Senior Product Designer, Thoughtful AI
$140-190k
+ Stock options. Salary range is applicable to candidates in California only, and may vary in other locations
AI operating system for healthcare RCM teams
Open for applications
AI operating system for healthcare RCM teams
21-100 employees
Open for applications
$140-190k
+ Stock options. Salary range is applicable to candidates in California only, and may vary in other locations
21-100 employees
Company mission
Tto fix the U.S. healthcare system.
Role
Who you are
- 5+ years of product design experience at fast-paced software or AI companies
- A strong design portfolio that demonstrates your ability to craft interfaces that are both functional and beautiful
- Comfort working across the full product lifecycle—from zero-to-one bets to system-level iteration
- Proven ability to distill complex systems into intuitive user flows and components
- Systems thinker who loves creating shared patterns and scalable design frameworks
- Bias toward action with a love of rapid iteration, feedback loops, and continuous learning
- Excellent communicator with strong opinions, loosely held—you can present and defend your decisions with clarity and grace
- Experience designing for technical users (bonus: platform, B2B, or developer tools)
What the job involves
- We're looking for a Product Designer to lead the UX and UI design of our platform, helping users interact fluidly with AI agents across a range of healthcare workflows. This role sits at the intersection of user needs, agent behavior, and system transparency. You’ll partner with product, engineering, and leadership to create design systems and product surfaces that are intuitive, powerful, and delightful
- You’ll have ownership of the end-to-end design process—from concept through craft—and play a pivotal role in defining how people engage with autonomous work
- Design core interfaces that allow users to deploy, monitor, and collaborate with AI agents
- Shape the design system that supports both customer-facing and internal tooling experiences
- Translate complex workflows into simple, elegant UI/UX patterns that drive adoption and trust
- Lead design explorations across low-fidelity concepts and high-fidelity prototypes with speed and polish
- Partner closely with engineers to ship high-quality, pixel-perfect interfaces
- Bring a strategic mindset to prioritization, design tradeoffs, and iterative testing
- Act as a champion of the user—identifying pain points, gathering feedback, and evolving the product experience over time
- Regularly share work with stakeholders and incorporate input to move quickly without compromising quality
Our take
Staffing is one of the most expensive contributors to business operation expenses, leading OpEx teams to minimize workforce sizes to cut costs. However, this often results in unfilled roles leading to larger workloads for employees, a sacrifice that can lead to lower-quality work and expensive errors.
Thoughtful develops bespoke back office automation bots, allowing businesses to hire bots that are specifically designed to automate their tasks and workflows. After onboarding, the company monitors and provides reports on the performance of each bot, allowing clients to see the value of each bot and whether adjustments are needed.
Whilst back office automation tools are nothing new, these generally work as integrations within other platforms, whereas Thoughtul’s bots are uniquely designed to emulate a position that would otherwise be staffed by a human. The company claims that its bots can help OpEx teams minimize staffing costs and optimize workflows whilst preventing any risk associated with cost cutting.
Freddie
Company Specialist at Welcome to the Jungle
Insights
12% employee growth in 12 months
Company
Funding (last 2 of 4 rounds)
Jul 2024
$20m
SERIES A
Mar 2022
$10m
SEED
Total funding: $35.9m
Company benefits
- Robust Medical/Dental/Vision plans with Employer supported premiums
- Quarterly Company get-togethers
- Gym/Health Perks
- Early employee equity
- Getting your hands dirty at the ground level
- PTO (Sabbatical after 4 years)
Company values
- Experiment always - Don’t let the fear of failure hold you back from doing incredible, original work. We don’t expect perfection on the first swing, just the willingness to keep going until we get it right. It takes grit, a lot of experimentation, and failing fast to optimize learnings
- Do less, deliver more - We focus on doing the right things, not all things. Focus on work that creates an outsized impact for our customers and team. We practice ruthless prioritization and intentionally make trade-offs that best serve our customers and mission
- We are givers - We put our customers and our team ahead of our personal ambitions. We intentionally give without condition in the spirit of advancing our mission. We won’t succeed with a “gimme” culture, but we will win as a team of endless baton-passers who support each other until the race is won
- Be ALL in - We make outsized bets to earn outsized returns for our customers, fellow colleagues, investors and stakeholders. If something critical is broken, we work relentlessly to not only fix it but solve the core issue using first-principles thinking. We obsess everyday to advance the mission and plan on building a durable, resilient 100+ year old company
- Expect to WIN - Winning is the outcome of compounding wins every moment, day, month and year. We are disciplined executors that strive to achieve mastery in everything we do. We win with grace and help elevate everyone around us. We are market makers and leaders
Company HQ
Congress Avenue Historic District, Austin, TX
Articles
Leadership
Alex Zekoff
(CEO)Co-founder and CEO of Like Wallet from 2017 to 2018. Experience as Lead Process Automation Engineer for Deloitte Consulting.
Dan Parsons
(CPO)Experience as CEO of ORA Interactive. Co-founder and CEO of DRYV from 2014 to 2018.
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