Remote
US
$85K–$100K
💰Finance
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Sr. Deal Desk Analyst
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 300M+ conversations powered globally, $510M+ cumulative cost savings delivered for customers, and a 65% increase in CSAT scores, this is a team where your work has real impact at scale. Learn more at www.gladly.ai.
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 300M+ conversations powered globally, $510M+ cumulative cost savings delivered for customers, and a 65% increase in CSAT scores, this is a team where your work has real impact at scale. Learn more at www.gladly.ai.
The Finance team at Gladly is small, high-performing, and operates well above its weight class. The culture here is defined by high autonomy, direct visibility with leadership, and a bias toward action over process. Your work directly impacts how deals close and how leadership makes decisions. There are no layers, no committees, and no waiting around for approval. The team values over-communication, intellectual curiosity, and a willingness to context-switch quickly across priorities.
You will report to the Director of FP&A and work closely with RevOps, Sales, Systems Design, and GTM leadership as a collaborative partner and reliable operational resource across the commercial side of the business.
This role sits at the center of deal desk operations and commercial finance, giving you a front-row seat to how deals get structured, priced, and closed. You will be deeply embedded in the quote-to-cash workflow from day one, owning deal reviews, pricing analysis, and the operational rigor that keeps the commercial motion running cleanly.
You are the kind of person who thrives on precision and process. You catch what others miss, you follow through without cutting corners, and you are comfortable owning the final review on deals before they close. You bring a natural attention to detail and a strong bias toward execution.
Gladly’s commercial motion is accelerating, and the Finance team is scaling to match. You will play a central role in that, helping build the operational rigor that supports a growing deal volume while also supporting pricing analysis and margin modeling that inform deal structure decisions.
Salary for this role: $60,000 - $90,000 USD annually DOE (can be paid in MX pesos; COR only option available)
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 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 — 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 60,000 - 90,000
Annually
Health Insurance
Dental Insurance
Vision Insurance
Employee Assistance Program
Life Insurance
Fitness Stipend
Pet Insurance
Disability Insurance
Health Savings Account (HSA)
Mental Health Benefits
401(k) / Retirement Plan
Stock Options
Performance Bonus
Flexible Spending Account
Parental Leave
Fertility Benefits
Adoption Assistance
Unlimited PTO
Learning & Development
Flexible Schedule
Volunteer Time Off
Home Office Stipend
Company Offsites / Retreats
Employee Referral Bonus
