The Rounds takes the hassle out of managing your grocery and everyday essentials with its intelligent two-way delivery service designed to keep your home stocked while reducing waste. Members shop fresh local foods, carefully curated essentials and refillable staples, with convenient weekly delivery for just $10 a month. The Rounds also offers scheduled pickup services for compost, recycling and packages. Its “Psychic Home Manager” is an AI-powered platform that enables predictive restocking and personalized product recommendations. The Rounds is backed by top investors and has been featured in TechCrunch , FastCompany, PBS, and others.

We’re looking for an experienced Head of Data and Machine Learning / Head of Prediction to grow and lead our data and AI organization. This leadership role will own analytics, data science, machine learning, and data/analytics engineering and will report directly to the Chief Product Officer. You'll be responsible for driving our data strategy and be hands-on in the early days as you build out the team and personally implement key solutions. If you’re excited to apply data science to better predict when our Members will need to restock on essentials, helping to reduce the waste we produce at home, we’d love to meet you!

The Rounds has a strong in-person office culture. We believe our best work happens when we’re in the same space together.

What You'll Do

Grow and manage the data and AI team across analytics, data science, machine learning, and data/analytics engineering.
Be hands-on with machine learning and data science, personally implementing key features and solutions.
Own the roadmap for all data initiatives, working closely with Product and Engineering teams to drive impactful projects.
Lead the design, development, and deployment of machine learning models and data solutions to improve personalization, forecasting, and operational efficiency, particularly anchored on leveraging the unique data we’ve been collecting for years to improve prediction.
Hire, mentor, and manage a team of diverse data professionals, including data scientists, ML engineers, and data analysts. We believe smaller, higher-caliber teams that are empowered beat big, slow, bureaucratic teams every time.

What You Have

6+ years of experience working across machine learning, data science, and analytics, with a strong preference for machine learning expertise.
2+ years of experience managing teams of data practitioners, with a proven track record of delivering high-impact AI solutions.
Solid experience in data infrastructure and analytics engineering to support scalable and reliable data systems.
Hands-on experience deploying / productionizing AI systems using frameworks like Python, TensorFlow, or PyTorch.
A background in product engineering or experience collaborating closely with product engineering teams.

Nice To Have

Experience working with AI in logistics, operations, or e-commerce industries.
A passion for building systems that minimize packaging / food waste and maximize efficiency.

The Interview Process

A phone call with our People team to get to know you, answer any questions, and coordinate the rest of the process
Interview with CPO - call or in-person
Technical screen - call or in-person
Superday - 3 hour session in-person at our Dumbo office

The base salary for this full-time position, which spans across multiple internal levels depending on qualifications, ranges between $230,000 - $300,000 plus benefits & equity.

Here at The Rounds, we’re looking for fast learners with a passion for sustainability. People succeed in our Company culture when they are intensely focused on our Members and are energized by and have the work ethic to solve hard problems Our goal is to do the best work of our careers here.

You’re encouraged to apply even if your experience doesn’t precisely match the job description, especially if your career has taken some extraordinary twists and turns. We have a diverse set of problems to solve and need a diverse set of perspectives to imagine a greener future and build what’s missing; including but not limited to race, age, sexual orientation, gender identity or expression, national origin, religion, and dis/ability.

Here at The Rounds, we’re looking for fast learners with a passion for sustainability. People succeed in our Company culture when they are intensely focused on our Members and are energized by and have the work ethic to solve hard problems Our goal is to do the best work of our careers here.

You’re encouraged to apply even if your experience doesn’t precisely match the job description, especially if your career has taken some extraordinary twists and turns. We have a diverse set of problems to solve and need a diverse set of perspectives to imagine a greener future and build what’s missing; including but not limited to race, age, sexual orientation, gender identity or expression, national origin, religion, and dis/ability.

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