About the job - Principal Product Marketing ManagerContactMonkey 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, we9re creating a dedicated, senior product marketing role reporting directly to the CPTO.
You won9;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 you9ll build on it. You9ll also partner closely with a dedicated marketer who knows our audience and brand voice inside out. Product marketing is a distinct craft, and we9re 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. You9ll operate as a peer to product and sales leadership, working through a virtual team (PMs, sales enablement, content marketing, design) rather than direct reports.
What you9ll own- Positioning & messaging. 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.
- A seat inside the product team. You9re not a downstream recipient of the roadmap - you9re a core member of the product group, shaping 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, you9re in the room.
- Customer & market insight. Own the qualitative and quantitative work - customer conversations, win / loss, competitive dynamics, market trends - that tells us what9s actually true about our buyers, and feed it into both positioning and the roadmap. You9re the closest person to the buyer who isn9t carrying a quota. (Analyst relations is nascent for us - an area to grow into over time, not a day-one mandate.)
- Competitive strategy. 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 - you9ll consolidate it under one owner with one standard.
- Launch & commercialization. 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 what9s already shipped - several flagship capabilities are live but commercially invisible. 4Built but untold4 is the first backlog you9ll inherit.
- Sales & CS readiness. 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.
- Pricing & packaging narrative. Partner with the CPTO and RevOps on packaging decisions and own how tiers and value are communicated to buyers, customers, and internal teams.
- Cross-functional partnership. Keep positioning consistent, differentiated, and grounded in product truth across product, design, engineering, and the rest of marketing. You9ll lead without authority - influence, not org chart, is how the job gets done.
What you won9t own- Demand generation, SEO, paid, brand, and the content calendar - we have a marketing team that runs that engine well. You9ll feed it positioning and product stories; they9ll amplify them.
First two quarters, concretely- Ship the new positioning and messaging house; retire the legacy guide; train GTM on the new language.
- Stand up the competitive program - primary competitors covered, single battlecard standard, win / loss loop running.
- Take our pre-send AI story to market properly: category framing (4the only native pre-send quality layer4), 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.
About you- 8+ years in B2B SaaS product marketing, mid-market / enterprise sales-led motions; you9ve been the most senior PMM in a company before, ideally the only one.
- You9ve personally led a repositioning (point solution 12 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.
- You9ve 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.
- Bonus: internal comms / employee experience / HR tech market exposure; experience with pricing & packaging work.
Why this role is rareMost senior PMM roles are either strategy-without-access or execution-without-influence. This one reports to the CPTO, inherits a written strategic direction with executive sponsorship, and has visible, high-leverage gaps to close in the first 90 days. The wins are sitting on the shelf.
What we bring to the table 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
Compensation & Work DetailsThe 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.
We9re always happy to answer questions about compensation throughout the hiring process.
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
