Principal Product Manager (Artificial Intelligence)

Sorry, this job was removed at 12:16 p.m. (CST) on Wednesday, May 21, 2025
Hiring Remotely in United States
Remote
eCommerce • Fashion • Retail
The Role
Description

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.

Candidate must be located in Eastern or Central Time Zone. This position works East Coast hours.

Key Responsibilities:

  • Lead end to end product development: Own the full lifecycle of 0 to 1 products, from MVP through to scaling, managing multiple iterations based on customer feedback and data-driven decisions.
  • Define and shape product strategy where customer, market, or product opportunity is unclear. 
  • Work with ambiguity, proactively identifying gaps and opportunities, driving clarity, and building strategic roadmaps to meet emerging customer needs and technologies.
  • Collaborate with engineering teams to make critical decisions about scalable API integrations and optimal technical solutions for AI driven products.
  • Understand core technologies in your domain, weigh the pros and cons of technology alternatives, and propose relevant options that best serve the long term goals.
  • Deconstruct complex product problems: Simplify and break down complex technical challenges into straightforward, actionable propositions that can be implemented effectively by engineering teams.
  • Drive product impact beyond the company. Influence market segments and contribute to the broader industry, understanding key customer needs and evolving trends.
  • Proactively identify risks and gaps, handle escalations, and ensure delivery of high quality products that meet customer and market expectations.
  • Own customer engagement, especially for major product issues, and design compelling product value propositions for large technical audiences (e.g., PR, Marketing, Sales).
  • Drive alignment across teams and influence stakeholders through strategic communications such as decision narratives and investment proposals.
  • Leverage new technologies and innovations in AI and image processing to push the boundaries of what’s possible for the product. 
  • Be bold in exploring new ideas and opportunities, always thinking about the next big opportunity for the business.
Requirements

Qualifications:

  • 10+ years of experience in product management, engineering, or a relevant field, with a strong preference for candidates with an engineering background or education.
  • 5+ years of product management experience, preferably building innovative products for creative professionals, designers, illustrators, or crafters.
  • Must have a technical background with experience within AI.
  • Demonstrated success in delivering impactful 0 to 1 products and taking them through several iterations, including full ownership of the product life cycle.
  • Strong experience with design tools, creative services, or solutions that leverage image processing and AI technologies.
  • Proven ability to work closely with engineering teams to develop scalable APIs and technical product features, ensuring seamless product integrations.
  • Ability to evaluate different technology choices, weighing their pros and cons, and propose relevant options that meet both current and future business needs.
  • Proven ability to deconstruct complex product problems into clear technical propositions that can be executed effectively.
  • Proven track record of handling complex product development scenarios and managing critical escalations while ensuring timely product delivery.
  • Ability to influence executives and key stakeholders to drive product priorities, and experience in delivering strategic communications such as decision narratives or investment proposals.

Preferred Skills:

  • Candidates should be able to showcase where they’ve faced challenges and won by executing the product vision successfully.
  •  A track record of success in similar roles, where the candidate has owned critical product decisions, managed high stakes product launches, and delivered measurable outcomes.
  • Ability to work in a fast paced, high stakes environment, managing multiple competing priorities.
  • Exposure to modern AI products and features in either a professional or personal capacity.
Benefits

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.

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The Company
Whitby, Ontario
100 Employees

What We Do

Jiffy.com is the #1 US online reseller of blank imprintable clothing. We launched over a decade ago with a clear mission: Use technology to combine an unparalleled level of customer service with the fastest delivery the blank apparel industry has ever seen.

Today, our team helps millions of creators, makers, and entrepreneurs bring their ideas to life with quality products and the materials to express their craft and grow their own businesses. Our focus on providing superior value and customer service remains as strong as ever. We’re continually delighted and inspired by the success of our customers! Visit us at jiffy.com.

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