Senior Product Designer

Department: Product

Reports To: Head of Product

Employment Type: Full-Time

Location: Chicago, IL – In-Person

Salary: $132,000 – $160,000

About the Role

tastytrade is a self-directed brokerage built for active options and futures traders, with a platform spanning web, desktop, and mobile. We're hiring a Senior Product Designer to work alongside our trading design team and significantly raise the quality of our mobile trading experience: tastytrade's largest and fastest-growing customer surface, and the area with the most direct line between focused design investment and meaningful conversion improvement. This role operates at the intersection of complex financial product design and a regulated environment where decisions carry real operational weight.

We're looking for a Senior Product Designer who understands trading, can work through genuinely hard product problems, and can operate independently alongside a PM and engineering team. This is not a role for someone who needs a lot of scaffolding.

What You'll Do:

• Own design for complex trading features across web, desktop, and mobile from problem definition through ship: order flows, portfolio views, risk management tools, real-time data surfaces

• Work as a peer with PMs and engineers, contributing to product direction rather than just executing it

• Participate in discovery: user research, usability testing, and data review are part of how you form and defend design decisions, not an afterthought

• Design for iteration: propose A/B tests, set up measurable experiments, and use results to inform the next move

• Communicate design decisions clearly to designers and non-designers alike: run critiques, present rationale to leadership, align cross-functional teams

• Give substantive feedback and contribute to a consistent product experience across the team

• Connect your work to business outcomes: understand and be able to speak to how design affects conversion, retention, and engagement

• Mentor other designers on product thinking, domain knowledge, and navigating complex problem spaces

Who You Are:

• 8+ years of product design experience, with at least 3 years in a regulated financial environment (trading, brokerage, crypto, banking, investing, etc)

• A track record of moving metrics: you can point to specific design decisions you owned that shifted conversion, retention, or engagement, and explain how you got there

• Strong mobile app design background: you have shipped native iOS or Android and understand what makes mobile a distinct design challenge

• Visual craft suited to complex, high-stakes interfaces: you design for expert users who are time-pressured and low on tolerance for friction, and your work ships at the same quality it was designed

• Able to drive projects forward without heavy direction: you figure out what is needed, pull in the right people, and keep things moving

• Bring strong product thinking to every project: collaborate closely with PMs and engineers as a peer, ask the right questions before execution starts, push back constructively when something doesn't serve users, and know when to commit and execute

Preferred Qualifications:

• Direct experience with options, futures, or equities trading products

• Experience designing for crypto trading or other emerging asset classes

• Familiarity with real-time data, high-density interfaces and the constraints they create

• 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