---
title: 'Strategic Account Executive at ContactMonkey'
canonical: 'https://feeny.ai/job/strategic-account-executive-contactmonkey-toronto-zs8jwwst2tcz'
type: 'job'
last_seen: '2026-10-18'
---

# Strategic Account Executive at ContactMonkey

- **Company:** ContactMonkey
- **Location:** Toronto, Canada
- **Posted:** 2026-09-08
- **Last confirmed live:** 2026-10-18
- **Apply:** https://job-boards.greenhouse.io/contactmonkey/jobs/4711591006

## Job description

Strategic Account Executive

Hey there! We’re ContactMonkey 👋

Our mission? To power measurable employee engagement worldwide. And we’d love for you to join us!

## About the job - Strategic Account Executive

Join the Sales team in a net new position, where you’ll have the opportunity to capture a specific, quantified gap in how we grow inside our own customer base. Many of our existing customers are part of larger organizations: parent companies, holding groups, and franchise networks with sibling business units that ContactMonkey has never touched. We call this net-new whitespace our Go-Get List.

As our first Strategic Account Executive, you'll build and own the motion for converting the Go-Get List into pipeline and closed revenue, reporting directly to the VP of Sales. This is fundamentally a leverage-existing-relationships motion, you'll multi-thread into parent organizations, time outreach to renewal cycles, and work closely with Customer Success, Marketing, and Product to turn trust we've already earned into new business units and entities on the ContactMonkey platform.

## What You'll Own

- Own and systematically work the Go-Get List in-ICP target business units, prioritizing by band, warmth, and renewal timing
- Multi-thread every target account rather than relying on a single champion, especially within larger operating-division targets
- Time outreach to parent-account renewal cycles to create natural, low-friction entry points into sibling business units
- Deploy a full enablement stack per account, sequencing, proof-of-value packets and executive sponsorship to build trust quickly
- Partner closely with the Account Management/CSM team on the strategic account list, focusing primarily on MM & Enterprise.
- Own organizational account mapping across your territory, researching corporate hierarchy, identifying decision-makers and champions at affiliated entities, and using existing ContactMonkey relationships to navigate into new buying centers
- Own forecasting and reporting on pipeline and bookings for opportunities
- Partner with Marketing and Product to shape messaging, collateral, and business cases specific to expansion-into-whitespace selling

## What You Won't Own

- Upsell and expansion within accounts we already have: additional seats, modules, or add-ons for a business unit that's already a customer. This stays with our Account Management/CSM team
- Renewals, churn risk, and GDR on existing accounts are also owned by Account Management/CSM

## About you

- You're a proven closer with 4+ years of full-cycle B2B SaaS sales experience, selling into mid-market or enterprise organizations
- A track record of hitting or exceeding quota in an expansion or land-and-expand motion, you know how to work an installed base, not just open new logos
- Comfort navigating multi-stakeholder deals with several buying centers and contacts per account
- A relationship-led seller skilled at warm-door selling using existing champions, with strong multi-threading instincts
- Experience with organizational account mapping, you can research corporate hierarchy, identify buying centers across subsidiaries and affiliated entities, and build pipeline where the org chart is your roadmap
- A systems-minded builder who's genuinely energized by building a brand-new motion from scratch versus inheriting an existing playbook
- Operates with a high degree of autonomy: you know when to loop in leadership and when to just handle it - you're comfortable navigating cross-functional relationships with CS, RevOps, Marketing, and Product without needing a warm handoff to get traction internally
- Highly collaborative and low-ego: quick to loop in CSM, Marketing, and Product, and you take ownership of outcomes, not just activity

## How you can stand out

- Experience with internal comms tools
- Experience selling into HR or Internal Comms teams

## What we bring to the table

🏥 100% employer-paid benefits + 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 + 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 Details

Total targeted cash $225,000-$250,000 (base+ variable and draw on commission while you ramp). Compensation is thoughtfully determined based on your experience, skill set, and alignment with our internal compensation framework and internal equity.

We’re always happy to answer questions about compensation throughout the hiring process.

This is a (replacement/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

## Who We Are

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; we’re changing the way companies connect and communicate with their people. Brands like IKEA, Roku, KMPG, and countless others are using our solution to transform employee engagement.

Our all-in-one platform—featuring a drag-and-drop email builder, engagement tools, and analytics—makes it easy for businesses to create, send, and measure their internal email campaigns directly within Outlook or Gmail. This way, internal communications go from being ignored to binge-worthy, sparking more opens, clicks, and conversations.

We’ve been on an explosive growth streak over the past few years, and we’re not slowing down anytime soon. Here’s a bit of what we’re proud of:

- Ranked by the Globe & Mail as one of Canada’s fastest-growing companies
- Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 50™ awards for revenue growth over the past four years
- Recognized in 2023, 2024 and 2025 Deloitte Technology Fast 500™ as one of the fastest-growing companies in North America
- Raised $55 million Series A financing in 2023

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.

We are committed to creating an accessible experience for all candidates. If you require any accommodations or adjustments during the interview process or beyond, please inform us, and we will work with you to ensure the necessary support is in place. We are continually striving to enhance our accessibility practices and welcome any feedback or suggestions on how we can better serve candidates with accessibility.

AI Disclosure:

We use AI to take notes during our interview. Applications and interviews are reviewed by our Talent Acquisition team. Our applicant tracking system utilizes AI for workflows and hiring process efficiencies.

## About ContactMonkey

## Company Overview
- **One-liner**: ContactMonkey provides an intelligent internal communications platform that enables organizations to design, send, and measure employee emails and newsletters directly from Outlook and Gmail.
- **Entity Type**: Private (Series A)
- **Headquarters**: Toronto, Ontario, Canada
- **Founded**: 2010
- **Founders**: Scott Pielsticker (Founder & former CEO; stepped down March 2026), with Jeff Cates joining as CEO in 2024 to accelerate growth.

## Core Business
- **Primary Industry**: Internal Communications Software / Employee Engagement Technology
- **Target Customers**: Enterprise, mid-market, and growing organizations across sectors including healthcare, finance, insurance, utilities, manufacturing, and food & beverage — primarily B2B internal comms teams.
- **Mission**: Power measurable employee engagement worldwide.

## Products & Services
- **ContactMonkey Platform (Core)**: An intelligent internal email software that integrates directly with Outlook and Gmail. Key features include:
  - **CoAuthor (AI Email Builder)**: An AI agent that writes and designs fully on-brand internal emails for human review in seconds.
  - **ConfidenceCheck (AI Agent)**: Reviews every email before it sends for errors, inconsistencies, and accessibility issues.
  - **Audience Preview**: Previews how different employee groups will receive emails using AI personas.
  - **Analytics & Reporting**: Real-time, segmented analytics (opens, clicks, read time, actions) for every campaign, plus leadership-ready reports.
  - **Employee Newsletters**: Drag-and-drop branded newsletter creation without design skills.
  - **Employee Surveys**: Feedback tools embedded directly into newsletters.
  - **Custom Segments & List Management**: Audience building by department, role, location, seniority.
  - **Bulk Email Sends**: Reach targeted segments at scale.
  - **Seamless Microsoft Integrations**: Send from Outlook, share to Teams and SharePoint.
  - **API Connector & HRIS Integration**: Connects with SAML 2.0 providers and popular HRIS.
  - **Security**: Enterprise-grade, SOC 2 Type 2, GDPR compliant, secure SSO.

## Market Standing
- **Valuation / Market Cap**: Not publicly disclosed (Private company).
- **Key Metrics**:
  - **Annual Revenue**: USD $15.0 million *(LinkedIn estimate)*
  - **Total Funding**: ~USD $40.5 million
    - Seed Round (March 2012)
    - Venture Round (June 2025) – led by CIBC Innovation Banking
    - Series A (December 2023) – **$40.5M** led by **Updata Partners** [contactmonkey.com](https://www.contactmonkey.com/about)
  - **Customers**: 1,000+ enterprises worldwide, trusted by 10k+ communicators.
  - **Website Visits**: 1.6M+ monthly.
- **Notable Investors/Partners**: Updata Partners (lead Series A), CIBC Innovation Banking (venture round).
- **Growth Signals**:
  - Ranked by **The Globe & Mail** as one of Canada’s fastest-growing companies.
  - **2023 Deloitte Technology Fast 50™** (highest revenue growth over four years).
  - **2024 Deloitte Technology Fast 500™** (innovation and customer impact).
  - 49% employee growth in 2024 (though overall headcount saw a recent -7.3% YoY dip per LinkedIn).
  - 93% GlassDoor rating, 4.2 overall score.
  - 53% female leadership in management.
  - Expanded to operate in 7 countries (Canada, US, UK, Brazil, Australia, Spain, Ireland).

## Competitive Advantages
- **Direct Inbox Integration**: Works natively inside Outlook and Gmail — users don't need to learn a separate platform or HTML.
- **AI-Powered Efficiency**: CoAuthor and ConfidenceCheck significantly reduce creation time and error rates for internal comms teams.
- **Measurable ROI**: Deep analytics that show engagement metrics (opens, clicks, read time) — a differentiator from traditional email tools that lack internal comms tracking.
- **Security & Compliance**: SOC 2 Type 2, GDPR, secure SSO — critical for regulated industries (healthcare, finance, insurance, utilities).
- **Hundreds of Customers**: 1,000+ enterprises already using the platform, creating a strong network effect and customer data moat.

## Strategic Focus
- **Scaling the Platform**: The $55M total funding (led by Updata Partners and CIBC Innovation Banking) is fueling product innovation, team growth, and global expansion.
- **AI Innovation**: Continued investment in AI capabilities (CoAuthor, ConfidenceCheck, Audience Preview) to automate more of the internal comms workflow.
- **Global Reach**: Expanding into new markets (UK, Brazil, Australia, Spain) to serve multinational customers.
- **Enterprise Depth**: Deepening integrations with HRIS, Microsoft Teams, SharePoint, and enterprise SSO to become the central hub for internal communications.

## Why Work Here
- **Culture & Values**: "Making work more human" – emphasizes collaboration, curiosity, ownership, customer love, and playfulness. "The best ideas win" and "Bias for action" are core tenets.
- **Work Model**: **Hybrid** — most team members hit the downtown Toronto HQ weekly for collaboration and team bonding. Also offers up to **four weeks a year to work from anywhere** (beachside, mountainside, etc.).
- **Compensation & Benefits**:
  - Competitive salaries, **performance-based bonuses**, **stock options** (employee ownership).
  - **100% employer-paid health & dental** with extended mental health coverage, wellness and health spending accounts.
  - **4 weeks paid vacation**, **5 health days**, **1 personal day**, **2 volunteer days** per year.
  - **Parental leave top-ups** for all employees.
  - **Personal development budget** for skills growth.
  - Internal promotions and career growth are a priority.
- **Diversity & Inclusion**: 53% female leadership; employees across 7 countries; 17% of employees promoted internally in 2024.
- **Engineering Culture**: 18% of staff is in technical roles; Senior Software Developer salary ~CAD $114k; active hiring for a **Principal Software Engineer** and **Senior AI Engineer** as of mid-2025.
- **Awards & Recognition**: Deloitte Fast 50 & Fast 500, Globe & Mail fastest-growing company — signals a high-growth, high-impact environment.

## Sources
1. [ContactMonkey Official Website](https://www.contactmonkey.com/)
2. [ContactMonkey Careers Page](https://www.contactmonkey.com/careers)
3. [ContactMonkey About Page](https://www.contactmonkey.com/about)
4. [ContactMonkey LinkedIn Page](https://ca.linkedin.com/company/contactmonkey)
5. [ContactMonkey Job Board (Greenhouse)](http://job-boards.greenhouse.io/contactmonkey)

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