Principal Product Manager

We are seeking a Principal Product Manager with deep experience in building 0 to 1 products and a passion for leveraging new technologies within the e-commerce space. In this highly impactful role, you will take ownership of product vision, strategy, and execution, working alongside engineering teams to deliver cutting edge solutions that enhance customer experience. If you're a hands on leader with a background in product innovation, design tools, or creative solutions, and can seamlessly communicate technical concepts to both executives and engineers, we want to hear from you.

Reporting to: Executive General Manager

This role follows a hybrid work model with a requirement of a minimum of three (3) days per week onsite. Employees should expect to work regularly from the office to support collaboration and business needs.

Who We Are

We're a fast-growing and profitable startup building the defining company at the intersection of AI, apparel, and culture. We move at a blinding pace, operate in one-week release cycles, and are looking for a builder with a founder's mentality to join our core team. We are not iterating; we are inventing. If you're tired of big-tech bureaucracy and want to build a rocketship from the ground up, this is your call.

The Role

This is not a typical Product Manager role. You will not be managing a backlog—you will be an architect of our products and services. We will point you at our most ambiguous, mission-critical problems and give you the autonomy to solve them. You will be expected to go deep technically with our engineers on system architecture, write impeccably clear specs, and be ruthlessly pragmatic to ship value to our users every single week. You are a problem-solver first, a PM second. Your performance will be measured by what you ship and the impact it has.

Requirements

The Breakdown: Who You Are

We've intentionally broken down our requirements to be crystal clear. Read this carefully. This is our filter.

MUST HAVES (Non-Negotiable Qualities)

• Deep Technical Literacy: You come from a Computer Science, engineering background, or have equivalent hands-on experience. You must be able to hold your own in a system design discussion, understand what JSON is, read API documentation for fun, and debate infrastructure trade-offs with senior engineers. If you can't, this role is not for you.
• AI-Native Execution: You don't just use AI; you think with it. You can take a vague idea and, within hours, generate a functional, interactive prototype to test with real users. You leverage AI to instantly generate UI/UX mockups from rough sketches, analyze mountains of user feedback for hidden insights, and formulate data-driven hypotheses that are tested and validated before a single line of production code is written. You are fluent in the modern AI stack for product managers and can go from concept to tested prototype in a day.
• A "Wartime" Mentality: You are relentlessly resourceful. You have an obsessive bias for action and will run through walls to get the job done. You don't make excuses; you find solutions. You thrive in chaos and create clarity from it.
• First-Principles Logic: You think in terms of expected paths, alternate paths, and exception paths instinctively. You can deconstruct a complex user problem into its purest logical components and build it back up into a simple, elegant solution.
• Owner Mindset: You are an independent operator. You don't need to be told what to do. You see a problem, you validate it, you define a solution, you rally a team, and you ship it. End-to-end.

SHOULD HAVES (What Makes You a Strong Candidate)

• 1-3 Years of Shipping Experience: You have a track record of shipping software in a product, engineering, or similarly technical role. You've been in the trenches and have the scars to prove it.
• Leveraging AI to accelerate velocity and quality: You use modern AI tools and workflows not just as a product feature, but to make the entire team faster and the product better.
• Exceptional Written Clarity: You can write Jira tickets and product specs that are so clear and precise they are impossible to misinterpret. Your documentation is the source of truth that empowers engineers to build with speed and confidence.
• Intellectual Honesty & Adaptability: You hold strong opinions, weakly held. You are committed to the mission, not your own ideas. When the market or data tells you to pivot, you do so instantly and without ego.2 You understand that the roadmap is a living document, not a sacred text.
  User & Data Obsession: You're naturally curious and know how to get answers. You're comfortable getting your hands dirty with analytics tools and talking to users to find the signal in the noise.

COULD HAVES (Bonus Points That Get Us Excited)

• Startup DNA: You've worked at a seed or Series A startup or have tried to build your own thing.
• Domain Passion: You have a genuine, demonstrable interest in AI, fashion, creator economies, or culture.
• Design Acumen: You have a strong sense of UX and can work with designers to craft beautiful, intuitive products.

WON'T HAVES (This Role is NOT For You If...)

• You see product management as "CEO of the product." We are a team of servants to our users and our mission.
• You are a "glorified project manager." Your job is to define the what and the why with extreme clarity, not just track the how.
• You need months to research a problem or believe in long, multi-week release cycles. We ship in one week.
• You feel your job is to "manage" engineers. Your job is to empower them.
• You are married to your roadmap and find it difficult to pivot when a better opportunity presents itself.

If this description energizes you and makes you feel understood, we encourage you to apply. We are building a legendary company, and this is your chance to get in on the ground floor.

Why You’ll Love Working Here:

• Opportunity to lead product innovation in the rapidly evolving AI and image processing space.
• Collaborative and high growth environment, with direct impact on the company’s strategic direction.
• High visibility and influence in shaping cutting edge e-commerce solutions.

Benefits

The base compensation for this role is expected to range from $160,000 to $250,000 per year. Actual compensation will be based on a variety of factors, including skills, experience, qualifications, and overall fit for the role.

Total compensation may include base salary, performance-based bonuses, equity, and benefits. Final offers are tailored to each candidate and take into consideration their background and years of experience.

• Comprehensive Benefits: Full medical, dental, and vision coverage, with a portion of premiums paid by Jiffy.
• Retirement Planning: 401(k)
• Wellness Support: Annual wellness benefits to help you stay healthy and balanced.
• Tools for Success: Choice of MacBook or PC laptop, plus equipment for your home office setup.
• Perks & Extras: Annual credit of $200 to use on our website plus more team merch drops than you will know what to do with!
• Professional Development: Annual stipend to support your learning and career growth.

EEO

Jiffy is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristics. Jiffy considers qualified applicants with criminal histories, consistent with applicable federal, state and local law.