Senior Program Manager, Learning & Development

Underdog Fantasy; United States; Remote; USD 100,000 - 125,000; Full time

Job summary

A fast-growing sports gaming company seeks a Learning & Development Manager to lead engaging training programs and enhance team capabilities. This remote position offers a competitive salary and extensive benefits, targeting individuals with a strong background in L&D and project management. You'll work collaboratively to optimize learning initiatives and contribute to organizational development. Join a dynamic team that values innovation and fun in sports!

Benefits

Unlimited PTO

16 weeks fully paid parental leave

$500 home office allowance

5% 401k match

Company paid health, dental, vision plan options

Qualifications

• Experience managing learning programs: planning, building, facilitating, measuring.
• Confident in designing engaging learning experiences.
• Adaptable resources for asynchronous learning.

Responsibilities

• Manage end-to-end execution of learning & development initiatives.
• Lead project planning and stakeholder engagement.
• Analyze learning impact using data.

Skills

Project Management

Facilitation Skills

Collaborative Communication

Learner-Centric Approach

Data-Driven Improvement

Education

4-6 years in Learning & Development or related field

Tools

Notion

Articulate

LMS platforms

Zoom

Slack

Job description

United States/Remote

The fastest-growing sports gaming company, ever. We’re here to make sports more fun. We pair intuitive user experiences with innovative game designs to build the best experience for sports fans in America.

Since 2020, we’ve launched four of today’s most widely played fantasy games, and built the Underdog Sportsbook entirely in-house with our own tech. We move fast, act with urgency, and create experiences you won’t find anywhere else.

With a $1.2 billion valuation and backing from investors like BlackRock, Spark Capital, SV Angel, Mark Cuban, Kevin Durant, Adam Schefter, and more, we’re just getting started.

At Underdog, we play and win as a team. We take chances and are unafraid to attack hard problems. We face challenges with ambition and optimism. We play for the love of the game.

We’re Underdog. And winning as an Underdog is just more fun.

About the role and why it’s unique:

• Manage the end-to-end execution of L&D initiatives (e.g., New Manager Onboarding, Group Coaching, Interviewer Certification, etc.)
• Lead project planning, logistics, communications, and stakeholder engagement for learning programs
• Build engaging learning content, including training decks, job aids, and asynchronous materials
• Design and facilitate or co-facilitate live learning experiences (virtual and in-person)
• Track and analyze learning impact; use data to improve programs and inform decision-making
• Collaborate with key partners (e.g., HRBPs, People Ops, Talent Acquisition, Employee Experience) to deliver integrated development offerings
• Coach individuals and teams on topics such as development planning, feedback, and growth
• Contribute to ongoing improvement of the L&D roadmap and team strategy

Who you are:

• 4–6 years of experience in Learning & Development, Talent Development, or related areas
• Proven success in managing learning programs end-to-end: planning, building, facilitating, measuring
• Strong project management skills: organized, proactive, and detail-oriented
• Confident facilitator with experience designing and delivering engaging learning experiences
• Adept at building scalable resources for async learning (slides, videos, documentation, etc.)
• Collaborative and communicative—able to build trust across cross-functional teams
• Comfortable using learning metrics, survey data, and feedback to inform improvements
• Deeply learner-centric and inclusive in your approach

Even better if you have:

• Experience scaling L&D in a high-growth or startup environment
• Familiarity with tools like Notion, Articulate, LMS platforms, Zoom, Slack
• Coaching certification or small group coaching experience
• Familiarity with modern manager development frameworks and performance philosophies

Our target starting base salary range for this position is between $100,000 and $125,000, plus target equity. The starting base salary will depend on a number of factors including the candidate’s skills and experience, among other things.

What we can offer you:

• Unlimited PTO (we're extremely flexible with the exception of the first few weeks before & into the NFL season)
• 16 weeks of fully paid parental leave
• A $500 home office allowance
• A connected virtual first culture with a highly engaged distributed workforce
• 5% 401k match, FSA, company paid health, dental, vision plan options for employees and dependents

#LI-REMOTE

This position may require sports betting licensure based on certain state regulations.

Underdog is an equal opportunity employer and doesn't discriminate on the basis of creed, race, sexual orientation, gender, age, disability status, or any other defining characteristic.

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