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About Gladly
For business leaders who want to get AI right, Gladly is the only customer experience AI that delivers the cost savings they need AND the customer devotion that drives lasting business value. With over a decade of singular CX focus and trusted by the world's most customer-centric brands including Crate & Barrel, Breeze Airways, and Ulta Beauty, Gladly was designed for devotion, not deflection: purpose-built to engage customers and turn every conversation into lasting relationship equity. The result is experiences that are radically personal and effortlessly scalable, emotionally intelligent and operationally efficient.
At the heart of our simply powerful platform, Gladly maintains one continuous conversation across all channels while striking the perfect balance of AI and human connection. With 450M+ conversations powered globally, $510M+ cumulative cost savings delivered for customers, and a 65% increase in CSAT, this is a team where your work has real impact at scale. Learn more at www.gladly.ai.
You will own product design for the Agent Harness, the part of Gladly AI where teams build, test, launch, monitor, and improve AI agents. Your surface spans both sides of the harness.
This is a generalist role where range matters more than depth in any single discipline. In a given week, you might design an eval review workflow, prototype an agent-steering interaction, tighten the design system components that every team consumes, and review UI that shipped without a designer touching it. Much of the product surface at Gladly is now built with AI-assisted tools by engineers and PMs, so a core part of this job is setting and elevating the quality bar for interfaces you didn't author: through the design system, through review, and through taste.
Thoughtful problem-solvers do well here. They dig into the problem before the fix, make their case clearly, and hold strong opinions loosely. The best work usually has more than one mind in it, so we look for designers who seek out other people's ideas and treat them as well as their own.
$150,000 to $185,000 annual salary + equity + benefits
For cash compensation, we set standard ranges for all U.S.-based roles based on function, level, and geographic location, benchmarked against similar-stage growth companies. In order to be compliant with local legislation, as well as to provide greater transparency to candidates, we share salary ranges on all job postings regardless of desired hiring location. Final offer amounts are determined by multiple factors, including geographic location as well as candidate experience and expertise, and may vary from the amounts listed above.
Gladly is redefining customer experience AI; we're designed for devotion, not deflection. We put people at the center of everything we build, from our platform to our culture. When you join us, you'll enjoy:
We're a team that believes in transparency, collaboration, and the idea that the best work happens when talented people genuinely enjoy working together. Top talent, good vibes, no politics. If this role excites you but you don't meet every qualification, we still encourage you to apply. The perspectives and experiences you bring matter more than checking every box.
USD 150,000 - 185,000
Annually
Health Insurance
Dental Insurance
Vision Insurance
Employee Assistance Program
Life Insurance
Disability Insurance
Health Savings Account (HSA)
401(k) / Retirement Plan
Stock Options
Performance Bonus
Flexible Spending Account
Unlimited PTO
Flexible Schedule
Home Office Stipend
Company Offsites / Retreats
Parental Leave
Fertility Benefits
Adoption Assistance
Learning & Development
Volunteer Time Off
Employee Referral Bonus
Alongside medical, dental, vision, and life insurance, Gladly adds an Employee Assistance Program (EAP), Flexible Spending Accounts (FSA), a 401(k) savings plan, and infertility and adoption benefits. Stock options extend to all employees, not just senior hires.
Gladly's stated policy is that employees can live anywhere in the United States. In practice, current openings also include Colombia-based roles working with US teams and customers, so some positions reach beyond US borders through contractor or EOR-style arrangements. Check the specific role for its location terms.
Official Gladly correspondence only comes from @gladly.ai email addresses. Gladly never interviews candidates over text or chat, and never asks for your Social Security number or bank details during the interview process. Applicant questions go to talent@gladly.ai.
Gladly suits people who manage their own schedule and know when and where they do their best work. The company describes putting people first as its core focus and leans on autonomy and trust, so it fits candidates who want ownership rather than close supervision.
Employees describe the culture as communicative and transparent, built on trust and collaboration. Gladly runs all-company volunteer days and hosts Fireside Chats with leading industry professionals, and the distributed team gathers in person for offsites throughout the year.
Gladly was founded in 2014 by Joseph Ansanelli, Michael Wolfe, and Dirk Kessler, with a mission to put people back at the center of customer service. It serves 200-plus US customers and powers more than 10,000 customer service agents, with named brands including Warby Parker alongside Crate & Barrel, Ulta Beauty, and Tumi.