Senior Product Manager – Core Experience

tastylive•Chicago, IL

12h•$150,000 - $190,000•Hybrid

About The Position

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. We're hiring a Senior Product Manager to own the foundation every tastytrade customer touches — the core platform experience across mobile, web, and desktop including onboarding, discovery, and the connections between our vertical trading products. This role reports into the Lead Product Manager and is a high-visibility role with real platform ownership and significant cross-functional influence. tastytrade's product org is actively growing, and this role is part of that build. You'll have the opportunity to help shape not just the core platform experience, but the ways of working and sharing conventions that scale with the team.

Requirements

6+ years of product management experience with demonstrated success driving complex, cross-functional product initiatives on multi-PM teams
Deep expertise in consumer-facing experiences that span mobile and web, with a strong point of view on navigation, information architecture, onboarding, and product discovery and design. You've thought hard about how customers progress through a product over time, not just how they use it in a single session
Strong technical and commercial acumen: you can define comprehensive non-functional requirements and work in lockstep with engineering teams while building business cases and tracking financial metrics tied to product performance
Proficiency with advanced PM methods and emerging technologies: Skilled with prototyping, A/B testing, advanced analytics, and road mapping platforms, with experience leveraging AI and machine learning to optimize product capabilities
Excellent communication and collaboration skills: Able to tailor messaging to diverse stakeholders from engineers to executives, with a track record of influencing without authority across teams with competing priorities
Passion for empowering individual traders and improving the trading experience through data-driven insights and strategic decision-making

Nice To Haves

Experience in fintech or an adjacent regulated industry (e.g. insurance, gaming) or retail trading, brokerage operations, or financial markets technology is a meaningful advantage — you understand that platform decisions carry compliance and operational weight, not just UX tradeoffs

Responsibilities

Own the customer journey
Own critical experiences and feature builds to support onboarding, fraud and account security, funding flows, and account management.
Set platform standards
Partner with design and engineering to establish the navigation patterns, shared UI components, and design conventions that create a consistent experience across tastytrade's products and platforms.
Own accessibility standards as a platform-level commitment, ensuring shared components, navigation frameworks, and onboarding flows meet or exceed WCAG guidelines.
Drive measurable business outcomes:
Develop product strategy that translates business vision into executable plans, using data-driven frameworks to measure impact through OKRs and KPIs — with particular focus on activation rates, funding conversion, feature discoverability, and cross-sell.
Build business cases with ROI projections and conduct market research to inform strategic direction.
Define the metrics that matter for platform health and customer progression and hold yourself accountable to them.
Navigate complexity and stakeholder relationships
Operate as the connective tissue between vertical product teams (equities, options, futures, FX, etc.) and the broader organization —helping resolve prioritization conflicts, contributing to shared conventions, and ensuring that platform-level decisions serve both the business and end customers well.
Communicate confidently with executive stakeholders while effectively translating between technical and business perspectives.
Leverage emerging technologies
Use AI and emerging technologies to enhance product capabilities and solve customer problems more effectively — from smarter onboarding personalization to intelligent cross-sell surfaces and proactive account management tools.
Establish monitoring strategies to ensure ongoing adherence to performance, security, and reliability requirements for post-launch.

Benefits

Performance Bonuses
Stock Purchase Options
Medical/Vision/Dental Benefits
401k Plan
Annual educational / conference stipend
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