Edtech.com's Summary

Pilot.com is hiring a Learning Experience Designer, Partner Enablement to develop engaging self-serve training materials that help Local Partners onboard clients and manage financial workflows independently. This part-time, temporary role involves creating step-by-step guides, videos, and interactive content while collaborating with internal teams to ensure alignment with product updates and partner needs.

Highlights

Design training modules for Local Partners on client onboarding, financial management, and feature usage.
Create step-by-step guides, how-to videos, and visual explainers to simplify complex processes.
Develop a self-serve learning experience enabling partners to learn and troubleshoot independently.
Collaborate with Product, Partner Ops, and Sales teams to align content with product updates.
Maintain and update training materials using a repeatable framework.
Requires 3+ years experience in Learning & Development, Product Enablement, or Instructional Design, preferably in SaaS/startups.
Strong skills in creating video-based and interactive learning materials.
Familiarity with tools such as Loom, Notion, Canva, Captivate, Articulate is preferred.
Compensation ranges between $39/hour and $81/hour, depending on experience.
Pilot serves over 2,000 customers providing integrated bookkeeping and financial management services.

Learning Experience Designer, Partner Enablement Full Description

Learning Experience Designer, Partner Enablement (Part-Time, Temporary)

at Pilot.com (View all jobs)

Remote

The Role

We’re looking for a Product Training & Enablement Specialist to design an engaging self-serve learning experience for our Local Partners. This person will help our partners confidently onboard and manage their own clients using our software—through clear, structured, and easy-to-follow content.

You’ll create step-by-step guides, how-to videos, and explainers that walk partners through key workflows and features. Your work will help transform complex tools into intuitive learning experiences that empower partners to be self-sufficient and successful.

This role will be part-time (about 20 hours a week) for a duration of 6 months.

Key Responsibilities

Learn our platform deeply to understand the partner and client experience.
Develop training modules that teach Local Partners how to:
- Onboard new clients using the software
- Manage client financials month-to-month
- Navigate common workflows and product features
Create step-by-step guides, how-to videos, and visual explainers that make complex processes simple.
Build an intuitive self-serve experience, ensuring partners can independently learn and troubleshoot.
Collaborate with internal stakeholders (Product, Partner Ops, Sales) to align content with product updates and partner needs.
Establish a repeatable framework for maintaining and updating training materials
Works closely with Partner and Product teams, but largely independent in execution

About you

Must-haves:

3+ years in Learning & Development, Product Enablement, or Instructional Design (preferably SaaS or startup environment)
Strong experience creating video-based and interactive learning materials
Ability to translate complex product workflows into accessible, engaging content
Excellent communication skills—clear, concise, and visually oriented
Comfortable working independently and iteratively

Nice-to-haves:

Experience with partner or customer enablement programs
Familiarity with learning tools (Loom, Notion, Canva, Captivate, Articulate, etc.)
Background in finance, accounting, or business operations

About Pilot

Pilot launched in 2017 to bring the back office into the modern era. Pilot provides small businesses with dedicated finance experts - which Pilot hires as full-time, U.S.-based employees - who learn the ins-and-outs of their business. Pilot integrates directly with the billing, banking, expense, and payroll systems customers already use. With a special blend of custom software and expert bookkeepers, Pilot delivers accurate, consistent bookkeeping and financial management and tax services that give entrepreneurs the freedom to focus on their business.

Pilot has over 2,000 customers and has raised over $170 million in financing from Sequoia, Index Ventures, Stripe, Bezos Expeditions, and Whale Rock. Our investors also include a long list of world-class entrepreneurs, including Patrick and John Collison, Drew Houston, and Diane Greene. Our most recent funding round doubled our valuation to $1.2 billion – Meet Fintech’s Newest Unicorn.

Why Pilot?

The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox)
Drive impact and change the trajectory of Pilot - we’re small enough that your work makes a big difference in Pilot’s success
All federal holidays are observed
401(k) plan

The base pay range target for the role seniority described in this job description is between $39/hour - $81/hour. Final offer amounts depend on multiple factors such as candidate experience and expertise, geographic location, total compensation, and market data. In addition to cash pay, full-time regular positions are eligible for equity, 401(k), health benefits, and other benefits; some of these benefits may be available for part-time or temporary positions.

Pilot commits to provide a work environment free of discrimination and harassment, as well as equal employment opportunity regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity or Veteran status. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. You may view all of Pilot’s recruiting notices here, including our EEO policy, recruitment agency policy, recruitment scam notice, and important E-Verify information.

Original Job Description

Learning Experience Designer, Partner Enablement (Part-Time, Temporary)

at Pilot.com (View all jobs)

Remote

The Role

This role will be part-time (about 20 hours a week) for a duration of 6 months.

Key Responsibilities

Learn our platform deeply to understand the partner and client experience.
Develop training modules that teach Local Partners how to:
- Onboard new clients using the software
- Manage client financials month-to-month
- Navigate common workflows and product features
Create step-by-step guides, how-to videos, and visual explainers that make complex processes simple.
Build an intuitive self-serve experience, ensuring partners can independently learn and troubleshoot.
Collaborate with internal stakeholders (Product, Partner Ops, Sales) to align content with product updates and partner needs.
Establish a repeatable framework for maintaining and updating training materials
Works closely with Partner and Product teams, but largely independent in execution

About you

Must-haves:

3+ years in Learning & Development, Product Enablement, or Instructional Design (preferably SaaS or startup environment)
Strong experience creating video-based and interactive learning materials
Ability to translate complex product workflows into accessible, engaging content
Excellent communication skills—clear, concise, and visually oriented
Comfortable working independently and iteratively

Nice-to-haves:

Experience with partner or customer enablement programs
Familiarity with learning tools (Loom, Notion, Canva, Captivate, Articulate, etc.)
Background in finance, accounting, or business operations

About Pilot

Why Pilot?

The opportunity to join a seasoned founding team that has led companies through two prior successful startups and acquisitions (by Oracle and Dropbox)
Drive impact and change the trajectory of Pilot - we’re small enough that your work makes a big difference in Pilot’s success
All federal holidays are observed
401(k) plan

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Learning Experience Designer, Partner Enablement

Edtech.com's Summary

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