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Head of Deployment

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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.

Average salary estimate

$175000 / YEARLY (est.)

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$150000K

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What You Should Know About Head of Deployment, Happyrobot Inc.

At HappyRobot, we’re on a mission to revolutionize communication in the logistics industry, and we’re excited to invite a passionate Head of Deployment to join our vibrant team in San Francisco! In this pivotal role, you’ll lead a group of dedicated Forward Deployed Engineers (FDEs) who are fundamental to our customer success. You’ll oversee the deployment lifecycle, ensuring that our AI workers are seamlessly integrated into our clients' operations. Your experience in technical deployment and solutions engineering will shine as you develop and implement best practices while maintaining a focus on quality and speed. You'll have the opportunity to collaborate across teams with Product, Engineering, and Sales, translating client needs into successful, scalable solutions. We’re seeking someone who thrives in a high-growth startup environment and has a demonstrated ability to lead teams and build systems that enhance our deployment efficiency. Here at HappyRobot, you won’t just be filling a position – you’ll be part of a company that’s backed by leading investors like a16z and YC and is on a remarkable trajectory towards double-digit ARR by June this year. If you're ready to take on challenges with relentless energy and passion, we’d love to hear from you!

Frequently Asked Questions (FAQs) for Head of Deployment Role at Happyrobot Inc.

What are the main responsibilities of the Head of Deployment at HappyRobot?

As the Head of Deployment at HappyRobot, your responsibilities include leading the Forward Deployed Engineers team, managing the entire deployment lifecycle, ensuring excellence in execution, and partnering with multiple departments to deliver high-quality customer experiences. You'll also build systems to scale deployments efficiently, which is crucial for our rapid growth.