---
title: 'Technical Product Manager, Infrastructure and Dev Ops at tastylive'
canonical: 'https://feeny.ai/job/technical-product-manager-infrastructure-and-dev-ops-tastylive-chicago-byzvhe353a0m'
type: 'job'
last_seen: '2026-09-12'
---

# Technical Product Manager, Infrastructure and Dev Ops at tastylive

- **Company:** tastylive
- **Location:** Chicago, IL
- **Posted:** 2026-08-20
- **Last confirmed live:** 2026-09-12
- **Apply:** https://job-boards.greenhouse.io/tastylive/jobs/6148630004

## Job description

Department: Product

Reports To: Head of Product

Employment Type: Full-Time

Location: Chicago, IL – In-Person

Salary: $140,000 – $180,000

Technical Product Manager, Infrastructure & DevOps

Location: Chicago, IL (West Loop) - Hybrid

Reports to: Head of Product

## About the Role

tastytrade is looking for a Technical Product Manager to own the roadmap for our infrastructure and DevOps capabilities — the systems that keep our trading platforms fast, stable, and secure, and that our engineers rely on to ship code confidently. You'll drive the strategy for our CI/CD pipelines, cloud infrastructure, and infrastructure-as-code, working closely with the engineers who build and operate them.

This is a hands-on, technical role. You'll be trusted to dig into architecture and tooling decisions alongside engineers, make prioritization calls, and represent infrastructure priorities clearly to leadership.

## What You'll Do

- 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.
- Work with backend teams (Ruby and Java) to understand where infrastructure or tooling gaps are slowing down delivery or creating risk.
- Prioritize and sequence infrastructure work against the needs of application teams building customer-facing trading platforms, account opening flows, and internal tools.
- Define what "healthy infrastructure" looks like for tastytrade — tracking metrics like deployment frequency, incident frequency/MTTR, and infra cost, and using them to justify roadmap decisions.
- 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.
- 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).
- Communicate roadmap, tradeoffs, risks, and progress clearly to engineering leadership and stakeholders.

## What We're Looking For

- 3+ years of product management experience, with meaningful time spent owning infrastructure, DevOps, platform, or developer-productivity products.
- 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.
- 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.
- Comfortable presenting strategy and tradeoffs to both engineers and leadership.
- Self-directed: you can create clarity and a roadmap out of ambiguity with minimal oversight.
- Bachelor's degree in Computer Science, Engineering, or relevant STEM field, or equivalent practical experience.

## 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.

Company Perks + Benefits:

- Performance Bonuses
- Stock Purchase Options
- Medical/Vision/Dental Benefits
- 401k Plan
- 20 Paid Vacation Days (plus an additional paid vacation day the month of your birthday!)
- 10 Paid Sick Days
- Gym Membership Reimbursement
- Commuter Benefits
- Pet Insurance
- Wellness & Mental Health Programs
- Charitable Donation Matching
- Two Paid Volunteer Days Off
- Daily catered lunch when in the office
- Full kitchen with snacks and beverages
- In-building gym
- Shuttle to/from Metra

Discretionary Performance Bonus: 10-12% of base salary based on individual and company performance.

## About IGNA + tasty

IG North America is home to tastytrade, tastylive, and tastyfx—a family of brands built to democratize trading and empower individual investors. Founded in Chicago by the creators of thinkorswim, acquired by London-based IG Group in 2021, we combine startup innovation with the backing of a FTSE 100 fintech operating across five continents serving over 1.3m customers and handling billions of dollars in transactions – built on scale, trust, and proof.

From our headquarters in Chicago's Fulton Market, our team builds award-winning trading platforms, produces live financial education content daily, and creates technology that makes complex markets accessible. tastytrade is our retail brokerage for self-directed investing and trading, with tastylive providing content to educate our customers. tastyfx is the fastest-growing forex broker in the US.

We're a lean, collaborative team that values autonomy, pragmatism, and impact. Whether you're building technology, creating content, serving customers, or supporting operations, you'll work alongside people who are passionate about disrupting traditional finance and genuinely care about helping traders succeed. Our culture rewards initiative, embraces experimentation, and measures success by the value we create for our users. The bar is high – bring a curious and forward-thinking mindset and we'll give you the platform to define what comes next. Join us at IG|tasty – the future gets built here.

Location: Our office is in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars. [tastytrade](https://tastytrade.com/) | [tastylive](https://www.tastylive.com/) | [tastyfx](https://www.tastyfx.com/) 1330 W Fulton Market, Chicago, IL 60607

*Don't meet every single requirement? Studies have shown that women and people of color are less likely to apply to jobs unless they have every single qualification. Our team is dedicated to building a diverse, inclusive, and authentic workplace, so if you’re excited about this role, but your experience doesn’t align perfectly, we encourage you to apply anyway. You may be just the right candidate for this or other roles!

## About tastylive

## Company Overview
- **One-liner**: tastylive is a financial network and media company that provides live, educational content and analysis for options and futures trading.
- **Entity Type**: Private (Total Funding: $47M, Series C in 2018)
- **Headquarters**: Chicago, Illinois, United States
- **Founded**: 2017 (as tastylive; the broader tastytrade ecosystem has earlier roots)
- **Founders**: Tom Sosnoff

## Core Business
- Primary industry/industries: Financial Services, Financial Media, Fintech
- Target customers: B2C retail investors and traders, primarily focused on options and futures derivatives trading
- Mission or purpose statement: To make investing fun and provide actionable, educational market talk to individual investors.

## Products & Services
- **tastylive (Network/Media)**: A live, daily financial network broadcasting 8 hours of market talk during market hours (7:00am CT). Shows include *Market Measures*, *Good Trade Bad Trade*, and *Bootstrapping in America*.
- **tastytrade (Brokerage)**: A retail brokerage subsidiary providing professional-grade technology for trading equities, equity options, futures, and futures options at industry-leading prices. (Wholly owned subsidiary of tastytrade, part of the same family).
- **tastyworks (Trading Platform)**: The platform and tools for trading derivatives.
- **The Small Exchange**: Retail-accessible futures products.
- **Quiet Foundation**: A free investment advisory service.
- **dough**: A content-filled, easy-to-use stock-trading app.
- **luckbox**: A monthly print and digital financial magazine.

## Market Standing
- **Valuation/Market Cap**: Not publicly disclosed.
- **Key Metric**: Total Funding of $47.0M (Series C led by TCV in 2018).
- **Notable Investors/Partners**: TCV (lead investor, Series C).
- **Growth Signals**: Part of a broader family of companies (tastytrade, tastyworks, Small Exchange) that serve the full lifecycle of an individual investor. Headcount is 50 employees, though down ~19.5% YoY.

## Competitive Advantages
- **Integrated Ecosystem**: Offers a unique, vertically integrated suite of services: a live financial network (tastylive), a brokerage (tastytrade), a trading platform (tastyworks), and educational content (dough, luckbox).
- **Founder-Led & Experienced**: Led by Tom Sosnoff, a veteran with decades of experience in the financial industry, having previously co-founded thinkorswim.
- **Educational Focus**: Strong emphasis on making complex derivatives trading accessible and understandable through live, entertaining content.
- **Community & Brand**: Cult-like following among retail options traders, built on a transparent, "no-BS" approach to market analysis.

## Strategic Focus
- **Deepening the Vertical**: Continuing to fill the financial vertical with products for every stage of the investor journey (education, analysis, brokerage, advisory).
- **Digital Asset Expansion**: The company has a Head of Digital Assets, indicating a strategic push into cryptocurrency and digital asset-related trading products and content.
- **Global Reach**: Presence in Bangladesh and Italy, with a Lead of Chinese Market Development, suggesting a focus on international market expansion.

## Why Work Here
- **Culture**: Described as collaborative, innovative, and transparent. Employee reviews on LinkedIn rate the culture at 4.6/5.0.
- **Work-Life Balance**: Rated highly by employees at 4.7/5.0.
- **Compensation & Career**: Compensation rated 4.5/5.0, Career opportunities rated 4.4/5.0.
- **Work Model**: In-Office. All jobs listed are based at the Chicago HQ (1330 W Fulton Market, #620, Chicago, IL 60607).
- **Notable Perks**: Opportunity to work at the intersection of finance and media, with a direct impact on products used by a passionate trading community. Tech stack includes Python, React, Ruby, Java, and modern tools (Salesforce, Workday, Slack, etc.).

## Sources
1. [tastylive Careers Page](http://job-boards.greenhouse.io/tastylive)
2. [tastylive Official Website](https://www.tastylive.com/)
3. [LinkedIn Company Profile](https://www.linkedin.com/company/tastyliveshow)
4. [Built In Chicago Company Profile](https://builtin.com/company/tastylive)
5. [tastylive Contact Page](https://www.tastylive.com/contact-us)

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