Full-Time

Director – Customer Support Automation

Posted on 3/10/2025

Underdog Fantasy

Underdog Fantasy

501-1,000 employees

Fantasy sports gaming platform for team building

Compensation Overview

$156k - $175.5k/yr

+ Equity

Senior

Remote in USA

Candidates must be based in the United States.

Category
Customer Experience & Support
Customer Support
Required Skills
Machine Learning
Customer Service
Natural Language Processing (NLP)
Data Analysis
Requirements
  • Bachelor’s degree in Computer Science, Information Technology, or a related field is required; an advanced degree (MBA, MS in AI/ML, etc.) is preferred.
  • 5+ years of experience in managing chatbot platforms, AI technologies, or digital customer experience initiatives, including significant leadership roles.
  • Proven track record in optimizing customer service processes and implementing large-scale AI solutions.
  • Deep familiarity with chatbot platforms, particularly Intercom, and advanced knowledge of AI-driven customer support technologies.
  • Strong understanding of natural language processing, machine learning, and data analytics.
  • Demonstrated ability to lead cross-functional teams and drive strategic initiatives in a fast-paced, dynamic environment.
  • Proven experience working with senior leadership and multiple stakeholders to align technology initiatives with business strategies.
Responsibilities
  • Lead the development and execution of the strategic vision for AI-driven customer engagement solutions.
  • Spearhead the design, enhancement, and integration of chatbot technologies to transform customer service operations.
  • Develop and execute a comprehensive roadmap for chatbot initiatives, incorporating AI, NLP, and ML to optimize customer interactions.
  • Identify emerging trends in AI and chatbot technologies, translating insights into actionable strategies for competitive advantage.
  • Collaborate with cross-functional teams (engineering, product, customer service) to integrate chatbot solutions into existing systems.
  • Monitor key performance indicators (KPIs) and use data-driven insights to continuously improve chatbot effectiveness.
  • Report to senior leadership on progress, challenges, and opportunities in customer engagement automation.
Desired Qualifications
  • An advanced degree (MBA, MS in AI/ML, etc.) is preferred.

Underdog Fantasy is a fantasy sports gaming platform where users can create their own fantasy sports teams and compete against others. The platform allows players to customize their teams and strategies, offering a more personalized experience compared to traditional fantasy sports. Users can earn rewards based on their performance, which adds an extra incentive to compete. What sets Underdog Fantasy apart from its competitors is its focus on user customization and engagement, making the gaming experience more enjoyable and interactive.

Company Size

501-1,000

Company Stage

Series C

Total Funding

$115M

Headquarters

New York City, New York

Founded

2020

Simplify Jobs

Simplify's Take

What believers are saying

  • Series C funding round raised $100 million, valuing Underdog at $1.23 billion.
  • Partnership with Juice Media aims to accelerate brand growth and customer acquisition.
  • Growing interest in micro-betting and esports presents expansion opportunities for Underdog.

What critics are saying

  • Increased competition from new entrants like Sleeper could impact market share.
  • Legal challenges regarding fantasy sports classification as gambling may affect operations.
  • User data privacy concerns could lead to stricter regulations impacting Underdog.

What makes Underdog Fantasy unique

  • Underdog Fantasy offers a unique twist on traditional fantasy sports with customizable teams.
  • The platform allows users to earn rewards, enhancing engagement and competition.
  • Partnerships with major sports leagues increase brand visibility and user trust.

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Benefits

Unlimited Paid Time Off

401(k) Company Match

Home Office Stipend

Health Insurance

Dental Insurance

Vision Insurance

Parental Leave

Growth & Insights and Company News

Headcount

6 month growth

3%

1 year growth

0%

2 year growth

13%
UFL News Hub
Apr 9th, 2025
PR: UFL Names Underdog As League's Official Daily Fantasy Partner

During the UFL Fan Fest, Underdog will also have the opportunity to offer seat upgrades for same day attendees of the event.

Business Wire
Mar 27th, 2025
Spark Capital Leads Underdog Series C, Pushing Valuation Over $1.2 Billion

In a landmark moment for the online sports gaming industry, Spark Capital is leading Underdog’s Series C funding round, with a $70 million first close on a r...

Gambling Insider
Mar 27th, 2025
Underdog raises $70m in Series C funding led by Spark Capital

Underdog, a US-based sports gaming company, has completed the first close of its Series C funding round, raising $70m in an investment led by Spark Capital.

Gaming Compliance News
Mar 26th, 2025
Underdog Fantasy Valued At Over $1B In Funding Round

Underdog Fantasy announced a $100 million Series C funding round on Wednesday that values the company at $1.23 billion.

The Business Times
Mar 26th, 2025
Spark Capital Leads Underdog Series C, Pushing Valuation Over $1.2 Billion

In a landmark moment for the online sports gaming industry, Spark Capital is leading Underdog's Series C funding round, with a $70 million first close on a round expected to exceed $100 million.

INACTIVE