Product Training & Enablement Specialist

 About Us

At Leap, we want YOU to be part of our journey as we transform the home improvement industry! We’ve been recognized as a Top Workplace and placed on Inc. 5000’s Fastest Growing Companies for 4+ consecutive years. Our complete platform paves the way for a new era in efficiency and professionalism for contractors. Share our passion for innovation and excellence and allow your creativity to meet craftsmanship.

When you join Leap, you’ll collaborate with curious minds, bold innovators and smart risk-takers. As a member of our team, you’ll be valued, supported, and included. With a transparent culture and approachable leadership, we offer career opportunities that match your ambitions and talents. To help maintain your work-life balance, we offer a range of resources for you and your family, including comprehensive benefits and wellness plans. Take the Leap today!

Position Overview 

As a Product Training & Enablement Specialist at Leap, you'll be a key part of our customer education efforts. You'll lead live webinars, run 1-on-1 product trainings, and respond to direct requests from customers and internal teams. This isn’t a purely strategic role. You’ll spend much of your time delivering hands-on help, adapting content on the fly, and turning real-time training needs into polished resources. If you're energized by live interactions, quick pivots, and building practical content that makes people better at their jobs, we want to talk. 

Responsibilities 

• Lead virtual training sessions for customers and internal teams, including webinars, live 1-on-1 trainings, and occasional in-person events.
• Field incoming training requests and translate them into repeatable materials like videos, slide decks, and walkthroughs.
• Build and maintain training resources that support both live and self-paced learning.
• Deliver continuing education sessions that help customers stay sharp after onboarding.
• Collaborate on help center articles and internal knowledge base updates.
• Partner with teams across Product, Support, and Customer Success to stay aligned on new features and evolving needs.
• Track training usage, gather feedback, and adjust materials to improve engagement.
• Help prepare Leap for future training scale, including LMS planning and reusable content libraries.
• Support internal onboarding and enablement efforts as needed.

Qualifications  

• 1-2 years of experience in SaaS training, enablement, or customer education
• Strong presentation skills and confidence running live sessions for diverse audiences
• Ability to build clean, easy-to-follow instructional content
• Comfortable shifting between tactical training delivery and content development
• Experience with tools like Pendo, WalkMe, or LMS platforms is a plus
• Excellent communication and collaboration skills

 Benefits

We believe in supporting our employees holistically - your health, financial well-being, time to recharge, and overall happiness matter to us. Here’s what you can look forward to:

• Affordable Health & Wellness Coverage – comprehensive and competitive benefits package, starting the first of the month following your hire date.
• Invest in Your Future – 401(k) company match to help you build financial security.
• Time to Recharge – competitive time-off package including 20 vacation days, 10 sick days, 8 company holidays, 3 floating holidays and 3 volunteer days to give back to causes you care about.
• Comprehensive Employee Assistance Program (EAP) – resources to support your mental health, financial well-being, and everyday challenges.
• Exclusive Discounts with LifeMart (via ADP) – save on groceries, restaurants, entertainment, pet insurance, cell phones, child care, and more!
• MoveSpring Wellness App – stay active and engaged with company step challenges, workout content, meditation tools, and wellness blogs for a healthier you!
• Culture & Team-Building Activities – we love to connect, celebrate, and grow together through team events, fun challenges, and company traditions like our Annual Summit!

Join us and experience a company that truly invests in YOU!

Leap is an Equal Employment Opportunity and Affirmative Action Employer. We are committed to providing an environment of mutual respect where equal employment opportunities are available to all applicants and teammates without regard to race, religion, color, sex, gender identity, sexual orientation, age, non-disqualifying physical or mental disability, national origin, veteran status or any other basis covered by appropriate law. All employment decisions are made based on qualifications, merit, and business needs.