Deal Desk

About Happy Robot

Happy Robot is the infrastructure for enterprises to build and orchestrate AI work forces. Our AI workers don t just communicate - they make decisions, take action, and run operations autonomously across voice, email, and enterprise systems. Born in Y Combinator (S23) and backed by a16z and Base
10 with over $60M raised, we power critical operations for global enterprises worldwide.

Our platform is battle-tested in the most demanding environments - where AI has real consequences. We started in logistics, built our own voice stack, models, and orchestration layer from the ground up, and are now bringing that infrastructure to every enterprise that runs the real economy. Learn more about our vision in our manifesto.

We are seeking a highly analytical and strategically minded Deal Desk to join our team. At Happy Robot, the Deal Desk function sits squarely at the intersection of commercial strategy, contract execution, and financial modeling. We are seeking someone whose foundations are built on rigorous analytical discipline, combined with practical, growth-stage commercial creativity.

Please note:

This is not a traditional sales support function, nor is it a passive advisory role. You will serve as an active co-architect of our most complex enterprise deals, ensuring that every contract we sign is not only winnable but highly deliverable, economically sound, and contractually secure.

• Partner directly with account executives as the commercial lead on complex enterprise deals, acting as a strategic peer rather than back-office support.
• Participate directly in external, client-facing commercial conversations where negotiations require high credibility beyond the standard sales relationship.
• Translate Happy Robot s overarching commercial framework into custom deal structures that align with a specific customer s unique buying context, constraints, and organizational dynamics.
• Serve as an internal check on deals that appear favorable on the surface but carry hidden friction; flag contractual or economic risks well before they impact closure or implementation.
• Author deal documentation and contract language that bridges creative problem-solving with absolute contractual precision.

• Deep understanding on how a deal must be structured to make the economics mutually beneficial.
• Ability to comprehend a complex contract quickly, discern exactly what is being legally committed to (independent of verbal alignment), and author creative yet precise commercial language.
• Innate ability to absorb a complex deal structure once and immediately model the upside, downside, margins, and compute economics.

• Experience owning commercial contracts and transactions (rather than litigation)
• Deep transaction, structuring, and financial modeling experience.
• Owning operations from business development, sales operations, and commercial structuring at a growth-stage company.
• Deep technical implementation backgrounds who understand delivery economics and possess a strong aptitude for corporate finance.

• Opportunity to work at a high-growth AI startup, backed by top investors.
• Rapidly growing and backed by top investors including a16z, Y Combinator, and Base
  10.
• Ownership & Autonomy
  - Take full ownership of projects and ship fast.
• Top-Tier Compensation
  - Competitive salary + equity in a high-growth startup.
• Comprehensive Benefits
  - Healthcare, dental, vision coverage.
• Work With the Best
  - Join a world-class team of engineers and builders.
• Why join us?
• Opportunity to work at a high-growth AI startup, backed by top investors
• Rapidly growing and backed by top investors including a16z, Y Combinator, and Base
  10
• Ownership & Autonomy
  - Take full ownership of projects and ship fast
• Top-Tier Compensation
  - Competitive salary + equity in a high-growth startup
• Comprehensive Benefits
  - Healthcare, dental, vision coverage
• Work With the Best
  - Join a world-class team of engineers and builders

Extreme Ownership
We take full responsibility for our work, outcomes, and team success. No excuses, no blame-shifting — if something needs fixing, we own it and make it better. This means…