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Deal Desk Operations & Strategy Lead

San Francisco💼 Full-time🗓 2026-05-29 → 2026-08-03

Core

Lead the creation of the pricing function and structure enterprise deals to accelerate go-to-market motion.

Role type

Senior IC Deal Desk Operations & Strategy Lead

Builds

Internal deal processes, proposal structures, and pricing strategies for enterprise customers

Domain

B2B SaaS / Conversational AI

Deliverable

production ML models | product features | dashboards & analysis | client delivery | infrastructure

Required skills

Deal structuring, pricing strategy, commercial negotiations, cross-functional collaboration, data analysis

Preferred skills

Scaling deal desk functions, CPQ platform implementation, usage-based pricing models, SQL

Responsibilities

Own deal structuring for enterprise opportunities, develop pricing and packaging strategy, build internal deal desk processes, analyze pricing data to shape strategy, partner with Finance and Legal on deal economics

Seniority

Senior, hands-on IC

Full job description

About Decagon

Decagon is the leading conversational AI platform empowering every brand to deliver concierge customer experiences.

Our technology enables industry-defining enterprises like Avis Budget Group, Block’s Cash App and Square, Chime, Oura Health, and Hunter Douglas to deploy AI agents that power personalized, deeply satisfying interactions across voice, chat, email, SMS, and every other channel.

We’re building a future where customer experiences are being redefined from support tickets and hold music to faster resolutions, richer conversations, and deeper relationships. We’re proud to be backed by world-class investors who share that vision, including a16z, Accel, Bain Capital Ventures, Coatue, and Index Ventures, along with many others.

We’re an in-office company, driven by a shared commitment to excellence and velocity. Our values — Just Get It Done, Invent What Customers Want, Winner’s Mindset, and The Polymath Principle — shape how we work and grow as a team.

About the Role

Decagon is looking for a Deal Lead to sit at the intersection of Sales, Finance, and Strategy. You'll be the first dedicated pricing hire and will work closely with the Business Operations team to shape the function from the ground up.

On our Pricing team, your primary goal will be to accelerate and scale our enterprise go-to-market motion - working closely with our account executives to structure and propose deals. Initiatives will include building internal deal processes, proposal structuring, commercial negotiations with customers, and sales enablement.

This is an exciting role blending strategic thinking and high-caliber execution. We are looking for highly-motivated problem solve

In this role, you will

• Own deal structuring for enterprise opportunities, partnering directly with account executives to build proposals and drive deals to close

• Work to develop and refine Decagon's pricing and packaging strategy

• Build and scale internal deal desk processes as the company expands

• Collect and analyze pricing and deal data to shape company strategy

• Partner cross-functionally with Finance and Legal to align on deal economics and contract terms

Your background looks something like this

• 6-10+ years of experience in pricing / deal desk / monetization functions at high-growth companies

• Comfort working in fast-moving, ambiguous environments where you shape solutions as much as you implement them

• Strong cross-functional collaborator - you've worked regularly with finance, sales and legal teams

• Strong communicator - both verbal and written

Even better if you have

• Experience building or scaling a deal desk or pricing function at a high-growth or early-stage company

• Previously led implementation of a CPQ platform

• Familiarity with consumption-based or usage-based pricing models in addition to traditional SaaS subscription structures

• SQL or other data analytics experience

Benefits

We proudly offer the following benefits for our full-time employees:

• Medical, Dental, and Vision benefits for you and your family

• Life Insurance and Disability Benefits

• Retirement Plan (e.g., 401K, pension)

• Parental Leave

• Fertility and family building benefits through Carrot

• Monthly stipend to support your wellness, lifestyle, and work-life balance

• Daily lunches and snacks in the office to keep you at your best

• Take what you need vacation policy (subject to local requirements; UK employees receive 25 days of statutory leave)

These benefits are described in more detail in Decagon’s policies, may vary by location, and can change at any time according to applicable compensation and benefits plans.

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