Senior Product Designer, Craft & Systems

tastytrade•Chicago, IL

1d•Onsite

About The Position

tastytrade is a self-directed brokerage built for active options and futures traders, with a platform spanning web, desktop, and mobile. In order to meet the demands of our product's growth, we're hiring a Senior Product Designer to drive foundational elements: build the token architecture, component system, and craft standards the whole organization moves on. This is foundational work with platform-wide impact in a regulated financial environment where design decisions carry operational weight alongside UX tradeoffs. We're looking for someone who leads with craft and thinks in systems. You'll work across our core platform, raise the craft bar across the team, and help build the design foundation that lets us scale quickly without accumulating debt.

Requirements

8+ years of product design experience, with at least 2 years working in a regulated financial environment: fintech, trading, banking, crypto, investing, etc.
A track record of moving metrics: you can point to specific design decisions you owned that shifted a meaningful outcome and explain the reasoning behind them
Experience building or significantly contributing to a design system in a product org: tokens, component architecture, the decisions that let a team scale without accumulating debt
High bar for visual craft in complex, data-dense interfaces: you bring the same rigor to a 40-column data table that others bring to a hero screen, and your portfolio demonstrates that visual quality and usability reinforce each other
Systems thinking applied to design: you understand why a component decision matters at scale and can build foundations other designers extend without breaking
Strong feedback and mentoring instincts: you can articulate what's wrong and why, and make the work better without taking over

Nice To Haves

Background in options, futures, or equities trading products specifically
Experience with token-based workflows and design-to-code handoff at a component level
Crypto or emerging asset class product experience

Responsibilities

Own design execution across the core platform (web, desktop, and mobile) from early discovery through production handoff
Set and hold a high craft standard across the team: precise visual execution, complete interaction states, clear information hierarchy, and appropriate motion. When you review work, you give specific feedback with a clear rationale, not general impressions
Build and maintain design system foundations: shared token layer, component architecture, usage guidelines, and the conventions that keep the platform feeling coherent as it scales
Partner with engineering on implementation quality: you care how the product shows up to real customers, not just whether the Figma file was polished before handoff
Establish shared navigational conventions and design standards that vertical product teams build within
Produce documentation thorough enough that other designers can build on your decisions without needing you in the room
Work directly with PMs and engineers to define scope and make calls under ambiguity
Mentor other designers on craft, systems thinking, and technical execution: invest in how they think through problems and grow their capabilities

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: 8-12% of base salary based on individual and company performance.