To power measurable employee engagement worldwide.

About the job - Principal Product Marketing Manager

ContactMonkey is repositioning from the best internal email tool to an intelligent communication effectiveness platform — with AI capabilities (ConfidenceCheck, CoAuthor, Audience Preview, Insights Assistant) that are genuinely first in the category. To carry that story to market with the depth it deserves, we’re creating a dedicated, senior product marketing role reporting directly to the CPTO. You won’t be starting from a blank page or working alone.

Our team has already done real groundwork — a clear strategic narrative, shipped differentiators, an active launch process, and a healthy content and demand‑gen engine — and you’ll build on it. Product marketing is a distinct craft, and we’re now investing in it as a dedicated, senior discipline; You’ll operate as a peer to product and sales leadership, working through a virtual team (PMs, sales enablement, content marketing, design) rather than direct reports.

Drive our positioning evolution to completion: current messaging architecture, persona and segment narratives, stop / start language for GTM, and a single current source of truth that replaces our legacy messaging guide. You’re not a downstream recipient of the roadmap — you’re a core member of the product group, shaping strategy, prioritization, and feature definition with a market and customer lens.

Customer & market insight: Own the qualitative and quantitative work — customer conversations, win / loss, competitive dynamics, market trends — that tells us what’s actually true about our buyers, and feed it into both positioning and the roadmap.

Build the competitive program: battlecards for our full competitor set, win / loss analysis, talk tracks by buyer (comms leaders vs IT / InfoSec vs execs),



and comparison content. Partner with the marketing team on launches and commercialize what’s already shipped — several flagship capabilities are live but commercially invisible. “Partner with marketing to create decks, one‑pagers, objection handling, demo narratives, enablement sessions — built around buyer pain and our narrative spine, not feature lists. you own the content and the story. Partner with the CPTO and RevOps on packaging decisions and own how tiers and value are communicated to buyers, customers, and internal teams.

Keep positioning consistent, differentiated, and grounded in product truth across product, design, engineering, and the rest of marketing. Demand generation, SEO, paid, brand, and the content calendar — we have a marketing team that runs that engine well. they’ll amplify them. Ship the new positioning and messaging house; retire the legacy guide; train GTM on the new language.

Take our pre‑send AI story to market properly: category framing (“the only native pre‑send quality layer”), comparison assets, updated landing pages and sales deck. Commercialize the shipped‑but‑untold features with deck sections, one‑pagers, and 2–3 customer proof stories. Build the differentiator one‑pager library and close out pricing collateral gaps. 8+ years in B2B SaaS product marketing, mid‑market / enterprise sales‑led motions; you’ve been the most senior PMM in a company before, ideally the only one.





You’ve personally led a repositioning (point solution → platform) and lived with the results — not just shipped the deck. You’ve marketed AI capabilities credibly — narrative and sequencing, not buzzwords. comfortable influencing without authority across product, sales, and marketing.

Bonus: internal comms / employee experience / HR tech market exposure;

experience with pricing & packaging work. Most senior PMM roles are either strategy‑without‑access or execution‑without‑influence. 100% employer‑paid benefits and a Health Spending Account from day one Generous vacation package to recharge and relax Personal development budget to fuel your growth One personal day and two volunteering days to give back Beautiful downtown Toronto office for hybrid work—fully stocked with all the best snacks The salary range for this role is $175,000-$200,000+ CAD.

Compensation is thoughtfully determined based on your experience, skill set, and alignment with our internal compensation framework and internal equity. This is a net new position based out of our downtown Toronto office, at King and Spadina. Our team works in the office 3x per week to promote collaboration.

Imagine being part of a team of brilliant minds, all shaping the future of workplace communication. Here at ContactMonkey, we’re not just sending out traditional emails with our internal comms software; Diversity is our strength

At ContactMonkey, we are building diverse products and we need a diverse team to do that. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status. Our applicant tracking system utilizes AI for workflows and hiring process efficiencies. #

📌 Product Marketing Manager, Branded Content (Toronto)
🏢 ContactMonkey
📍 Toronto