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HopSkipDrive

Senior Learning & Development Partner

Job Summary

The role involves designing and delivering engaging training programs, including instructor-led sessions, eLearning modules, and multimedia assets, primarily focused on leadership and team development. The candidate should have over 7 years of experience in Learning & Development, with expertise in instructional design, facilitation, and program management. Responsibilities include conducting needs assessments, managing multiple projects, and evaluating program effectiveness to ensure continuous improvement. Collaboration with stakeholders and external vendors, as well as staying current with industry trends, are key components of the position.

Required Skills

Data Analysis
Cross-functional Collaboration
Stakeholder Management
Coaching
Change Management
Leadership Development
Facilitation
Instructional Design
Learning Technologies
Program Development
Multimedia Tools
eLearning Development
Learning Experience Design

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Life Insurance
Equity
Flexible Vacation
401(k)
FSA

Job Description

At HopSkipDrive, our goal is to create opportunity for all through mobility.

We’re a technology company that solves complex transportation challenges where there is a heightened need for safety, equity, and care. Through our marketplace, we connect kids, older adults, or anyone needing extra support to highly-vetted caregivers on wheels. Through our software, we solve the biggest transportation challenges facing schools and school districts around the country.

Founded by three moms as a solution to their own transportation challenges, we’ve now facilitated more than five million rides across over 17 states around the country. We continue to expand at a rapid pace, making the Inc. 5000 list four times, as well as the Deloitte 500 Fast-Growing Technology list. HopSkipDrive is a Series D company and has raised $100M in funding to date.

Who We Are

Our small but mighty Learning & Development team is dedicated to fostering a culture of continuous growth and excellence at HopSkipDrive. We are a two-person team passionate about designing and delivering impactful learning experiences that empower our employees and leaders. The Senior Learning & Development Facilitator will be instrumental in bringing best practices, upleveling our existing programs, and spearheading new initiatives to support our rapidly scaling organization. By aligning learning initiatives with business priorities, we do, and you will, support the business through the following responsibilities:

  • Design and develop comprehensive learning experiences, including instructor-led content (virtual and in-person), eLearning modules, job aids, and multimedia assets, applying adult learning principles and instructional design methodologies.
  • Facilitate engaging and impactful training sessions on a variety of topics, with a strong emphasis on leadership development, team development, and change management.
  • Conduct thorough needs assessments and analyze skill gaps to identify appropriate training solutions and lead the development of blended learning programs.
  • Manage multiple instructional development projects simultaneously, ensuring timely delivery, stakeholder alignment, and effective collaboration with cross-functional teams and external vendors.
  • Evaluate the effectiveness of training programs using data, learner feedback, and performance outcomes, continuously iterating to improve impact and demonstrate ROI.
  • Stay current with industry trends and innovations in learning technology and leadership development, integrating modern learning approaches (microlearning, social learning, LXPs, mobile learning) into program design.
  • Partner with subject matter experts (SMEs) and business leaders to translate complex information into clear, concise, and actionable learning content.
  • Proactively identify opportunities for new programming and methodologies, creating repeatable resources and frameworks to support organizational scalability.

Who You Are

You are an experienced and dynamic Learning & Development professional with a passion for creating engaging and effective learning solutions. You thrive in a fast-paced, ambiguous environment and are comfortable owning a wide range of responsibilities. You bring expertise in instructional design, learning experience design, and program development. With the following skills, you’ll make a tangible and immediate impact:

  • 7+ years of experience in a Learning & Development role, with a strong focus on instructional design, learning experience design, and program development.
  • Proven expertise in facilitating and coaching both virtually and in-person, with a track record of attracting and engaging participants.
  • Demonstrated experience in leadership development, including building, facilitating, and assessing the influence of change management and leadership development for various organizational levels.
  • Strong practical knowledge of learning technologies, including Learning Management Systems (LMS), eLearning development tools, and multimedia tools.
  • Exceptional communication, presentation, and interpersonal skills, with the ability to influence and collaborate effectively with stakeholders at all levels.
  • A data-driven mindset with experience measuring the impact of programs and iterating based on assessment scores, completion rates, and satisfaction scores.
  • Ability to thrive in ambiguity, adapt quickly to a changing environment, and strategically prioritize competing priorities.
  • Experience working with multiple third-party vendors and managing external resources.

Our Investment In You

We want you to be an owner in our company and share in executing our vision, so every full-time employee has equity. In addition, we offer flexible vacation, medical, dental, vision and life insurance, 401(k), FSA, and an opportunity to work for a uniquely positioned, VC-backed company in a hugely attractive space with significant upside potential. HopSkipDrive is proud to operate as a drug-free workplace. HopSkipDrive is also committed to fair and equitable compensation practices. The salary range for this role in Los Angeles, CA is $115,000.00 - $135,000.00. This position is remote and, as such, compensation will ultimately be in line with the location in which the position is filled. Final compensation for this role will be determined by several factors such as a candidate’s relevant work experience, skill set, certifications, and specific work location. The total compensation package for this role also includes equity stock options.

HopSkipDrive is proud to be an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, veteran status, or any other protected class.

* This role will be fully remote in one of the following states AZ, CA, CO, CT, DC, FL, GA, IL, IN, KS, MA, MD, MI, MN, MO, NC, NJ, NM, NV, NY, OK, OR, SC, TN, TX, UT, VA, WA, WI**

Interested in this job?

Application deadline: Open until filled

Logo of HopSkipDrive

HopSkipDrive

HopSkipDrive is the leading provider of supplemental student transportation and routing software, all powered by transformative technology.

See more jobs
Date PostedJuly 17th, 2025
Job TypeFull Time
LocationRemote
Salary$115,000 - $135,000
Exciting fully remote opportunity for a Senior Learning & Development Partner at HopSkipDrive. Offering $115,000 - $135,000 (full time). Explore more remote jobs on FlexHired!

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