[Hiring] Senior Product Manager @Webgility

Role Description

This is a remote position.

Every growing e-commerce seller in the US hits the same wall: their storefronts (Shopify, Amazon, Walmart) and their books (QuickBooks, NetSuite) don't talk to each other. What starts as a spreadsheet workaround becomes hours of manual reconciliation, miscategorized transactions, and month-end panic. Webgility closes that gap automatically and increasingly, with AI doing more of the work itself.

This Senior PM role sits at the center of that shift: you'll decide what "the software does it for you" actually means for a Webgility seller, and you'll own it end to end.

• Own a defined slice of the platform from customer problem to shipped, adopted feature.
• Work daily with engineering, design, and customer support, and at launch with Sales, Marketing, and Customer Success.
• A growing share of what you own is AI-native by design.
• Define what the system should just handle, what it should flag, and what it should ask a human to confirm.
• Work in an org that uses AI as its own day-to-day operating layer.

Qualifications

• 10+ years total experience, with meaningful time in B2B SaaS product management.
• Experience building products for a US customer base.
• Experience shipping AI-powered features in a B2B SaaS product from problem framing through measurable adoption.
• Comfortable running your own customer discovery, without a dedicated research team.
• Metrics literacy: you can define, track, and defend the numbers behind your prioritization calls.
• Strong written communication — specs and cross-functional updates that don't need a meeting to be understood.
• You use AI tools in your own day-to-day work — research, writing, analysis, prototyping — and expect to keep doing so here.

Requirements

• Own the roadmap and day-to-day execution for your product area end-to-end.
• Own the roadmap for AI-powered capabilities in that area — from automated categorization and anomaly detection to agentic workflows that act on sellers' behalf.
• Partner with engineering and AI teams to turn real seller pain points into AI features that are genuinely useful and trustworthy.
• Run customer discovery directly with US-based SMB and mid-market ecommerce sellers — interviews, usage data, support/CS feedback loops.
• Write clear specs and partner tightly with engineering and design through build and ship.
• Define success metrics for your area (adoption, activation, retention) and report on them honestly, including when something isn't working.
• Partner with Sales, Marketing, and Customer Success on go-to-market positioning, launch, and rollout for what you ship.
• Triage the constant stream of inbound requests without losing sight of the roadmap.

Benefits

• Remote-first with flexible working.
• Group health insurance (employee, spouse, children).
• Internet reimbursement.
• Learning and development support including certification costs.