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Ashby

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Ashby

Customer Education Program Manager, Live Learning

Ashby is seeking a Customer Education Program Manager, Live Learning to lead and shape the live-learning program as the first dedicated hire in this function. Operating…

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Role Snapshot

Hiring Now
Work arrangement
Remote
Where applicants may be
Applicants in United States only
Salary
Not specified
Apply by
Not specified
Employment type
Full-time
Experience
Not specified
Added to Jobsiz4h agoEmployer posted Oct 17, 2026
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Applications0
Apply BeforeNo deadline

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About This Role

Ashby is seeking a Customer Education Program Manager, Live Learning to lead and shape the live-learning program as the first dedicated hire in this function. Operating within the Go To Market organization, this role focuses on scaling live educational experiences for customers across all market segments. Ashby builds enterprise software designed to help talent leaders, recruiters, and hiring managers improve their hiring processes. This position requires a balance of operational…

Job Description

Ashby is seeking a Customer Education Program Manager, Live Learning to lead and shape the live-learning program as the first dedicated hire in this function. Operating within the Go To Market organization, this role focuses on scaling live educational experiences for customers across all market segments. Ashby builds enterprise software designed to help talent leaders, recruiters, and hiring managers improve their hiring processes.

This position requires a balance of operational execution and strategic vision. Responsibilities include coordinating existing Startup and RecOps live sessions under a shared calendar, designing learner-centric sessions, facilitating workshops, coaching expert presenters, managing webinar production, and maintaining the recording library. The ideal candidate possesses a strong background in customer education, enablement, or webinar program management, along with practical experience in operational details and live facilitation.

Ashby is backed by investors such as Y Combinator, Elad Gil, and Lachy Groom, and serves over 5,000 customers. The company provides a remote work environment and offers benefits including a 10-year exercise window for stock options, unlimited PTO with a recommended four weeks per year, 12 weeks of fully paid family leave in the US, an equipment budget, a monthly education budget, and fully covered health insurance premiums for US-based employees and their dependents.

Responsibilities

  • Manage the Customer Success live-learning program by uniting existing sessions under a shared calendar and consistent customer experience
  • Define processes for prioritizing, evaluating, and developing new educational ideas and reusable operating templates
  • Handle registration, reminder communications, session setup, presenter preparation, live production, surveys, and recording handoffs
  • Collaborate with presenters and Customer Education Program Managers to design session outlines, exercises, and facilitator guides
  • Coach presenters and subject matter experts to improve pacing, engagement, and handling of questions
  • Host, co-facilitate, and moderate selected learning sessions and test new formats
  • Curate and organize the live-learning recording library while coordinating publishing workflows with Marketing and Academy operations
  • Partner with Marketing on website experiences, audience communication, and packaging
  • Track registration, attendance, engagement, learner feedback, and operational effort to measure program impact

Requirements

  • Demonstrated experience owning recurring live education or a comparable customer-facing program
  • Experience managing a calendar, contributors, deadlines, and operational details such as webinars, virtual-learning platforms, registrations, and reporting
  • Ability to explain complex concepts clearly, design practical examples, and facilitate live sessions effectively
  • Skill in giving constructive feedback and coaching experts to build accessible learning experiences
  • Proficiency in exploring software workflows and learning products firsthand

Qualifications

  • Background in customer education, product training, customer success, enablement, learning design, or webinar program management
  • Familiarity with HubSpot or comparable customer management systems
  • Prior experience working at Ashby (helpful but not required)

Core Skills

Benefits

  • 10-year exercise window for stock options
  • Unlimited PTO with a recommended four weeks per year
  • 12 weeks of fully paid family leave in the US
  • Generous equipment, software, and office furniture budget
  • $100 per month education budget with larger items covered upon manager approval
  • Top-notch health insurance for US-based employees and dependents with all premiums covered

Frequently Asked Questions

Answers are based only on the employer’s listing; where it doesn’t say, neither do we.

Is this position remote?

Yes, the source posting explicitly states that the location is remote and the remote status is remote.

What is the employment type?

The position is a full-time role.

What is the salary for this role?

The salary is not stated in the job posting.

What does the interview process involve?

The interview process includes an introductory conversation with Recruiting, a hiring manager conversation, a bounded take-home exercise, a final round interview featuring a discussion of the exercise, a facilitation and coaching conversation, a cross-functional partnership conversation, and closing questions with the hiring manager.

Sample Interview Questions

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Posted by Ashby

Source: Remote First Jobs — Software Development

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Posted by employer: Oct 17, 2026

Added to Jobsiz: Oct 20, 2026

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