We use cookies to improve your experience and measure how our site is used. Learn more.
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 be joining an experienced leadership team backed by top-tier investors, including Greylock, NEA, and GGV. Reporting to the Director of Accounting, you will own the revenue and billing cycle end to end. This is an individual contributor role, you own the function rather than a team.
Our accounting team acts as the financial backbone of the organization, fostering a culture of ownership, continuous improvement, and collaboration with cross-functional partners in FP&A, Sales, Sales Operations, Customer Success, and Legal.
We are seeking a hands-on Revenue Accountant to own the full revenue cycle at a high-growth AI+SaaS company, from the moment a contract is signed through invoicing, recognition, and cash collection.
This is a role for someone who wants their fingerprints on the process, not just the output. You will inherit a growing book of subscription and usage-based contracts and a billing system in Tabs that is live but not yet fully dialed in. There is real work ahead to tighten the configuration, close the gaps between Tabs and NetSuite, and help shape how revenue operations should run as we scale. If you are energized by cleaning up a schedule, automating a manual close step, and being the person everyone trusts on how a deal should be billed and recognized, you will do the best work of your career here.
You will also be one of the few people in Finance who talks directly to customers. How you handle a billing question shapes how a customer experiences Gladly, and we take that seriously.
Salary for this role: $110,000 - $125,000 USD
Important: The cash compensation above includes base salary, and is not reflective of potential commission for employees in eligible roles, or annual bonus targets under Gladly's bonus plan for eligible roles. In addition to cash compensation, all Gladly's employees are eligible to participate in Gladly's equity incentive plan to receive stock options per the terms of the agreement. Individual compensation packages are based on a few different factors unique to each candidate, including their career level, skills, experience, specific geographic location qualifications and other job-related reasons.
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 110,000 - 125,000
Annually
Health Insurance
Dental Insurance
Vision Insurance
Employee Assistance Program
Life Insurance
Pet 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.