Full-Time

Principal Product Marketing Manager

ContactMonkey

ContactMonkey

51-200 employees

Internal communications platform with engagement analytics

Compensation Overview

CA$175k - CA$200k/yr

+ Stock option plan

Toronto, ON, Canada

Hybrid

Hybrid role; office 3 days per week in downtown Toronto (King and Spadina).

Category
Growth & Marketing (1)
Required Skills
Market Research
Segment

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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.
Responsibilities
  • 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. 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. When we decide what to build, how to sequence it, and how to package it, you’re in the room.
  • 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. You’re the closest person to the buyer who isn’t carrying a quota.
  • 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 — you’ll 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 what’s already shipped — several flagship capabilities are live but commercially invisible. “Built but untold” is the first backlog you’ll 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. You’ll lead without authority — influence, not org chart, is how the job gets done.
  • 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 (“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.
Desired Qualifications
  • Bonus: internal comms / employee experience / HR tech market exposure; experience with pricing & packaging work.

ContactMonkey builds tools to improve internal communications and employee engagement within organizations. Its core product is a drag-and-drop email builder that lets teams design and send newsletters and surveys to employees, with analytics such as open rates, click rates, and eNPS. Users create messages with a visual editor, distribute them to staff, and monitor engagement to gather feedback. The service differentiates itself by focusing on internal communications analytics and offering a subscription model that scales from small businesses to large enterprises, helping organizations keep employees informed and motivated.

Company Size

51-200

Company Stage

Series A

Total Funding

$55.8M

Headquarters

Toronto, Canada

Founded

2010

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Simplify Jobs

Simplify's Take

What believers are saying

  • Jeff Cates joined in March 2026 after leading Achievers and Intuit Canada.
  • ContactMonkey reported profitability, over $10 million ARR, and $55 million from Updata.
  • June 2026 releases added Canva, audience preview, and analytics API features.

What critics are saying

  • Microsoft and Gmail own the workflow; one inbox change can crush ContactMonkey's distribution.
  • AI and analytics features commoditize quickly; Slack, Workvivo, and Poppulo can copy them.
  • A CEO transition in March 2026 risks execution drift during rapid product expansion.

What makes ContactMonkey unique

  • ContactMonkey now syncs with 80+ HRIS providers, up from six, in 2026.
  • Its SendGrid engine sends 150,000 internal emails in 2 minutes 6 seconds.
  • Appspace integration centralizes content creation, engagement heatmaps, and pulse surveys.

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Benefits

Health Insurance

Health Savings Account/Flexible Spending Account

Stock Options

Paid Vacation

Professional Development Budget

Flexible Work Hours

Paid Sick Leave

Hybrid Work Options

Growth & Insights and Company News

Headcount

6 month growth

4%

1 year growth

4%

2 year growth

3%
ContactMonkey
Apr 9th, 2026
What 2,500x faster sending actually looks like: 150,000 recipients in approximately two minutes.

What 2,500x faster sending actually looks like: 150,000 recipients in approximately two minutes. Apr 9, 2026 Table of contents. Key takeaways. * ContactMonkey can deliver a 150,000-recipient email in just 2 minutes and 6 seconds, thanks to its integration with SendGrid infrastructure, which runs at 75,000 emails per minute. * The previous delivery speed of 30 emails per minute through Native Outlook would have taken the better part of three and a half days to send a 150,000-recipient email, but ContactMonkey's solution offers a 2,500x improvement in send speed. * By sending internal emails simultaneously across a large audience, ContactMonkey helps ensure that employees receive urgent messages at the same time, rather than experiencing staggered delivery and increased communication breakdown. * With its new SendGrid-powered sending engine, ContactMonkey enables internal email deliverers to capture more accurate open rate data in real-time, rather than experiencing a rolling window of delivery that can distort metrics. * For ContactMonkey customers, the upgrade to the new sending engine is typically seamless and requires no special configuration or migration efforts, except in cases where IT teams have strict email throttling rules configured on the receiving side, requiring review and potential adjustments. Around two minutes and six seconds. That is how long it takes ContactMonkey to send an email to 150,000 recipients. If you have ever managed internal communications at a large organization, you already understand why that number matters. A company-wide send is rarely a routine task. It is a town hall announcement, a crisis update, a CEO message, a policy change that employees need to act on before end of day. The message going out is only half the job. The other half is making sure it actually arrives, and arrives now, not in waves over the next thirty minutes while some employees get the news from Slack before they ever open their inbox. Speed in internal email is an operational metric, not a vanity one. And ContactMonkey just raised the bar. Why internal email delivery has always been a bottleneck. Most internal communicators do not spend much time thinking about what happens after they hit send. That is by design. The technical infrastructure sitting behind your email tool is supposed to be invisible. But the limits of that infrastructure have a way of making themselves known. You schedule a send for 9:00 AM and by 9:45 AM you are still fielding questions from employees who have not received it yet. You send an urgent safety communication and spend the next hour manually checking whether it has reached everyone on the list. You run a campaign and your open rate data trickles in unevenly because the email did not land simultaneously across your audience. These are not edge cases. For organizations sending to thousands or tens of thousands of employees, staggered delivery is the norm. The traditional infrastructure powering most internal email tools was built for a different era of communication, one where speed mattered less than it does today. Native Outlook delivery, which has been the backbone of many internal email platforms, moves at roughly 30 emails per minute. At that rate, a send to 150,000 employees would take the better part of three and a half days to complete. Even more recent approaches to scaling email delivery topped out around 450 emails per minute, which still means hours of delivery time for enterprise-scale audiences. ContactMonkey has rebuilt this from the ground up. Introducing sendgrid-powered sending. ContactMonkey delivers email through SendGrid infrastructure, and the throughput difference is transformational. The new sending engine runs at 75,000 emails per minute. Compared to the previous standard of 30 emails per minute through Native Outlook, that is a 2,500x improvement in send speed. Compared to earlier scaling approaches, it is 167 times faster. The result is that a 150,000-recipient send, which previously would have taken hours or days to fully land, now completes in around two minutes and six seconds. That kind of speed changes what internal email can do. It means that when something urgent happens, your message reaches everyone at the same time. It means your open rate data reflects a real simultaneous moment, not a rolling window of delivery. It means the gap between when you send and when employees know is almost nothing. What this means in practice. For most ContactMonkey customers, this upgrade is seamless. There is nothing to configure, no migration required, and no change to how you build or send emails. The speed improvement happens automatically at the infrastructure level. There is one scenario worth noting for IT teams. If your organization has email throttling rules configured on the receiving side, your IT administrators may want to review those settings. Organizations that have set strict inbound rate limits could see some interaction with the higher delivery speed. This is more relevant for smaller environments with conservative throttling configurations than for large enterprise deployments, and your ContactMonkey customer success manager can walk you through any specific considerations for your setup. For communicators, the practical impact is straightforward. Time-sensitive sends are now genuinely time-sensitive. Emergency communications reach your full workforce in minutes, not hours. Planned campaigns land simultaneously, which means cleaner data and a more consistent employee experience from the moment the email arrives. The bigger picture. Internal communicators have spent years advocating for a seat at the leadership table, arguing that the work they do has direct impact on business outcomes. That argument gets a lot easier to make when your tools perform at the level your work demands. ContactMonkey has always believed that internal email deserves the same quality of infrastructure as the best external marketing tools. The move to SendGrid delivery is the most direct expression of that belief yet. It brings enterprise-grade sending speed to internal communications, eliminating one of the oldest and most persistent limitations of the channel. About two minutes and six seconds for 150,000 recipients. The next time something important happens at your organization, your employees will know about it before they have a chance to wonder. Your employees shouldn't be the last to know. Book a demo and see how ContactMonkey gets your most important messages delivered in minutes, not hours. Cristina is a marketing and communications professional who specializes in crafting strategic communications that drive engagement and align with organizational goals. With a background in public relations and digital communications, she brings strong insights in internal communications, informed by her studies in cross-cultural communication within workplace environments and experience working with internal communication tools. Cristina applies communication and psychology principles to her writing, researching and creating content on internal communications topics that help organizations better connect with, engage, and support their employees. Published on: Apr 9, 2026 Last updated on: Apr 9, 2026

BetaKit
Mar 31st, 2026
ContactMonkey founder steps down after 16 years, former Intuit leader to be next CEO.

ContactMonkey founder steps down after 16 years, former Intuit leader to be next CEO. Jeff Cates had former leadership roles at Intuit Canada, Apple, and HP. ContactMonkey founder Scott Pielsticker is stepping aside from his leadership role as the internal communications and employee engagement company welcomes Jeff Cates as its new CEO. Pielsticker - who has led the company since 2010 - said he would take an active role on ContactMonkey's board of directors while Cates takes the role of CEO. "With strong momentum and a clear path ahead, I made the decision that now is the right time to transition leadership." Scott Pielsticker, ContactMonkey ContactMonkey provides internal communication software tools for businesses and organizations through a platform that is able to integrate with email providers like Outlook and Gmail. ContactMonkey allows companies to track internal emails, segment parts of their employee audience, collect feedback, and analyze employee engagement. Over its tenure the company has earned spots on Deloitte's Technology Fast 500 list and The Globe and Mail's Top Growing Companies rankings. In 2023, ContactMonkey announced a $55 million Series A funding round led by Updata Partners, a US-based private equity investment firm focused on business-to-business software companies. "With strong momentum and a clear path ahead, I made the decision that now is the right time to transition leadership," Pielsticker said in a statement released on Tuesday. "Jeff Cates is the ideal leader for our next phase of growth, and I look forward to supporting him and the team from the board." Cates is no stranger to employee engagement or to helming a fast-growing company. The Canadian tech exec was most recently the CEO of Achievers, an employee engagement provider that focuses on improving workplace culture and employee retention. During his years at Achievers, Cates led the company through its spin-out from FinTech firm Blackhawk Network, and oversaw its international expansion. Prior to that, Cates spent years as the CEO and president of Intuit Canada, as well as in leadership positions at Apple Canada and HP. Since ContactMonkey's Series A raise, the company has been focused on accelerating product development through integrations with human resource information systems and AI tools that improve employee engagement across different languages and geographic locations, as well as on expanding its international footprint. All images courtesy ContactMonkey. Roborock discover the next generation of cleaning innovation. Roborock redefines home robotics with AI-powered systems that sense, adapt, and operate seamlessly in real homes.

PR Newswire
Feb 17th, 2026
Appspace and ContactMonkey integrate to streamline employee email campaigns with richer design and analytics

Appspace and ContactMonkey have launched an integration enabling internal communications teams to create high-impact employee email campaigns with enhanced design and analytics capabilities. The integration allows teams to pull visual updates from Appspace directly into ContactMonkey email campaigns, eliminating manual copying whilst maintaining brand consistency. The partnership addresses the challenge of balancing everyday communications with major announcements requiring stronger design and measurement. Teams can use ContactMonkey's drag-and-drop builder for magazine-style presentations whilst syncing content with their Appspace Story library. The integration provides read-time data, visual heatmaps and in-email reactions to measure engagement beyond delivery metrics. Built on a secure API connection, the integration is now available to organisations seeking to improve internal communications efficiency whilst reducing administrative overhead across multiple systems.

Business Wire
May 16th, 2025
CIBC Innovation Banking Provides ContactMonkey with Growth Capital Financing

CIBC Innovation Banking announced today that it has provided growth capital financing to ContactMonkey, a portfolio company of Updata Partners. The company w...

FinSMEs
May 16th, 2025
ContactMonkey Secures Funding for Global Expansion

ContactMonkey, a Toronto-based internal email platform provider, received an undisclosed investment from CIBC Innovation Banking. The funding will be used to expand its global business reach and enhance product offerings for new and existing customers.