Senior Deal Desk Manager

Riderflex; San Francisco (CA); On-site; USD 160,000 - 220,000; Full time

Benefits offered by this job

Relocation support provided

100% medical, dental and vision

Daily meal credit

Monthly wellness, commuter, phone and

Internet reimbursements

Job summary

Riderflex represents a venture-backed voice AI company shaping enterprise deals. We are hiring its first Senior Deal Desk Manager to design pricing, approvals and close enterprise deals, reporting to the founder and collaborating with Sales, Finance and Legal.

Its usage-based pricing is taking shape, so your deals will help define the model. You will structure and approve non-standard deals in hours, build discount matrices and pricing guardrails, run quote‑to‑cash across CRM/CPQ/Legal, and

Qualifications

• 4+ years in deal desk or revenue operations at a B2B SaaS company.
• Experience owning end-to-end enterprise deals over $300K.
• Hands-on with Salesforce or HubSpot plus a CPQ tool.
• VC-backed SaaS or AI company experience or large SaaS company.

Responsibilities

• Structure and approve non-standard deals (discounts, usage commits, per-minute pricing, payment terms) in hours.
• Build discount approvals matrix and pricing guardrails; model deal margin before approval.
• Run quote-to-cash across CRM, CPQ, Legal handoff and billing.
• Report weekly on cycle time, discount levels and win rate; automate approvals where possible.

Skills

Deal desk

Pricing

Sales operations

Salesforce

CPQ tools

SaaS

Tools

Salesforce

HubSpot

CPQ tool

Job description

Location: San Francisco Bay Area, Peninsula. On-site, five days a week.
Type: Full time
Compensation: $160,000 to $220,000 cash, plus equity on a 4-year vest with a 1-year cliff. Relocation support provided.

About the company

Our client is a venture-backed voice AI company building AI agents that handle the sales, support and logistics calls enterprise contact centers once staffed with large human teams. Thousands of companies run on the platform, including Fortune 500 names in healthcare, travel and technology. Revenue has grown more than tenfold since the start of 2025 with a team of about 50, and the company was recently ranked the top place to work in the Bay Area by a major business publication.

Their 2026 goal is a full CX platform where AI workers act as frontline agents, QA analysts and managers, improving every customer interaction rather than waiting for a human to retune them.

About the role

The company is hiring its first Senior Deal Desk Manager to design how it prices, approves and closes enterprise deals. This role reports directly to the founder and works daily with Sales, Finance and Legal. Their usage-based pricing is still taking shape, which means the deals structured in this seat will shape it.

What this 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 rather than days
• Build the discount approval matrix and pricing guardrails, and model deal margin before every approval
• Run quote-to-cash across CRM, CPQ, the Legal handoff and billing
• Report weekly on cycle time, discount levels and win rate, and automate approvals where possible

What they are looking for

Must have:

• 4+ years in deal desk, pricing, or sales and revenue operations at a B2B SaaS company
• Experience owning an end-to-end enterprise process for deals over $300K (required)
• Hands-on experience with Salesforce or HubSpot plus a CPQ tool
• Experience at a VC-backed SaaS or AI company, or at a large SaaS or big tech company

Nice to have:

• Usage-based or consumption pricing experience
• Built a deal desk function from scratch
• SQL or scripting to automate reporting and approvals

How they evaluate

Less about checkboxes, 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

Interview process

Four rounds: a recruiter screen, a deal review call, a hiring manager interview, and a two-hour onsite with a pricing model exercise, a deal simulation, and a cross-functional conversation with Legal and Finance.

Benefits

100% medical, dental and vision coverage, a daily meal credit, and monthly wellness, commuter, phone and internet reimbursements. The company sponsors work authorization for qualified candidates.