Swiftly is the AI platform purpose-built for retail, serving retailers, wholesalers, and brands. Swiftly’s AI agents unify data, automate workflows, and power the marketing that drives measurable business growth. Swiftly AI is built on the industry’s largest proprietary retail dataset: live transactions, 9 million products, and the closed-loop campaign outcomes of 33,000 stores.
Trusted by leading retailers, wholesalers, and hundreds of iconic brands, Swiftly unifies data across the retail ecosystem to accelerate growth and power the connected, personalized experiences that drive lasting shopper loyalty.
Position Summary:
Swiftly is seeking a Director of Product Management, AI to lead the vision, strategy, and execution of our Operations AI Stack, a growing portfolio of AI products that solve operational pain across the grocery value chain. Experience with brick-and-mortar retailers, CPG brands, and distributors like UNFI and KeHE is ideal. This role will own the full portfolio of operational tools and lead the team on deciding what to build next.
This is a startup inside a startup. This role will set the AI strategy, drive AI product development with engineering, and lead customer conversations with retailers, distributors, and CPG brands. They will carry the early commercial motion personally and build the playbook that lets it scale.
This role sits at the intersection of Product, Engineering, Revenue, and Customer Success, and works directly with the C-suite, internally and at our customers. This is a customer-facing role. The ideal candidate combines strong product leadership, real comfort in front of executive buyers, and the ability to translate messy, real-world grocery operations into reliable AI products that customers trust.
Candidates must be located in Pacific/Central time zones. Must be willing to travel to office at least once a quarter.
Responsibilities Include:
- Define and execute the multi-year roadmap and portfolio strategy for the Operations AI Stack
- Own the end-to-end product lifecycle for AI tools, from concept to live customer use
- Decide what to build, what to cut, and what to sequence, with a clear point of view on where AI creates durable advantage versus where it is table stakes
- Lead discovery, demos, and strategic conversations with retailers, distributors, and CPG brands at the C-suite and operational level
- Use customer pain to surface the next product; our wedge products open the door, and discovery tells us what to build next
- Partner with Engineering to drive AI products that meet a high bar on accuracy, reliability, and trust, where a number that does not reconcile is a lost deal
- Help drive go-to-market, including pricing, positioning, and the early sales motion
- Carry deals personally in a founder-led and product-led motion seeded by warm intros and referrals, then build the repeatable playbook
- Build the cross-sell and expansion logic that connects tools into one portfolio rather than a list of features
- Translate ambiguous business needs into scalable, high-impact AI products
- Mentor Product Managers as the AI portfolio grows
- Serve as the connective tissue between Product, Engineering, Revenue, and Operations
- Communicate vision, progress, and outcomes to executive leadership and stakeholders with clarity and credibility
- Other duties as assigned
Required Qualifications:
- Bachelor’s degree in Computer Science, Business, or related field
- 9–12+ years in Product Management, with significant experience building and shipping B2B SaaS products, ideally AI or data products
- Direct experience at seed or Series A stage, operating with ambiguity, limited resources, and high ownership
- Proven comfort owning the full arc of strategy, bui…