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Senior Deal Desk Manager

Retell AI - Redwood City, CA, United States - In-office - posted 2026-09-29

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Salary: USD 185,000 - 225,000 / annual

Retell AI is a voice AI platform that replaces traditional call center operations with intelligent AI agents. The company has scaled to $80M ARR with 50 employees and is valued at $1.5B+, backed by Y Combinator and top-tier investors. Retell powers customer interactions for enterprises including CVS/Aetna, American Airlines, Lenovo, and Grab. You will be Retell's first Senior Deal Desk Manager, reporting directly to the founder. This is a foundational role that will shape how the company prices, approves, and closes enterprise deals. You'll work daily with Sales, Finance, and Legal teams to structure and execute complex transactions. Key Responsibilities: - Own fast, profitable deal approvals from quote to cash, moving from approval to closure in hours rather than days - Structure and approve non-standard deals including discounts, usage commits, per-minute pricing, and flexible payment terms - Build and maintain the discount approval matrix and pricing guardrails; model deal margin before every approval - Manage the complete quote-to-cash workflow across CRM, CPQ, Legal handoff, and billing systems - Report weekly on cycle time, discount levels, and win rate; identify and automate approval processes where possible You'll operate at the intersection of commercial strategy and operational execution. The company's usage-based pricing model is still evolving, and the deals you structure will directly influence how Retell prices its platform going forward. This role requires both analytical rigor and the judgment to make fast decisions under pressure. Requirements: - 4+ years of experience in deal desk, pricing, or sales/revenue operations at a B2B SaaS company - Proven experience owning end-to-end enterprise deal processes for deals exceeding $300K - Hands-on proficiency with Salesforce or HubSpot and a CPQ tool - Background at a VC-backed SaaS/AI company or large tech/SaaS organization Nice to Have: - Experience with usage-based or consumption pricing models - Track record of building a deal desk function from scratch - SQL or scripting skills to automate reporting and approvals

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