Underdog
Underdog Compensation & Benefits in New York
This page summarizes recurring themes identified from responses generated by popular LLMs to common candidate questions about Underdog and has not been reviewed or approved by Underdog.
How are the compensation & benefits at Underdog?
Strengths in family leave, healthcare coverage, and flexible, remote-friendly benefits are accompanied by concerns about pay equity across roles and seasonal constraints on taking time off. Together, these dynamics suggest the Brooklyn team benefits from generous total rewards while navigating role-based compensation perceptions and busy-period scheduling realities tied to the sports calendar.
Key Insight for Candidates
Seasonality tempers otherwise generous time off: unlimited PTO is genuinely flexible except during peak sports periods. For Brooklyn employees in a remote-first setup—with strong health, parental leave, and stipend perks—this means great flexibility most of the year but advance planning around high-volume weeks.Evidence in Action
- Season-Aware Unlimited PTO — Unlimited PTO (flexible except around NBA season) is a stated benefit. Brooklyn employees gain broad time-off flexibility while planning absences around busy sports periods to align with team needs.
- 16-Week Paid Parental Leave — 16 weeks fully paid parental leave is explicitly offered. Brooklyn caregivers receive extended, predictable time to bond and manage family transitions without income loss.
Positive Themes About Underdog
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Parental & Family Support: Paid parental leave of 16 weeks for all parents is highlighted as a core benefit, supporting families during major life events. This depth of leave is positioned alongside flexible time off to ease transitions.
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Healthcare Strength: Company-paid health, dental, and vision options for employees and dependents are emphasized, reducing out-of-pocket burden. Mental health support and FSAs are also included as part of the package.
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Flexible Benefits: A remote-first setup with flexible start and end times, unlimited PTO outside peak sports periods, and a $500 home-office stipend enables employees to tailor their work environment. Professional development resources and company off-sites further support lifestyle flexibility.
Considerations About Underdog
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Unfair & Opaque Compensation: Some high-impact employees report feeling undervalued versus peers at similar companies and point to pay gaps across departments, especially in support roles. These perceptions create internal debates about equity despite strong packages in certain roles.
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Limited Leave & Time Off: While time off is described as unlimited, it is harder to use around peak sports seasons, narrowing practical flexibility. This seasonal constraint can complicate planning for extended breaks.
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