Underdog Fantasy

SVP, Engineering

Underdog Fantasy

full-time

Posted on:

Location Type: Remote

Location: Remote • 🇺🇸 United States

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Salary

💰 $300,000 - $400,000 per year

Job Level

Lead

Tech Stack

AWSCloudDistributed SystemsGoogle Cloud Platform

About the role

  • Set the vision, strategy, and execution plan for all engineering domains (product engineering, data engineering, ML, security, infrastructure, IT), aligned with business goals
  • Build, mentor, and grow high-performing engineering leaders and teams (managers, tech leads, ICs) across ~150+ engineers
  • Drive performance management: ensure consistent feedback, coaching, goal setting, and development plans
  • Establish clear metrics and accountability for engineering health (e.g. uptime, latency, MTTR, deployment frequency, error budgets)
  • Oversee the technical architecture, platform roadmap, and infrastructure investments to scale the product and data stack
  • Maintain strong collaboration with Product and Design: co-own planning, prioritization, tradeoffs, and delivery
  • Own security, compliance, governance, and data privacy at the enterprise level
  • Elevate operational excellence by helping strengthen CI/CD, observability, incident response, and technical debt reduction to improve productivity and reliability
  • Manage budgets, resource allocations, vendor & tooling decisions
  • Modernize engineering practices by driving adoption of AI-assisted development, automation, and continuous improvement in delivery pipelines
  • Champion cultural and organizational shifts needed to scale engineering velocity and quality
  • Represent engineering externally in engagements with regulators, industry groups, and key strategic partners
  • Act as a culture carrier: embed Underdog values (ambition, urgency, ownership, teamwork) in how engineering operates

Requirements

  • 15+ years of experience in leadership roles within high-impact engineering organizations, ideally in fast-paced, consumer or data-intensive environments
  • Proven track record scaling engineering teams through multiple phases of growth
  • Deep expertise in technical domains including data infrastructure tooling, cloud infrastructure (AWS, GCP), security, and large-scale distributed systems
  • Experience in both strategic and hands-on contexts: able to dive into architecture, code reviews, design when needed
  • A strong performance management mindset: coaching, career paths, accountability, metrics-driven
  • Exceptional at cross-functional partner relationships, especially with Product, Design, and business stakeholders
  • Excellent communication skills—able to distill complexity for executives, and inspire engineers
  • Bias for action, ownership, urgency, and continuous improvement
Benefits
  • 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

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard skills
data engineeringmachine learningsecurityinfrastructurecloud infrastructureAWSGCPCI/CDobservabilitylarge-scale distributed systems
Soft skills
leadershipmentoringperformance managementcoachingcommunicationcross-functional collaborationaccountabilitycontinuous improvementcultural shiftteamwork
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