# Lead Product Manager

**Company:** [tastytrade](https://hotfix.jobs/companies/tastytrade)
**Location:** Chicago, IL
**Role:** Product Management
**Salary:** $190k – $220k/yr
**Experience:** 8+ years
**Skills:** Product Management, Mobile, Web, Onboarding, Navigation, Information Architecture, Product Discovery, A/B Testing, Analytics, Roadmapping, AI, Machine Learning, Prototyping, Stakeholder Management, Okrs
**Posted:** 2026-06-01

> Lead Product Manager owning the core platform experience across mobile, web, and desktop for a fintech trading platform. Sets platform standards, drives activation metrics, mentors PMs, and leverages AI to improve onboarding, discovery, and cross-sell.

## Job Description

## What You’ll Do

**Own the customer journey:**
- Drive the end-to-end experience from onboarding and first funding through account management and dashboard, optimizing for the progressions that matter: first funded account, first trade, first options position.

**Set platform standards:**
- Establish the design conventions, navigational frameworks, and shared components that vertical product teams build within, ensuring the full tastytrade experience feels coherent across products and platforms.

**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 — with particular focus on activation rates, funding conversion, feature discoverability, and cross-sell.
- Create sophisticated business cases with ROI projections and lead market research initiatives 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 — resolving prioritization conflicts, establishing 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.
- 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 — 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 post-launch.

**Mentor and elevate the team:**
- Coach Product Managers and Associate Product Managers on strategic thinking, stakeholder management, and domain expertise — helping them grow into increasingly senior roles.
- Establish scalable ways of working, run effective discovery sessions, and model the standard for product craft across the organization.

## Who You Are

- 8+ years of product management experience with demonstrated success leading complex, cross-functional product initiatives — including experience setting direction for other PMs or operating in a lead capacity on a multi-PM team
- 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
- Strong technical and commercial acumen — able to define comprehensive non-functional 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 road mapping 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 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
- 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

## Compensation & Benefits

- Base Salary Range: $190,000 - $220,000
- Discretionary Performance Bonus: 15-20% of base salary
- 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

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