GTM Operations, Pricing
Join Sierra as a pricing strategist to develop pricing proposals and collaborate on pricing strategy in a fast-paced AI-focused environment.
Posted by employer 3 months ago
First seen on Joblaze 2 months ago
Last verified on the company career page 7 hours ago
AI in the day-to-day
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Requirements
- Experience
- 4+ years
- Education
- Bachelor's degree
Not disclosed in this posting: compensation, visa sponsorship.
Benefits
Joblaze summary
In this role, the pricing strategist collaborates closely with the sales team to craft pricing proposals and ROI case studies, while also engaging with product, marketing, and operations to shape the company's pricing strategy. Candidates should have over four years of experience in consulting or business operations, ideally with a background in SaaS pricing and sales cycles. This position is well-suited for individuals with startup experience who can navigate complex customer partnerships and leverage data-driven decision-making. Sierra's emphasis on trust and customer obsession reflects its commitment to building strong relationships and delivering high-quality AI solutions.
Joblaze insights
- Listed about 2 months ago — first seen on Joblaze September 3, 2026. Last confirmed on Sierra's careers page November 8, 2026.
- This exact title is also open at 1 other location at Sierra: London.
Quick facts
- Is the GTM Operations, Pricing role remote?
- No — this is an on-site role in San Francisco, CA.
- How much experience is required?
- At least 4 years of relevant experience for this GTM Operations, Pricing role.
- Where is the role based?
- Sierra is hiring for this position in San Francisco, CA.
- What seniority level is this role?
- Sierra targets mid-level candidates for this position.
- Is this full-time or contract?
- Full-time for this GTM Operations, Pricing role at Sierra.
From the original posting
What You'll Do
Sierra’s outcomes-based pricing model is central to how we partner with customers. In this role, you will work with senior leaders across Sales, Operations, Product, Finance, and Legal. You will help negotiate complex partnerships with Fortune 500 companies, build business cases that demonstrate Sierra’s value, and shape pricing strategies for AI agents that drive revenue, improve retention, and transform core business processes.
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
What You'll Bring:
4+ years of experience in consulting, banking, strategy, or business operations. Startup experience in a similar GTM operations role, specifically SaaS pricing, sales, marketing, and operations strongly preferred.
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
Even better...
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
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.
Flexible (unlimited) paid time off
Life insurance and disability benefits
Retirement plan dependent on country of employment
Parental leave
Fertility and family building benefits through Carrot
Free alphorn lessons
Standard company text repeated across Sierra's postings is omitted here.