Sierra
GTM Operations, Pricing
San Francisco, CA. Posted 3 months ago
The role
You will lead pricing strategy for major enterprise opportunities and develop commercial models. You will work with senior leaders across Sales, Operations, Product, Finance, and Legal to shape pricing strategies for AI agents.
What you will do
- Lead pricing strategy for major enterprise opportunities, from early customer discussions through negotiation and close
- Develop commercial models and ROI analyses that connect Sierra’s performance to measurable customer value
- Bring clear analysis and sound judgment to high-stakes customer negotiations
- Partner across the company to turn new product capabilities into scalable commercial offerings
Required qualifications
- 4+ years of experience in consulting, banking, strategy, or business operations
- Experience negotiating complex customer partnerships and familiarity with navigating sales cycles
- Strong financial modeling skills and the ability to turn analysis into a clear executive recommendation
- Excellent commercial judgment, including the ability to make thoughtful decisions with incomplete information
- Clear written and verbal communication with senior leaders
- Degree in Business Administration, Finance, or related field, or equivalent professional experience
Nice to have
- Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations
- Experience in partnerships, business development, and value engineering roles
- Familiarity with AI or conversational AI technologies
- Previous 0-1 startup or fast-paced high-growth environment experience
Benefits
- 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
- Lunch, as well as delicious snacks and coffee when working onsite
- Discretionary benefit stipend
- Free alphorn lessons
- Equity plans for eligible full-time employees
About the company
Sierra is a platform for customer-facing AI agents working with brands like The GAP, Rocket Mortgage, SoFi, Sutter Health, and SoftBank. The company is primarily in-person based in San Francisco.