tastylive

tastylive

Technical Product Manager, Infrastructure and Dev Ops

Chicago, IL · Mid · Full-time

Sponsorship not specified$140k-$180kDetected 51 days ago
JavaRubyDistributed SystemsAWSCloud PlatformsCI/CDDevOpsA/B TestingProduct ManagementLeadershipPublic Speaking

Stay score

odds of building a lasting career here

59Sponsors, lottery-bound
Cap-exempt (no lottery)0
Sponsors this role80
Entry-level history0
PERM / green-card track0
Lottery odds (Level IV)94
Fits your clock70

Sponsors, but it's cap-subject — you still face the weighted lottery (~61% per draw at Level IV). Good if you win; have a cap-exempt backup on your list.

Lottery odds assume a STEM candidate.

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H-1B wage level

the lottery is wage-weighted — each level is one more entry

Level IV · 4×
Level I$60,5281 entry
Level II$84,7812 entries
Level III$109,0133 entries
Level IV$133,2664 entries

This range already reaches Level IV — the maximum four lottery entries.

DOL prevailing wage, 2026-27 wage year · Computer Occupations, All Other (15-1299) · Chicago-Naperville-Elgin, IL-IN. Wage level is derived by USCIS from the offered wage, occupation and worksite; the occupation shown is inferred from the job title.

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About the role

  • You'll be trusted to dig into architecture and tooling decisions alongside engineers, make prioritization calls, and represent infrastructure priorities clearly to leadership.

Responsibilities

  • Own the roadmap for infrastructure and DevOps priorities - including CI/CD pipelines infrastructure-as-code and our AWS cloud environment - in partnership with the infrastructure engineering team.
  • Prioritize and sequence infrastructure work against the needs of application teams building customer-facing trading platforms, account opening flows, and internal tools.
  • Partner with infrastructure engineers to improve build/test/deploy workflows so engineers can ship changes to production quickly and safely.
  • Lead build-vs-buy evaluations for infrastructure tooling and vendors (e.g., containerization, observability, config management), weighing cost, speed, security, and long-term scalability.
  • Our culture rewards initiative, embraces experimentation, and measures success by the value we create for our users.

Requirements

  • 3+ years of product management experience, with meaningful time spent owning infrastructure, DevOps, platform, or developer-productivity products.
  • Track record of shipping infrastructure or platform improvements with measurable impact on reliability, cost, or engineering velocity.
  • Experience partnering with engineering, security, and compliance teams, ideally in a regulated industry (fintech, brokerage, financial services, or similar).
  • Strong prioritization instincts and the ability to navigate tough tradeoff conversations across multiple stakeholder groups.
  • Bachelor's degree in Computer Science, Engineering, or relevant STEM field, or equivalent practical experience.
  • Technical depth: you can discuss CI/CD systems, cloud architecture (AWS), infrastructure-as-code and distributed systems with engineers without everything needing to be explained to you.

Nice to have

  • Prior experience as a software or infrastructure engineer before moving into product management.
  • Familiarity with options/futures trading systems, market data, or order execution infrastructure.
  • Performance Bonuses
  • 10 Paid Sick Days
  • Charitable Donation Matching
  • Two Paid Volunteer Days Off
  • Daily catered lunch when in the office
  • Full kitchen with snacks and beverages

Skills

  • Head of Product
  • Chicago, IL - In-Person
  • $140,000 - $180,000
  • Technical Product Manager, Infrastructure & DevOps
  • Chicago, IL (West Loop) - Hybrid

Compensation

  • $140,000 - $180,000

Benefits

  • Stock Purchase Options
  • Medical/Vision/Dental Benefits
  • 20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)
  • Gym Membership Reimbursement
  • Commuter Benefits
  • Wellness & Mental Health Programs
  • In-building gym
  • Discretionary Performance Bonus: 10-12% of base salary based on individual and company performance.

Company info

  • Ensure infrastructure and deployment practices meet the security, compliance, and audit expectations of a regulated brokerage (tastytrade is regulated by FINRA/NFA and is part of IG Group).
  • What We're Looking For
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This listing is sourced directly from tastylive's careers page and normalized into a canonical job model.