Full-Time

Customer Success Associate

Posted on 9/16/2025

Sleeper

Sleeper

51-200 employees

Ad-free premium fantasy sports platform

No salary listed

Remote in USA

Remote

Candidates must be located in the United States.

Category
Sales & Account Management
Requirements
  • 1+ years of prior experience in a direct Customer Support/Success role is required
  • Excellent verbal and written communication skills to communicate and collaborate across multiple departments and our users
  • Ability to work weeknights and weekends due to varying shifts, which includes 5 days of work with 2 days off is required – 5 day weekly availability covering 40 hours per week
  • Holiday and big game day availabilities across sports
Responsibilities
  • Provide exceptional customer service while demonstrating product and industry knowledge, communicating with our users across several channels – email, chat, and social media
  • Respond to user complaints, requests, and inquiries in a professional and timely manner, practicing conflict resolution abilities and effective communication skills
  • Assist Regulatory Operations, Compliance, and other internal teams with ad hoc requests and additional fraud reviews as needed
  • Support the interdepartmental (Operations, Fraud) needs as it pertains to user interactions and our DFS product
  • Review player deposit and withdrawal transactions for potential fraud to ensure accounts are correctly maintained

Sleeper runs a fantasy sports platform that lets users manage fantasy football leagues and bracket pools through an engaging app. It focuses on social features like in-app chat, live game watching, and intuitive design so players can communicate, react, and enjoy games together. The product works by offering premium features such as advanced draft modes and customization, all without ads, and monetizes through these paid enhancements rather than advertising. Sleeper differentiates itself from competitors by prioritizing a premium, ad-free user experience and a tight, design- and product-focused team. This approach has led to high engagement and retention, with millions of users who stay active across seasons. The goal is to connect sports fans through a social and immersive fantasy experience, providing deeper interaction and enjoyment around games while keeping the platform enjoyable and ad-free.

Company Size

51-200

Company Stage

Series C

Total Funding

$67.3M

Headquarters

San Francisco, California

Founded

2014

Simplify Jobs

Simplify's Take

What believers are saying

  • Kalshi integration boosts engagement for 10 million users pre-Super Bowl.
  • High retention from live play-by-plays and personalized alerts.
  • $115B annualized Kalshi volume expands Sleeper's prediction markets.

What critics are saying

  • CFTC enforces against Sleeper's Kalshi sports gambling in 6-12 months.
  • PrizePicks erodes users with faster esports payouts in 12-18 months.
  • App stores ban Sleeper's prediction trading in 3-6 months.

What makes Sleeper unique

  • Sleeper provides ad-free platform with in-app chat and voice features.
  • Advanced tools enable multi-team trades and year-round league activity.
  • Esports fantasy integrates PandaScore data and League of Legends leagues.

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Benefits

Health Insurance

Unlimited Paid Time Off

401(k) Retirement Plan

Company News

Business Wire
Feb 6th, 2026
Sleeper integrates Kalshi prediction markets as platform hits $115B annualised volume

Kalshi, the world's largest prediction market, has partnered with sports app Sleeper to integrate prediction markets directly into its platform. Sleeper's 10 million users can now trade prediction markets on sports, with additional real-world event markets launching soon. The integration continues Kalshi's distribution strategy of powering prediction markets across platforms including Robinhood, Coinbase and PrizePicks. Annualised volume on Kalshi has crossed $115 billion, with Sunday's pro football championship market alone projected to exceed $800 million in trading volume. For Sleeper, the partnership expands user engagement beyond its fantasy leagues and daily fantasy sports offerings. The integration arrives ahead of the Super Bowl, allowing fans to participate in prediction markets where they already gather around sports.

INACTIVE