The ad says“Experience using AI tooling (Copilot, ChatGPT, or purpose-built RevOps tools) to accelerate deal review, summarization, or exception routing”
The ad says“Hands-on experience with CPQ tools (Dealhub, Salesforce CPQ, MonetizeNow or similar) and a clear understanding of how quoting logic, product catalogs, and approval workflows are configured”
The ad says“Familiarity with SaaS pricing models including usage-based, ramped, or multi-product structures”
The ad says“Comfortable in Salesforce; you know your way around objects, fields, and reports, and you can have a productive conversation with a Salesforce admin about what needs to change”
Sentry’s Revenue Operations team is built around three pillars — Analytics, GTM Technology, and Deal Desk — and we’re hiring a Revenue Operations Manager who will work across all three. This isn’t a role where you sit at the end of the sales process waiting for deals to land in your queue
We want someone who is curious about why deals are structured the way they are, who spots inefficiencies before anyone else does, and who sees our CPQ and Salesforce environment as a system to be improved, not just operated
Roughly half your time will be deal desk ownership while the other half is the broader rev ops surface area — process design, systems and tooling, reporting and insights, and the cross-functional projects that keep sales, finance, and marketing running off the same playbook. Across both, your mandate is the same: reduce friction, automate the routine, and make more of the work self-service for reps
This role is an opportunity to grow into a deep operator and systems thinker
Own Deal Desk - end-to-end processing of deals — including quote creation, discount review, order form generation, and approval routing — with minimal escalation and fast turnaround
Become an expert in our CPQ system and Salesforce integration– not just as a user, but as a critical voice for what should change. Document pain points, propose solutions, and work alongside our GTM Tech team to drive improvements
Help design and implement self-service guardrails and automation that reduce the volume of deals requiring manual Deal Desk intervention, working toward a future where reps can handle standard deals entirely on their own
Build and maintain deal desk playbooks, approval matrices, and process documentation that create consistency and reduce re-review
Support pricing updates by ensuring that changes are reflected accurately and promptly in CPQ, and flagging downstream impacts before they become problems for sales
Identify patterns across deal data — approval rates, exception types, deal velocity — and surface insights that inform policy and pricing decisions
Benefits
Competitive Compensation + Equity
Medical, Dental, Vision Insurance
Commuter Stipend
Professional Development Stipend
Health & Wellness Benefits
Charitable Matching Program
Flexible PTO
Paid Parental Leave
401k Plan
Preferred experience
If you’re someone who thrives on bringing order to chaos, who gets excited about eliminating the manual step that shouldn’t exist in the first place, this is the job
Are energized by a company that is actively re-imagining processes as GTM technology is being re-invented. You want to be part of shaping what comes next, not just inheriting the status quo
Believe that a good deal desk shouldn’t be a bottleneck; it should make deals go faster
Get frustrated by manual work that could be automated, and do something about it
Like operating with autonomy while staying tightly coordinated with a small team
Can hold your own in a conversation with a sales rep pushing for a discount and with a systems engineer asking why a workflow is configured a certain way
Enjoy making things simple — the kind of simple that takes real work to build
Hands-on experience with CPQ tools (Dealhub, Salesforce CPQ, MonetizeNow or similar) and a clear understanding of how quoting logic, product catalogs, and approval workflows are configured
Strong analytical instincts, you can build a model or a report to answer a question, and you know which questions are worth asking
Experience handling the full deal lifecycle: quoting, redlines, order forms, and booking
Experience using AI tooling (Copilot, ChatGPT, or purpose-built RevOps tools) to accelerate deal review, summarization, or exception routing
A demonstrated habit of improving the processes you inherit, not just executing them
Comfortable in Salesforce; you know your way around objects, fields, and reports, and you can have a productive conversation with a Salesforce admin about what needs to change
5+ years of experience in Deal Desk, Sales Operations, Revenue Operations, or a closely related function at a B2B SaaS company
Familiarity with SaaS pricing models including usage-based, ramped, or multi-product structures
Experience supporting both new business and renewal motions with an understanding of why clean separation of roles matters
