Curriculum vitae

Rachel Bennett - senior product manager in Toronto. Eight years across logistics and payments software; the full record, with the PDF one click away.

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Rachel Bennett

Senior Product Manager - logistics and payments software

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Eight years shipping the operational middle of B2B software: dispatch, payouts, reconciliation, onboarding. I sit with the people who use the product before I open a roadmap, plan every initiative against a written target, ship in small cuts, and read the number back when the quarter closes. Looking for a Group PM or Director of Product role at a Series B to D company from January 2027.

Experience

Senior Product Manager

Parcelo · Toronto, ON

Own dispatch and payouts for a shipping platform used by 140 mid-market carriers; five engineers, one designer, one analyst. Shipped the Dispatch Board (38% less time to dispatch a day, median across 41 carriers), Instant Payouts (92% driver opt-in in six months on a new payments rail) and Rate Cards v2 (+21% self-serve signups). Hired and coach two product managers.

Product Manager

Ledgerline · Toronto, ON (hybrid)

First PM for the accounting side of an invoicing product for small trades firms. Took Reconcile from a customer's spreadsheet macro to the reason the middle plan exists (about 6,000 bookkeeper hours a year given back), and cut time to first invoice from nine days to one (thirty-day activation 41% to 63%).

Associate Product Manager

Cartage · Toronto, ON

Owned the shipper-facing tracking and notifications area of a freight marketplace after writing its first product from the support queue. Ran the beta program and the weekly release note.

Support Analyst

Cartage · Toronto, ON

First job in software: answered the same eleven questions about where a truck was, then specified the tracking page that made them stop. "Where is my order" tickets fell 54% in its first quarter.

Education

BCom, Operations Management

Lakeside University · Toronto, ON

Minor in computer science. Co-op terms at a courier and a payments processor, which is where the two halves of this CV come from.

Skills

  • Discovery and customer research
  • Roadmaps, PRDs and release planning
  • Payments, risk and compliance
  • SQL, Metabase and Amplitude
  • Experiment design and post-launch reviews
  • Hiring and coaching product managers

Certifications

Certified Scrum Product Owner

Scrum Alliance

Payments Risk Fundamentals

Meridian Institute

SQL for Product Analytics

Lakeside University Extension

Selected launches

Dispatch Board (2025)

One screen for the dispatcher's morning: 38% less time to dispatch a day, half the driver-location tickets.

Instant Payouts (2024)

Same-day driver pay on a new payments rail: 92% opt-in, loss rate under a tenth of a percent.

Ledgerline Reconcile (2022)

Automatic bank reconciliation from a customer's macro to a plan-defining product: about 6,000 hours a year saved.

Onboarding in a Day (2021)

Eleven steps to four: time to first invoice from nine days to one.

Languages

  • English Native
  • Arabic Native
  • French Professional working

Talks and writing

Write the target before the work

Talk, ProductCamp Toronto

The decision log: keeping your wrong calls

Essay, Product Notes newsletter

Onboarding is subtraction

Talk, SaaS North