---
title: 'Account Manager - Mid-Market - Workleap (12-month Contract) at Workleap - en'
canonical: 'https://feeny.ai/job/account-manager-mid-market-workleap-12-month-contract-workleap-en-canada-3darx3n6hwjc'
type: 'job'
last_seen: '2026-09-07'
---

# Account Manager - Mid-Market - Workleap (12-month Contract) at Workleap - en

- **Company:** Workleap - en
- **Location:** Canada
- **Work type:** remote
- **Posted:** 2026-08-17
- **Last confirmed live:** 2026-09-07
- **Apply:** https://job-boards.greenhouse.io/workleap/jobs/5212187007

## Job description

Company Description

Workleap is a Montreal-based tech company, founded in 2006. We're builders at heart, we make simple products that actually matter to the people who use them. We have two product lines: [Workleap Agent](https://workleap.com/), our newest solution built to make every manager more effective, and [ShareGate](https://sharegate.com/), the world's leading solution for Microsoft 365 migration and governance. More than 15,000 companies worldwide trust us to do exactly that. We're intentional about who joins us. If you're the kind of person who gets excited by a hard problem and wants to help shape what comes next, there's a place for you here.

## Your role

We're looking for an Account Manager who knows how to build real customer relationships and turn them into lasting partnerships. In this role —  you'll own a book of accounts and be responsible for renewing and expanding their value, making sure customers are getting everything they need from Workleap so they want to keep growing with us year after year. You'll be their go-to person: part consultant, part commercial partner, someone who can hold a tough conversation and still come out with a signature. This is a 12-month contract position.

Your impact:

- Protect and grow a book of accounts by running rigorous renewal conversations that keep GRR on target and create room for NRR expansion ;
- Drive the pricing migration across your accounts — having direct commercial conversations with customers about the move to platform pricing, and closing them ;
- Accelerate multi-module adoption by positioning the Workleap Agent as a force multiplier for managers, not just another product in the stack ;
- Reduce late-stage churn risk by catching warning signals early, escalating with a plan, and running Mid-Term Value Reviews that prove value before the renewal conversation even starts ;
- Maintain a clean, accurate HubSpot pipeline that reflects reality — not optimism — so the team makes the right calls at the right time ;
- Use AI tools (e.g. Claude) to prep for calls, build account briefs, and iterate quickly on outreach — so your time goes toward high-value conversations, not manual research ;
- Help shape the team's playbooks by sharing what you learn and codifying what works, in a team that's actively building its standards after doubling in size.

## Your team

You'll be joining a team that takes real pride in winning together. This isn't your typical sales team — we put customers first, which drives a different kind of commercial relationship. The team is high-trust, collaborative, and genuinely invested in each other's growth. You'll be working alongside 8 AMs, 2 CSMs, and 2 Onboarding Managers in a team that's actively building its playbooks after doubling in size.

What's ahead: the pricing migration is one of the most strategic plays of the year — moving legacy customers to the new platform model takes real commercial judgment. On top of that, driving multi-module adoption with customers used to a single-product relationship is a genuine product-selling challenge with a lot of upside. And as a recently expanded team, there's real opportunity to shape how we operate going forward.

## What you'll bring

- 2+ years in an AM or CSM role with a renewal quota — you need to have owned a number, not just contributed to one ;
- Experience managing an ARR book in the $1M–$5M range (enough complexity to be relevant, right-sized to translate to our segment) ;
- Proven ability to hold difficult commercial conversations — price increases, pushback, migrations — without losing the relationship or the deal ;
- Strong pipeline discipline: CRM hygiene is a professional standard for you, not an admin tax ;
- Comfortable using AI tools (e.g. Claude, Copilot, ChatGPT) daily as a work accelerator — not an experiment, a habit ;
- Experience in a scale-up or high-growth environment where the playbook is still being written (bonus: experience navigating a pricing or packaging change with existing customers; bonus: player-coach instinct — you share learnings, pull peers up, and build without being asked).

Most of this sounds like you? Apply.

What the job comes with

- Base salary: $80k–$90k. This range reflects our Canada-wide compensation scale. Final offers may be adjusted based on the candidate's region to align with local market conditions.
- OTE: $115k–$130k
- Family health insurance + telemedicine + annual wellness budget.
- Flexible vacation policy.
- Remote work, with access to our Montreal office.
- In-person gathering twice a year.
- Claude access, for everyone.

What drives us

At Workleap, we build software that sits at the center of how people experience work, every day, at every level.

We move fast. Priorities shift, decisions get made with the information we have, and we iterate. If you thrive on intensity and ambiguity doesn't slow you down, you'll feel right at home. We're builders. We do what it takes to move forward. AI is part of our toolkit. We use it to go faster and decide smarter, not to replace judgment.

If you want real impact and a place where your decisions matter, this is it.

## How we hire

Transparency is how we hire — for you as much as for us.

Here's how it works: a first call with a recruiter, then a virtual interview with the hiring manager. You'll then complete a take-home case study, followed by a meet with future colleagues to discuss it together. Depending on the role, the process may vary slightly — your recruiter will walk you through it on your first call.

We use AI to support certain steps of the process, but every hiring decision remains human.

We can't wait to meet you.

By applying, you confirm that you have read and agree to our [privacy policy](https://workleap.com/trust-center/privacy).

#LI-Remote

## About Workleap - en

## Company Overview
- **One-liner**: Workleap is an AI-powered talent management platform that brings engagement, performance, and compensation into one connected system for small to mid-sized businesses.
- **Entity Type**: Private (Growth stage, series not publicly disclosed)
- **Headquarters**: Montreal, Quebec, Canada
- **Founded**: 2006
- **Founders**: Simon De Baene, Guillaume Roy, Sébastien Leduc

## Core Business
- **Primary Industry**: Human Resources Technology (HR Tech), Employee Experience, Talent Management
- **Target Customers**: SMBs and growing businesses with small or generalist HR teams (B2B)
- **Mission**: "To make work simpler" and help HR leaders ignite employee potential and boost business results.

## Products & Services
- **[Workleap Platform](https://workleap.com/)**: An AI-powered HR suite that includes employee engagement surveys (Officevibe), performance reviews (Performance), and compensation management (Compensation). Designed as a unified system to replace fragmented HR tools.
- **[ShareGate](https://workleap.com/)**: A Microsoft 365 migration and governance solution for IT professionals, focused on simplicity and security. Operates as a separate product line under the Workleap umbrella.

## Market Standing
- **Valuation**: Not publicly disclosed.
- **Key Metrics**: 70,000+ leaders worldwide use Workleap; 20,000+ companies across the entire customer base; 375+ employees.
- **Notable Investors/Partners**: Not specifically listed. Investors are not publicly disclosed.
- **Growth Signals**: Significant customer growth (from "over 70,000 leaders" on the about page), investment in AI features (manager agent, survey summaries), and expansion of the ShareGate product line. The company has a remote-first talent model, hiring across Canada.

## Competitive Advantages
- **Purpose-built for Small HR Teams**: Workleap is designed specifically for smaller or generalist HR teams that lack the resources of enterprise HR departments, offering simple, high-adoption tools.
- **Unified AI Platform**: Combines engagement, performance, and compensation in one system, reducing the "DIY chaos" and clunky legacy tools common in HR tech.
- **High User Satisfaction**: Praised on G2 for fast implementation, ease of use, and high adoption rates.
- **Strong Market Position in M365 Ecosystem**: ShareGate is a leading tool for Microsoft 365 migration and governance, providing a strong, separate revenue stream and brand recognition among IT professionals.

## Strategic Focus
- **AI-First Management Agent**: Developing a proactive "manager agent" that drafts 1:1 agendas, surfaces signals, and helps drive performance reviews, making great management a repeatable process.
- **Product Expansion**: Continuing to unify engagement, performance, and compensation into a single, intelligent platform.
- **Remote-First Culture**: Committed to a remote-first policy (work from anywhere in Canada, up to 150 days abroad annually) with twice-yearly in-person gatherings, aiming to attract top talent without geographic constraints.
- **ShareGate Growth**: Scaling the ShareGate product line for M365 administration and security.

## Why Work Here
- **Remote-First & Flexibility**: Work from anywhere in Canada; work up to 150 days per year abroad. Office in Montreal is optional except for two annual in-person gatherings. [workleap.com](https://workleap.com/careers)
- **Comprehensive Benefits**: Group insurance, $1,300 health & wellness allowance, telemedicine & EFAP, financial support for new parents, home office allowance, internet reimbursement, and delivered meals. [workleap.com](https://workleap.com/careers)
- **Competitive Compensation**: Competitive salary, annual performance bonuses, 5% RRSP contribution, and referral bonuses. [workleap.com](https://workleap.com/careers)
- **Learning & Growth**: Training, conferences, language courses, and a focus on career development.
- **Engineering Culture**: Emphasis on written, asynchronous communication; proactive communication principles; and a strong focus on sustainable, high-performance collaboration. [workleap.com](https://workleap.com/careers)
- **Values-Driven**: "Walk the talk" on employee experience, with a strong internal focus on caring for own team before serving customers.

## Sources
1. [Workleap About Page](https://workleap.com/about)
2. [Workleap Careers Page](https://workleap.com/careers)
3. [Workleap Job Board (Greenhouse)](https://job-boards.greenhouse.io/workleap)
4. [Workleap Homepage](https://workleap.com/)
5. [Workleap LinkedIn](https://ca.linkedin.com/company/workleaphq)

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