HappyRobot is the infrastructure for enterprises to build and orchestrate AI workforces. Our AI workers don't just communicate through voice and email - they make decisions, take action, and run operations autonomously across entire enterprise systems. Born in Y Combinator (S23) and backed by a16z, Base10, Prysm Capital and Eurazeo with over $150M 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.
About the Role
As a member of the Deal Team, you will partner closely with HappyRobot's Founders, Legal, Deployments, Product, and Sales teams to structure and execute complex enterprise deals.
We are seeking a highly analytical and strategically minded Commercial Deal Strategist to join our team. At HappyRobot, the Deal Team 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.
Responsibilities
Act as the commercial lead on complex enterprise deals, partnering with sales, deployments, product, and legal as a co-architect.
Lead external, client-facing commercial conversations where negotiations require high credibility beyond the standard sales relationship.
Translate HappyRobot's overarching commercial framework into custom deal structures that align with a specific customer's unique buying context, constraints, and organizational dynamics.
Flags contractual or economic risk before it becomes a problem by acting as an internal check across sales, deployments, and legal on deals that look good but are hard to close or deliver.
Draft deal documentation and contract language that is both creative and precise.
Must Have
Commercial deal structuring for complex, enterprise-level agreements
Client-facing negotiation and executive-level credibility
Contract and commercial framework design, tailored to customer context
Risk identification both contractual and economic before it derails a deal
Independent ownership of complex deals with minimal oversight
Analytical rigor, with the ability to build models that support deal structuring and pricing decisions
Nice to Have
Clear, precise commercial and contract writing
Operates as a true partner to sales, with a seat at the table from the start of a deal
Experience working at a growth-stage company, comfortable with ambiguity and fast-changing priorities
Join a world-class team of engineers and builders.
Backed by top investors including a16z, Y Combinator, Base10, Prysm Capital and Eurazeo.
Have ownership and autonomy of projects and are encouraged to ship.
Comprehensive Benefits including healthcare, dental, vision coverage.
Competitive salary + equity in a high-growth startup.
Our Operating Principles
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 stepping up, even when it’s not “your job.” If a ball is dropped, we pick it up. If a customer is unhappy, we fix it. If a process is broken, we redesign it. We don’t wait for someone else to solve it — we lead with accountability and expect the same from those around us.
Craftsmanship
Putting care and intention into every task, striving for excellence, and taking deep ownership of the quality and outcome of your work. Craftsmanship means never settling for “just fine.” We sweat the details because details compound. Whether it’s a product feature, an internal doc, or a sales call — we treat it as a reflection of our standards. We aim to deliver jaw-dropping customer experiences by being curious, meticulous, and proud of what we build — even when nobody’s watching.
We are “majos”
Be friendly & have fun with your coworkers. Always be genuine & honest, but kind. “Majo” is our way of saying: be a good human. Be approachable, helpful, and warm. We’re building something ambitious, and it’s easier (and more fun) when we enjoy the ride together. We give feedback with kindness, challenge each other with respect, and celebrate wins together without ego.
Urgency with Focus
Create the highest impact in the shortest amount of time. Move fast, but in the right direction. We operate with speed because time is our most limited resource. But speed without focus is chaos. We prioritize ruthlessly, act decisively, and stay aligned. We aim for high leverage: the biggest results from the simplest, smartest actions. We’re running a high-speed marathon — not a sprint with no strategy.
Talent Density and Meritocracy
Hire only people who can raise the average; ‘exceptional performance is the passing grade.’ Ability trumps seniority. We believe the best teams are built on talent density — every hire should raise the bar. We reward contribution, not titles or tenure. We give ownership to those who earn it, and we all hold each other to a high standard. A-players want to work with other A-players — that’s how we win.
First-Principles Thinking
Strip a problem to physics-level facts, ignore industry dogma, rebuild the solution from scratch. We don’t copy-paste solutions. We go back to basics, ask why things are the way they are, and rebuild from the ground up if needed. This mindset pushes us to innovate, challenge stale assumptions, and move faster than incumbents. It’s how we build what others think is impossible.
The personal data provided in your application and during the selection process will be processed by Happyrobot, Inc., acting as Data Controller.
By sending us your CV, you consent to the processing of your personal data for the purpose of evaluating and selecting you as a candidate for the position. Your personal data will be treated confidentially and will only be used for the recruitment process of the selected job offer.
In relation to the period of conservation of your personal data, these will be eliminated after three months of inactivity in compliance with the GDPR and legislation on the protection of personal data.
If you wish to exercise your rights of access, rectification, deletion, portability or opposition in relation to your personal data, you can do so through [email protected] subject to the GDPR.
For more information, visit https://www.happyrobot.ai/privacy-policy
By submitting your request, you confirm that you have read and understood this clause and that you agree to the processing of your personal data as described.
Skills Required
- Deep understanding of structuring deals to make economics mutually beneficial
- Ability to quickly comprehend complex contracts and author precise commercial language
- Ability to model upside, downside, margins, and compute deal economics from complex structures
- Experience owning commercial contracts and transactions (not litigation)
- Deep transaction, structuring, and financial modeling experience
- Experience owning operations across business development, sales operations, and commercial structuring at a growth-stage company
- Technical implementation background with understanding of delivery economics and corporate finance aptitude
What We Do
HappyRobot's AI workers conduct communication-based tasks like emails, messages, or phone calls. Our focus is in logistics and supply chain which means our AI workers are mostly handling the operations of moving freight including sales, track & trace, accounting, and support. These tasks don’t end in a conversation - we’re also extracting valuable data and leveraging that data for things like targeting prospects or understanding pricing and demand in an all-in-one control panel for your business. HappyRobot's platform was built as a developer tool, so although we’re experts in common logistics use cases, any custom workflow can be built. If your team is spending time sending emails or making calls, we can automate that workflow by giving AI access to the right data and good instructions. Backed by a16z and YC, we recently closed our Series A and are scaling rapidly. If you're excited about transforming an industry that represents over 10% of global GDP & impacting the speed & cost of access to goods all over the world, join us!
