About HappyRobot

HappyRobot is a platform to build and deploy AI workers that automate communication. See a demo 

Our AI workers connect to any system or data source to handle phone calls, email, messages…

We target the logistics industry which relies heavily on communication to book, check on, & pay for freight. Primarily working with freight brokers, 3PLs, freight forwarders, shippers, warehouses, & other supply chain enterprises and tech startups.

We raised a Series A round from a16z and YC and we’re growing very fast, on track to hit double digit ARR by June this year.

We're looking for rockstars with a relentless drive, unstoppable energy, and a true passion for building something great—ready to embrace the challenge, push limits, and thrive in a fast-paced, high-intensity environment, working from 9 to 9, six days a week.

About The Role

As Head of Deployment, you’ll lead our team of Forward Deployed Engineers (FDEs), who work hand-in-hand with our customers to implement, configure, and iterate on AI agent deployments

What You'll Do

• Lead and scale the FDE team: coach and support a high-performing team of customer-facing engineers.

• Own the deployment lifecycle: from onboarding new customers to iterating post-launch based on real-world feedback.

• Ensure excellence in execution: define and standardize best practices in deployment, implementation, and technical customer onboarding.

• Partner cross-functionally with Product, Engineering, and Sales to translate customer needs into scalable solutions.

• Drive customer success through hands-on involvement with key accounts and high-stakes deployments.

• Build systems and playbooks to scale deployments efficiently as we grow.

• Prioritize velocity while maintaining quality — our customers expect fast, reliable implementation.

What We're Looking For

• 5+ years of experience in technical deployment, solutions engineering, or customer-facing engineering roles.

• Experience leading technical teams, ideally in a fast-paced startup environment.

• Strong technical fluency (APIs, integrations, scripting, debugging).

• Experience working with AI, automation, or voice technology is a big plus.

• Excellent communication and stakeholder management skills.

• A bias for action, ownership, and problem-solving.

• Passion for delivering high-quality experiences to customers.

Why join us?

• Opportunity to work at a high-growth AI startup, backed by top investors.

• Fast Growth - Backed by a16z and YC, on track for double-digit ARR.

• 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.

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 security@happyrobot.ai 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.