Technical Accounting Lead

Sierra IT Training Services Ltd; San Francisco, Northern (CA, KY); Hybrid; USD 170,000 - 250,000; Full time

Benefits offered by this job

Flexible PTO

Medical, dental, and vision benefits

Equity plans subject to terms

Parental leave

Fertility and family building benefits

Job summary

Sierra in San Francisco is seeking a finance leader to own technical accounting, document all key policies (cost of revenue, leases, revenue, stock-based compensation, fixed assets), and advise on strategic investments and partnerships. You will help shape financial disclosures and policy choices across rapid growth.

You will coordinate with external auditors for quarterly and annual audits, evaluate balance sheet and cash flow presentations, ensure GAAP compliance, and drive AI-enabled

Qualifications

• CPA license is required.
• 2–5+ years at a Big Four firm.
• 2–5+ years in-house at a high-growth enterprise software company.

Responsibilities

• Lead documentation of all technical accounting policies (cost of revenue, leases, revenue, stock-based compensation, fixed assets).
• Advise on strategic investments, acquisitions, and partnerships.
• Review monthly financials for adherence to accounting policies.
• Coordinate external audits for quarterly and annual requirements.
• Lead evaluation of balance sheet, income statement, and cash flow presentations.
• Drive AI-enabled transformation to scale the finance function.

Skills

CPA license

Big Four experience

Public company experience

US GAAP

AI-enabled finance

Process improvement

Automation

Strategic investments

Job description

About us

At Sierra, we’re building a platform to enable every company in the world to build better, more human customer experiences with AI. We partner with industry leaders such as SoftBank, Uber, Rivian, CLEAR, and Sutter Health. We are primarily an in-person company based in San Francisco, with growing offices across North America, Europe, and Asia.

We are guided by a set of values that are at the core of our actions and define our culture: Trust, Customer Obsession, Craftsmanship, Intensity, and Family. These values are the foundation of our work, and we are committed to upholding them in everything we do.

Our co-founders are Bret Taylor and Clay Bavor. Bret currently serves as Board Chair of OpenAI. Previously, he was co-CEO of Salesforce (which had acquired the company he founded, Quip) and CTO of Facebook. Bret was also one of Google's earliest product managers and co-creator of Google Maps. Before founding Sierra, Clay spent 18 years at Google, where he most recently led Google Labs. Earlier, he started and led Google’s AR/VR effort, Project Starline, and Google Lens. Before that, Clay led the product and design teams for Google Workspace.

What you’ll do

Own technical accounting

• Lead the documentation of all technical accounting policies (cost of revenue, allocations, leases, revenue, stock based compensation, fixed assets, etc.)
• Serve as an advisor on strategic investments, acquisitions, and partnerships
• Review monthly financials for adherence to accounting policies

Lead preparation of audit and IPO preparedness

• Coordinate with external audit firm on quarterly and annual audit requirements
• Lead the evaluation of presentation of balance sheet, income statement, and cash flow statements
• Ensure compliance with current financial statement disclosures requirements

Proactive involvement in Finance Transformation initiatives to leverage AI and tooling to scale

• Enhance or upgrade our our tech stack to enable the latest in AI technology
• Challenge our processes and develop AI first approach

What you'll bring

• CPA license
• 2-5+ years at Big Four firm preferably servicing public companies
• 2-5+ years in house at high-growth enterprise software company
• Proficient in US GAAP
• Ability to identify areas for improvement and build solutions using AI
• Desire to drive operational efficiency to scale the accounting function
• A structured, self-directed, detail-oriented builder and problem solver who can design a process where none exists, run it, and improve it over time without being managed toward it. A bias for simplifying and automating processes and passion for building an AI-native finance function.

Even better…

• Previous IPO experience with enterprise B2B software company
• Proficiency with our modern office of the CFO tech stack

Our values

• Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness. We build trust in AI by making it more accessible, safe, and useful. We build trust with each other by showing up for each other professionally and personally, creating an environment that enables all of us to do our best work.
• Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones. Everyone at the company knows and spends time with our customers. When our customer is having an issue, we drop everything and fix it.
• Craftsmanship: We get the details right, from the words on the page to the system architecture. We have good taste. When we notice something isn’t right, we take the time to fix it. We are proud of the products we produce. We continuously self-reflect to continuously self-improve.
• Intensity: We know we don’t have the luxury of patience. We play to win. We care about our product being the best, and when it isn’t, we fix it. When we fail, we talk about it openly and without blame so we succeed the next time.
• Family: We know that balance and intensity are compatible, and we model it in our actions and processes. We are the best technology company for parents. We support and respect each other and celebrate each other’s personal and professional achievements.

What we offer

We want our benefits to reflect our values and offer the following to full-time employees:

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and your family
• Life insurance and disability benefits
• Retirement plan dependent on country of employment
• Parental leave
• Fertility and family building benefits through Carrot
• Lunch, as well as delicious snacks and coffee to keep you energized
• Discretionary benefit stipend giving people the ability to spend where it matters most
• Free alphorn lessons

These benefits are further detailed in Sierra's policies, may vary by region, and are subject to change at any time, consistent with the terms of any applicable compensation or benefits plans. Eligible full-time employees can participate in Sierra's equity plans subject to the terms of the applicable plans and policies.

Be you, with us

We're working to bring the transformative power of AI to every organization in the world. To do so, it is important to us that the diversity of our employees represents the diversity of our customers. We believe that our work and culture are better when we encourage, support, and respect different skills and experiences represented within our team. We encourage you to apply even if your experience doesn't precisely match the job description. We strive to evaluate all applicants consistently without regard to race, color, religion, gender, national origin, age, disability, veteran status, pregnancy, gender expression or identity, sexual orientation, citizenship, or any other legally protected class.