We’re a tiny but mighty team of senior technologists and operators, building the product we always wished existed. At Pensero.ai, AI isn’t a bolt-on, it’s the foundation. Every product decision, technical choice, and operational process is designed with AI in mind, which means we build faster, smarter, and very differently from traditional tech companies.

The opportunity

At Pensero, we believe that distribution should be engineered and are looking for someone that can systematically accelerate our growth. As an early member of our GTM team, you'll be critical in developing and executing initiatives that drive our ambitious vision forward.

You'll have significant autonomy to own growth goals and lead high-impact experiments across the business. You will work with marketing, product, sales, and operations to solve the biggest challenges in scaling Pensero.

We're deeply experimental, data-driven, and execution focused, building a growth engine to power our next 10x.

What you'll do

Drive Growth Strategy: Develop, execute, and iterate upon strategies including automated outbound, website conversion, SEO, paid marketing, affiliates and more.
Own Key Business Goals: Take ownership of growth metrics and establish end-to-end tracking systems to measure impact.
Run Growth Experiments: Design, execute, and analyze experiments from hypothesis to conclusion with resilience and rigor.
Lead Cross Functional Projects: Partner with sales, BDRs, and operations to lead projects that are critical to Pensero’s growth.
Solve Abstract Problems: Tackle open-ended distribution challenges including expanding our total addressable market, exploring new acquisition models, and more.

You'll love it here if you…

2+ years of experience in growth or ops. At a high-intensity, high-growth company, with a track record in driving business outcomes.
Fearless experimentation. You can run 99 experiments that don’t work, and find the asymmetric result by the 100th attempt. You are not afraid to fail, and will always be thinking outside the box.
Relentlessly execution-oriented. You have a bias towards action, operate in the weeds without fear, and do whatever it takes to move the number up.
Excellent communicator & collaborator. You are able to lead cross-functional projects and work with product, sales, and BDRs around a shared pipeline growth goal.
Tool fluency. You are comfortable with tools like Amplemarket, PostHog, Framer, and many more.

This role might not be your sweet spot if…

You like working from a fixed checklist more than charting your own path.
You’re happiest when things stay the same week to week.
You’d rather stay in your comfort zone than experiment and learn on the fly.
Picking up new skills or tools regularly feels more like a chore than an opportunity.
You struggle to let go of a project until it’s absolutely flawless.

Bonus points for…

You’ll stand out if you:

Are data-literate — comfortable with metrics, dashboards, and experimentation.
Have started a business or built something from scratch (a project, community, or side hustle).
Are AI-literate and use tools like ChatGPT, Perplexity, or automation platforms to move faster.
Have a strong sense of creative curiosity — you test, learn, and iterate with intent.

Hybrid rhythm: Tuesdays & Thursdays on-site in our offices, other days from home. It’s the best of both worlds: deep focus time plus high-value in-person collaboration.
Small, senior, sharp: Fewer than 10 engineers, all senior. You’ll work directly with our co-CEOs and skip the bureaucracy.
Product-led & feedback-rich: We build fast, make decisions on data and user impact, and give feedback the way we’d want to receive it: clear, objective, and aimed at making the work better.

How we work

Compensation and perks

Join a NYC-based startup building a new market category.
Learn directly from founders with multiple successful exits.
Shape our GTM motion from the ground up.
Competitive base salary + performance bonuses + early-stage equity.

Work in a culture that values intelligence, focus, and human connection.

Hiring process

Intro Call (30 min) – Meet the team, learn about Pensero, and share your background and motivations.
Case Assignment – Design a short growth experiment: how would you attract and convert our target audience? Outline channels, messaging, and success metrics.
Practical Interview (60 min) – Present your approach, walk us through your reasoning, and discuss trade-offs, measurement, and iteration.
Final Interview – Talk about long-term fit, learning goals, and how you think about growth as a craft.
Reference Check - We’ll ask you to share at least three professional references so we can make sure it’s a great fit for both sides.

How to apply

Apply: Send your LinkedIn/GitHub and a short note describing your motivation to join to dave@pensero.ai.