At a Glance
- Tasks: Support complex enterprise deals from pricing to proposal and signature.
- Company: Join a leading AI platform with a focus on human customer experiences.
- Benefits: Enjoy flexible time off, health benefits, and a supportive work culture.
- Other info: Dynamic team environment with opportunities for personal and professional growth.
- Why this job: Be the backbone of sales operations and drive impactful AI solutions.
- Qualifications: 3+ years in deal desk or sales operations; strong Excel skills required.
The predicted salary is between 49500 - 60500 £ per year.
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.
About the Role
We're looking for a Deal Operations Manager to sit at the intersection of Sales, Finance, Legal, and Product, helping structure, price, and close complex enterprise deals. You'll be the operational backbone of our sales motion — ensuring deals move quickly, accurately, and profitably from proposal to signature.
What you'll do:
- Own end-to-end deal support: structuring pricing, building proposals, and running approval workflows for enterprise and strategic deals.
- Partner with Sales to design and maintain deal desk processes, discounting guardrails, and approval matrices that balance speed with governance.
- Work cross-functionally with Legal, Finance, and Product to unblock non-standard terms, custom packaging, and multi-year/multi-product deals.
- Build and maintain tools/dashboards (Salesforce, Sheets, or internal systems) to track deal pipeline, cycle time, and win/loss trends.
- Analyze deal data to identify bottlenecks in the sales cycle and recommend process improvements.
- Support quote-to-cash processes, ensuring accuracy in contract terms, billing setup, and revenue recognition handoffs.
- Own special projects related to pricing strategy, packaging, discounting policy, and international deal structures.
- Leverage AI-native tools (e.g., Claude Code, Cursor) to automate repetitive deal workflows and create scalable systems.
What you'll bring:
- 3+ years of experience in deal desk, sales operations, revenue operations, or management consulting.
- Strong Excel/Google Sheets skills; comfort with financial modeling and deal economics (discounting, margin, ARR impact).
- Experience with CRM platforms (Salesforce preferred) and contract/CLM tools (e.g., Ironclad, DocuSign).
- High attention to detail — you catch pricing errors and contract inconsistencies before they become problems.
- Ability to manage multiple live deals simultaneously under time pressure without sacrificing accuracy.
- Strong written and verbal communication skills; comfortable presenting recommendations to Sales leadership and executives.
- A proactive, builder mentality — comfortable creating process from scratch in an ambiguous, fast-moving environment.
Our values:
- Trust: We build trust with our customers with our accountability, empathy, quality, and responsiveness.
- Customer Obsession: We deeply understand our customers’ business goals and relentlessly focus on driving outcomes, not just technical milestones.
- Craftsmanship: We get the details right, from the words on the page to the system architecture.
- Intensity: We know we don’t have the luxury of patience. We play to win.
- Family: We know that balance and intensity are compatible, and we model it in our actions and processes.
What we offer:
- 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.
Deal Operations Manager in London employer: Sierra
Sierra is an exceptional employer that values creativity and collaboration, making it an ideal place for a Brand Designer to thrive. With a strong commitment to work-life balance, we offer flexible paid time off and comprehensive medical benefits, ensuring our employees feel supported both personally and professionally. Our dynamic work culture fosters growth and innovation, providing unique opportunities to make a significant impact in the EMEA region.
