Principal Product Marketing Manager
About The Position
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. You’ll also partner closely with a dedicated marketer who knows our audience and brand voice inside out. Product marketing is a distinct craft, and we’re now investing in it as a dedicated, senior discipline; your job is to bring that depth and take the story the rest of the way. This is a super-IC role for someone who wants maximum scope and autonomy, not headcount. 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.
Requirements
- 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.
- Deep positioning craft (Dunford-style), strong competitive instincts, and a portfolio of sales-facing work that reps actually used.
- You’ve marketed AI capabilities credibly — narrative and sequencing, not buzzwords.
- Operate autonomously from a strategic brief; communicate at SLT level; comfortable influencing without authority across product, sales, and marketing.
Nice To Haves
- Internal comms / employee experience / HR tech market exposure
- Experience with pricing & packaging work.
Responsibilities
- Drive our positioning evolution to completion: new 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 own how the company talks about the product — internally and externally.
- Shape strategy, prioritization, and feature definition with a market and customer lens. When we decide what to build, how to sequence it, and how to package it, you’re in the room.
- 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. You’re the closest person to the buyer who isn’t carrying a quota.
- 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. Today this work is scattered across sales, sales engineering, and product — you’ll consolidate it under one owner with one standard.
- Own the GTM layer of our launch process (the tiering playbook and launch infrastructure already exist). Partner with the marketing team on launches and commercialize what’s already shipped — several flagship capabilities are live but commercially invisible. “Built but untold” is the first backlog you’ll inherit.
- 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. Partner with sales enablement on delivery; 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. You’ll lead without authority — influence, not org chart, is how the job gets done.
Benefits
- 100% employer-paid benefits and a Health Spending Account from day one
- Work from anywhere in the world for up to 4 weeks
- Stock option plan—own a piece of our success
- RRSP Group Savings Plan to plan for your future
- Generous vacation package to recharge and relax
- Personal development budget to fuel your growth
- One personal day and two volunteering days to give back
- Your Birthday off—celebrate on us!
- Five health days per year to stay at your best
- Beautiful downtown Toronto office for hybrid work—fully stocked with all the best snacks
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What This Job Offers
Job Type
Full-time
Career Level
Principal
Education Level
No Education Listed
