Senior Product Manager I

Tastylive
Chicago, IL

Company: tastytrade
Role: Senior Product Manager I
Location: Chicago, IL - Hybrid (3 days/week in office)

Our Product Team manages the portfolio of features and enhancements that power tastytrade, guiding each initiative from initial concept through discovery, build, deployment, and continuous improvement. As a Senior Product Manager, you'll lead complex product initiatives spanning multiple teams while driving strategic vision for a significant area of our trading platform. You'll mentor other product managers, develop deep subject matter expertise in your domain, and play a pivotal role in shaping the future of our retail brokerage and trading technology.

What You'll Do:


  • Lead strategic product initiatives: Own complex, multi-team projects from conception through delivery, developing 12-18 month roadmaps that balance innovation with execution. Partner with engineering leadership to anticipate technical challenges and establish collaborative frameworks for technology innovation.

  • Drive measurable business outcomes: Develop comprehensive product strategy that translates business vision into executable plans, implementing data-driven frameworks to measure impact through OKRs and KPIs. Create sophisticated business cases with ROI projections and lead market research initiatives to inform strategic direction, with particular focus on trading platform capabilities.

  • Navigate complexity and stakeholder relationships: Communicate confidently with executive stakeholders while effectively translating between technical and business perspectives. Resolve complex conflicts through structured negotiation and lead priority decisions that balance multiple business units and regulatory requirements.

  • Leverage emerging technologies: Use AI and emerging technologies to enhance product capabilities and solve customer problems more effectively. Establish monitoring strategies to ensure ongoing adherence to performance, security, and reliability requirements post-launch.

  • Mentor and elevate the team: Coach Product Managers and Associate Product Managers on strategic thinking, stakeholder management, and domain expertise. Establish scalable ways of working and facilitate discovery sessions that improve team capabilities across the organization.

Who You Are:


  • 7-10 years of product management experience with demonstrated success leading complex product initiatives, managing stakeholder relationships, and delivering products that drove significant business outcomes and revenue growth

  • Deep expertise in retail trading, brokerage operations, or financial markets technology - you understand order execution, market data, trading workflows, account management, and regulatory requirements in the retail brokerage space

  • Strong technical and commercial acumen - you can define comprehensive NFR requirements and work in lockstep with engineering teams while creating business cases, developing pricing models, and tracking financial metrics tied to product performance

  • Mastery of advanced PM methods and emerging technologies - expert with prototyping, A/B testing, advanced analytics, and roadmapping platforms, with experience leveraging AI and machine learning to optimize product capabilities

  • Exceptional communication and leadership skills - able to tailor messaging to diverse stakeholders from engineers to executives, with experience mentoring junior product managers and establishing scalable ways of working across teams

  • Passion for empowering individual traders and improving the trading experience through data-driven insights and strategic decision-making


Company Perks/Benefits:


  • Performance Bonuses

  • Stock Purchase Options

  • Medical/Vision/Dental Benefits

  • Annual educational / conference stipend

  • Sustainable workday with minimal on-call responsibilities

  • 401k Plan

  • Continued Education Support

  • 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

  • Office located in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars

Base Salary: $155,000
The actual salary offered will be based on the candidate's level of experience and qualifications

Discretionary performance bonus: 15-20% of base salary based on individual and company performance

About Us:

The tasty house of brands empowers individual traders differently. tastylive, founded in 2011, is an online financial media network, tastytrade (previously known as tastyworks) is a self-directed retail brokerage firm that launched in 2017, tasty Software Solutions and tastyfx, is a registered Forex broker-dealer.

In 2021, London-based IG Group acquired tastylive, Inc. (previously known as tastytrade) and assigned it to lead business in North America. tastyfx is the fastest-growing forex broker in the US over the past few years. Changing the IG US name to tastyfx marks the next chapter, in aligning with the tasty brand family and offering a more forex-focused experience. This combined team has years of experience like institutional brokers, but also a passion for disrupting the entire trading industry.   

Our dream is simple: we want more people to find more success with a better trading experience. That’s why we’re investing heavily in the right people, technology, and media to make that happen in the US and across the globe.  

Location:  Our office is in the West Loop - Chicago's growing center of tech, great cuisine, and high-end bars.

tastytrade | tasty live | tastyfx | tastycrypto
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!  

Posted 2026-01-07

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