently.

Comfortable with transparency, feedback, and open communication — you thrive in a culture of clarity and trust.

Bonus points for...

Experience in fast-paced, founder-led or entrepreneurial organisations.

Familiarity with frameworks like EOS or other structured operating systems.

Experience creating blended learning experiences (live, digital, and self-paced).

Data-driven mindset — you use feedback and metrics to iterate and improve.

Background in professional coaching, business education, or content strategy.