Jobs Companies Gladly Senior Manager, Accounting

About this Senior Manager, Accounting role at Gladly

Gladly · Remote · US, Remote

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.

The Team

You will join an experienced leadership team backed by top-tier investors, including Greylock, NEA, and GGV. Reporting to senior Finance leadership, you will own our entire accounting function and lead a small, high-performing team of two accountants. This team is the financial backbone of the organization, with a culture of ownership, continuous improvement, and close collaboration with FP&A, Sales, and Legal.

The Opportunity

We're seeking a highly motivated and hands-on Senior Manager of Accounting to own our entire accounting function. As the core financial leader for our high-growth AI+SaaS company, you'll scale our financial operations and ensure technical accounting compliance (ASC 606), while running the close and payroll yourself and building the controls that let us scale.

We're looking for someone with a passion for building efficient processes from the ground up, the curiosity to solve complex technical accounting issues, and the initiative to thrive in a fast-paced environment. This is a critical role that requires both deep technical expertise and a true player-coach mindset: equally happy owning the strategy and doing the hands-on work. You'll serve as a trusted sounding board for Gladiators across the organization.

What You'll Do

  • Financial Reporting & Close: Own the end-to-end month-end, quarter-end, and year-end close, ensuring timely, accurate financial statements under US GAAP. Manage the chart of accounts, general ledger, and fixed assets.
  • SaaS Revenue & Technical Accounting: Lead complex revenue recognition under ASC 606 for subscription and usage-based models, including deferred revenue, contract modifications, and commission capitalization. Serve as the internal expert for technical accounting research on new business models such as AI licensing and outcome-based pricing.
  • Payroll & Operational Management: Personally run bi-weekly payroll in ADP, and oversee accounts payable, expense management, and AR/collections to optimize cash flow and meet burn targets. This is a hands-on role in the systems daily, not a review-only seat.
  • Compliance, Audit & Systems: Coordinate annual audits and tax prep as the primary liaison with external auditors. Design and maintain internal controls (SOX-like readiness) and accounting policies. Serve as a NetSuite power user.
  • Leadership & Collaboration: Manage and mentor a team of two (a senior accountant and a revenue accountant). Partner with FP&A on budgeting and forecasting, and with Sales and Legal on contract structure. Contribute to fundraising and M&A from an accounting perspective.

What We're Looking For

  • Experience: 8+ years in accounting, with 3+ years managing or supervising. Given the technical breadth of this role, candidates at the higher end of this range fit best.
  • Systems (must-have): Hands-on, daily NetSuite expertise AND hands-on payroll processing in ADP or a directly comparable platform. You have personally run payroll, not just reviewed entries.
  • Technical: Deep US GAAP with verifiable ASC 606 experience for recurring/usage-based SaaS revenue, plus the ability to own technical accounting research, audit, and internal controls.
  • Profile: A rare player-coach, equally comfortable owning technical and strategic accounting and personally running payroll and close. Scrappy, high EQ, thrives in ambiguity.
  • Education: Bachelor's degree in Accounting, Finance, or a related field. Active CPA strongly preferred; Big 4 background highly desirable given the technical scope.
  • Location: US-based, remote

Why Join Gladly?

  • Competitive salaries, stock options, and comprehensive benefits
  • Generous paid time off, parental leave, and home office stipends
  • A fully remote work environment with opportunities for in-person team gatherings
  • A strong commitment to professional growth and an inclusive workplace where diverse perspectives thrive

If this role excites you but you don't meet every qualification, we still encourage you to apply. Diverse perspectives and experiences are the cornerstone of our success.

Pay Transparency

Salary for this role: $156,000 - $184,000 (for Sr Manager title - open to Director level for the right fit!)

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. Individual compensation packages are based on factors unique to each candidate, including career level, skills, experience, and location.

Why Join Gladly?

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:

  • Competitive salaries, stock options, and comprehensive benefits
  • Generous paid time off, parental leave, and home office stipends
  • A fully remote work environment with opportunities for in-person team gatherings
  • A strong commitment to professional growth and an inclusive workplace where diverse perspectives thrive
  • A company where AI is not a buzzword. We build AI products and we expect our team to use AI tools daily

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.

Ready to apply to Gladly?
Apply to Gladly

About Gladly

How do you contact companies you do business with? Voice, chat, email, SMS, social media? Gladly was built to help rethink how the world’s top brands communicate with their customers.

We're currently hiring software engineers to join our growing team in San Francisco.

What’s life at Gladly like?

We’d like to give you a good idea of what it's like to work at Gladly. We value the strength of our team above everything else. We believe in open communication and in sharing opinions, not in micromanagement. We openly discuss all aspects of our business, and avoid internal politics. We learn from each other, and we help each other learn. We focus on a common goal, which is the success of our customers, and through it the success of our business and our people. We have a collaborative culture of mutual respect - many of us are working together for a second and even a third time. We have a strong work ethic, but value life outside of work, so we don't spend our entire lives in the office. Come join us!



About the Role

We're in search of a software engineer with experience in machine learning to use Gladly's unique dataset and to develop high-impact products. You will collaborate with a cross-functional team of engineers, product managers and designers to identify product opportunities, validate and tune machine learning models, and integrate them directly into our platform. This is a greenfield opportunity where you’ll be involved in making critical decisions that will have a far reaching impact on our product and data pipeline from the ground up.

What You'll Do

  • Analyze and derive insights from large, complex data sets, including real-world conversational data.
  • Iteratively develop, test and integrate state-of-the-art machine learning and neural network models to improve our customer service platform.
  • Build and prototype analysis pipelines to ensure quality and scalability from ingestion to transformation and storage.
  • Apply coding skills to integrate your models directly into the product, collaborating with other engineers and designers.

Some example projects include:

  • Apply deep learning techniques to automatically respond to customer inquiries.
  • Design a speech recognition system for high quality multi-speaker call transcriptions.
  • Develop optimal routing algorithms to prioritize and match customers with agents best suited to handle their questions.

 

This position offers multiple degrees of freedom. Whatever your role is here, you'll able to branch out and work on different projects as needed.

We are looking for a candidate who:

  • Is highly inquisitive and can derive patterns and insights from large structured and unstructured datasets.
  • Has a keen desire to solve business problems through tailored data science and machine learning techniques. Can see the big picture and understand requirements from other points of view, beyond just the spec.
  • Excels at making complex concepts simple and easy to understand by those around you. Able to communicate both high level principles and nuances of machine learning methods to product managers and engineers.
  • Has a deep understanding of statistical and predictive modeling, feature selection and dimensionality reduction, and classification, ranking and recommendation techniques.
  • Has solid coding ability in a high level language and fluency with machine learning libraries. We mainly use Go, JavaScript and Python.

 

Desired Experience:

  • Production experience with NLP, ASR and search.
  • Experience working with large-scale data frameworks.

 

The ideal candidate is a software engineer currently practicing machine learning techniques in a production environment. However we are also open to candidates with deep expertise in machine learning who are transitioning from academia.

Just to highlight why you'll love working here at Gladly:

  • We're still a small and bureaucracy-free company, so you'll be able to see projects from concept to production, ship and iterate quickly.
  • We have a collaborative culture of mutual respect - many of us are working together for a second and even a third time.
  • We believe in open communication and in sharing opinions, not in micromanagement.
  • We have a strong work ethic, but value life outside of work, so we don't spend our entire lives in the office.

 

Gladly offers competitive salaries, stock options, and generous paid time off as well as:

  • Medical, Dental, Vision and Life insurance
  • Paid Parental Leave
  • 401K
  • Flexible Spending Accounts
  • Fitness Stipend
  • Equipment of your choice
  • Commuter Benefits

 

Gladly is based in San Francisco and funded by Greylock Partners, NEA and GGV Capital. Learn more about the company and our team here.

See all jobs at Gladly →

Similar jobs

Sign up for suggestions tailored to the jobs you open and the searches you save.

Apply now
🤖

Whoa — hold up

JobsRadar was built for real people having a rough time in their job search — not for automated requests. You're clicking way too fast and you're now temporarily blocked.

Come back later. If you're genuinely job hunting, we've got your back — just act like a human.

Catch your next role the second it’s posted.

Create a free account and we’ll watch the boards for you — the instant a job matches your search, it lands in your inbox or Telegram. No digging, no refreshing.

Create free account

Free forever · takes 30 seconds · already have one?

Get an edge on your job hunt.

Join our Telegram channel for the stuff that helps you land the role — salary benchmarks, the weekly market pulse, and new-feature drops. No spam, just signal.

Join the channel — it's free