ABOUT THE ROLERetell AI transforms customer experience with voice AI for enterprises, including customers like CVS/Aetna, American Airlines, Lenovo, and Grab. We have more customer stories than we can tell!
We're hiring our first Senior Deal Desk Manager to design how to Retell prices, approve, and close enterprise deals. You'll report directly to the founder and work daily in Sales, Finance, and Legal. Our usage-based pricing is still taking shape, and the deals you structure will shape it.
KEY RESPONSIBILITYThis hire owns fast, profitable deal approvals from quote to cash.
- Structure and approve non-standard deals (discounts, usage commits, per-minute pricing, payment terms) in hours, not days
- Build the discount approval matrix and pricing guardrails, and model deal margin before every approval
- Run quote-to-cash across CRM, CPQ, Legal handoff, and billing
- Report weekly on cycle time, discount levels, and win rate, and automate approvals where possible
WHAT WE'RE LOOKING FORMust have:- 4+ years in deal desk, pricing, or sales/revenue operations at a B2B SaaS company
- Experience owning an end to end enterprise process for deals over $300K is required
- Hands-on experience with Salesforce or HubSpot and a CPQ tool
- Experience at a VC-backed SaaS/AI company or a big tech/large SaaS company
Nice to have:- Experience with usage-based or consumption pricing
- Built a deal desk function from scratch
- SQL or scripting skills to automate reporting and approvals
HOW WE EVALUATEWe care less about checkboxes and more about:
- Commercial judgment on real deal scenarios
- Accuracy in pricing and margin models
- Calm, clear decisions under end-of-quarter pressure
- Ability to influence Sales, Finance, and Legal
YOU MIGHT THRIVE IF- You'd rather say "here's how we can do it" than "no"
- You enjoy a spreadsheet model as much as a live deal call
- You want to build the playbook, not follow one
JOB DETAILSCash: $185,000 - $225,000Equity: 4-year vest / 1-year cliffLocation: Redwood City, California (Relocation support provided)US Visas: Retell AI is open to sponsoring work authorization for qualified candidates, including H-1B, TN, L-1, E-3, and F-1 (OPT/CPT).OTHER BENEFITS- 100% coverage for medical, dental, and vision insurance
- $70/day DoorDash credit for breakfast, lunch, dinner, and snacks
- $200/month wellness reimbursement (gym, fitness classes, etc.)
- $300/month commuter reimbursement (gas, Caltrain, etc.)
- $75/month phone bill reimbursement
- $50/month internet reimbursement
COMPENSATION PHILOSOPHY- Best offer upfront: Choose from three cash-equity balance options; no negotiation needed
- Top 1% talent: Above-market pay (top 5th percentile) to attract exceptional builders
- High ownership: small teams, >$1M revenue per employee, and significant equity
- Performance-based: Offers tied to interview performance, not tenure or past salary
INTERVIEW PROCESS- Recruiter screen (15 min)
- Deal review exercise (45 min)
- Hiring Manager interview (45 mins)
- Onsite (2 hours)
- Pricing model exercise
- End-of-quarter deal simulation
- Cross-functional conversation with Legal and Finance
