Product Marketing Manager

Trader Interactive•Toronto, ON

2d•Remote

About The Position

At Trader Interactive, we make buying and selling a great experience. We’re a group of go-getters who decided they didn’t want to settle for the status quo. We come together as one team to build value and drive innovation across our industries - but we have fun while we do it and make sure our people are always our #1 priority. When it comes to your career, we want to provide big opportunities to help you make a big impact. But for this to be possible, we strive to feel small. Small enough to quickly change tack, small enough to learn from different teams and small enough to connect authentically with leadership. And one of the best parts? We give you the freedom to work from whatever working location works best for you and your lifestyle - yes, this means you can be 100% remote if you want to be! The Product Marketing Manager (PMM) is the commercial storyteller and go-to-market engine for Trader Interactive's Software Business Unit, owning positioning, messaging, launch execution, competitive intelligence and sales enablement across iMotor Websites, Matador AI, DP360 CRM and Statistical Surveys. Reporting directly to the GM of Software, this role sits at the intersection of Product, Sales and Marketing translating complex SaaS capabilities into sharp, buyer-relevant narratives that move deals forward and win markets. The PMM is not a support function. This is a strategic, high-output role for someone who takes ownership of how the Software BU products are understood, positioned, and sold in the market. This role requires someone who is as comfortable whiteboarding a messaging framework with the GM as they are sitting in on a sales discovery call to understand why deals are won or lost. The best PMMs here will be curious, commercially wired, fast-moving, and relentlessly focused on the outcomes their work drives — pipeline, conversion, and competitive win rate.

Requirements

4–6+ years of Product Marketing experience in a B2B SaaS environment — with direct ownership of positioning, messaging, and go-to-market execution.
Demonstrated ability to translate complex product capabilities into clear, buyer-relevant narratives that resonate with SMB and mid-market operators.
Proven track record building and maintaining sales enablement programs that are actually used — not just produced.
Experience owning competitive intelligence programs: battlecards, win/loss analysis, and competitive positioning that shapes real sales outcomes.
Strong cross-functional collaborator — equally effective working with Product, Sales, Customer Success, and Marketing stakeholders.
Exceptional written communication skills; able to write compelling messaging across formats — from a one-line value prop to a full sales narrative.
Comfortable working in a fast-moving, high-accountability environment with multiple products and buyer contexts in motion simultaneously.

Nice To Haves

Experience marketing into dealership verticals — automotive, powersports, RV, marine, equipment, or commercial truck.
Familiarity with Websites, Digital Advertising, CRM, DMS, Conversational AI/messaging, or survey and analytics SaaS products.
Background supporting a portfolio of SaaS products under a unified BU structure — managing distinct buyer personas and GTM motions in parallel.
Experience running or contributing to win/loss interview programs as a structured, ongoing practice.
Comfort working closely with a quota-carrying sales team — understanding how to build tools that meet sellers in their workflow, not outside of it.

Responsibilities

Own the end-to-end positioning and messaging architecture for all Software BU products — iMotor Websites, Matador AI, DP360 CRM, and Statistical Surveys.
Develop and maintain crisp, differentiated value propositions for each product, tailored to distinct buyer personas across dealership verticals (powersports, RV, marine, equipment, commercial truck).
Build and maintain a messaging hierarchy that scales from elevator pitch to full sales narrative — ensuring consistency across every customer-facing touchpoint.
Conduct regular win/loss analysis and buyer interviews to pressure-test messaging against real market feedback and evolve positioning as the products and competitive landscape change.
Partner with the GM and Product team to translate roadmap investments into market-facing narratives that create urgency and reinforce competitive differentiation.
Develop and drive launch plans that align Product, Sales, Customer Success and Marketing around a shared timeline, messaging framework and success criteria.
Build launch playbooks that equip the sales team to have better conversations on day one of a release, not weeks later.
Manage beta launch coordination in partnership with Product ensuring early customer feedback is captured, synthesized and reflected in final go-to-market positioning.
Track launch performance against defined metrics (pipeline influenced, demo volume, conversion lift) and report results to the GM and cross-functional stakeholders.
Own the competitive intelligence function for the Software BU building and maintaining a living, structured view of the competitive landscape across all four product categories.
Develop and distribute battlecards, objection-handling guides, and competitive positioning tools that are directly usable in live sales conversations, not shelf documents.
Monitor competitor product releases, pricing changes and market positioning on a structured cadence; surface relevant updates to Sales and Product leadership proactively.
Conduct periodic win/loss reviews in partnership with the VP of Software Sales to identify patterns, sharpen ICP definition and inform messaging adjustments.
Represent the competitive landscape clearly in Product planning sessions ensuring roadmap prioritization reflects both market opportunity and competitive threats.
Build and own a Sales Enablement content library that arms Product Specialists and SDRs with the tools they need to prospect effectively, run compelling discovery sessions and close with confidence.
Develop product-specific sales decks, demo frameworks, ROI calculators, case studies and proposal templates that reflect current positioning and are maintained as living assets.
Partner with the VP of Software Sales to identify skill and knowledge gaps in the sales force — and build targeted enablement content to close those gaps.
Run product and messaging training sessions at onboarding, product launch, and on a structured quarterly cadence ensuring every rep can articulate value clearly across all four products.
Establish a feedback loop with the field capturing objections, messaging gaps, and competitive losses on a regular basis to continuously improve enablement quality.
Serve as the connective tissue between Product, Sales, Customer Success and corporate Marketing ensuring all functions operate from a shared, current understanding of product value and market positioning.
Contribute structured market and buyer insights to Product planning sessions bringing the voice of the prospect and the field into roadmap conversations.
Partner with corporate Marketing on demand generation campaigns, vertical-specific content and paid media strategy to ensure field-level messaging is consistent with brand-level execution.
Support Customer Success with renewal and expansion messaging where product updates or new capabilities represent upsell opportunities.