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Workleap
Workleap
11 open remote positions
Workleap is a Montreal tech company building simple products like the Workleap agent and ShareGate, a Microsoft 365 migration tool. Trusted by over 15,000 companies, they value builders who thrive in fast-paced, ambiguous environments.
Salary Distribution
7 of 11 jobs
PTO Distribution
3 of 11 jobs
Unlimited PTO
3 jobs (27%)
Benefits Overview
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Open Positions
Lead a team of 5 Account Executives to launch Workleap agent and hit quarterly ARR targets. Coach AEs through pipeline reviews, call shadowing, and development conversations to elevate skills. Own end-to-end sales strategy, forecasting, and tightly looped sales-marketing-product feedback.
Sales Leadership
Coaching
Pipeline Management
Take charge of ShareGate's marketing attribution architecture between HubSpot and HockeyStack, translating funnel data into actionable insights for leadership. Drive marketing performance by diagnosing what works and what doesn't across inbound and channel, ensuring budget moves to highest-return programs quarterly. Build reporting and diagnostic layer for ShareGate marketing — campaign performance, funnel conversion, source quality — so teams plan based on measured conversion rates, not assumptions.
HubSpot
Marketing Attribution
Data Analysis
CRM
AI Tools
Own ShareGate's marketing attribution architecture across HubSpot and HockeyStack to provide exec-ready narratives. Drive marketing performance by diagnosing what's working and what isn't across inbound and channel. Build the reporting and diagnostic layer for marketing to plan against measured conversion rates.
HubSpot
Marketing Attribution
Data Analysis
CRM
Analytics
Drive quarterly new business ARR targets by building the conditions for every AE on your team to perform at their best. Coach a team of AEs across SMB, Mid-Market, and Enterprise segments through consistent pipeline reviews and call shadowing. Own the sales strategy end to end, define, implement, and iterate to improve conversion rates and deal velocity.
Sales Leadership
B2B SaaS
Pipeline Management
Sales Coaching
AI Tools
Convert inbound interest into qualified opportunities for the AE team with consistent volume and high-quality handoffs. Lead consultative qualification to understand prospect reality and readiness, ensuring every transferred lead is truly prepared. Become a product expert on ShareGate Protect and Migrate, and use AI tools to accelerate performance and improve team processes.
AI Tools
B2B Sales
Pipeline Management
English
HubSpot
Manage a portfolio of accounts, leading renewal conversations to maintain GRR and create expansion opportunities. Drive pricing migration and multi-module adoption by positioning Workleap Agent as a performance multiplier. Reduce churn with early risk detection and Mid-Term Value Reviews, using AI tools to prepare and scale.
Account Management
Renewals
Customer Success
CRM (HubSpot)
AI Tools
Own a book of accounts and drive renewals and expansions, protecting GRR and creating NRR growth. Lead pricing migration and multi-module adoption conversations, positioning Workleap Agent as a force multiplier. Maintain a clean HubSpot pipeline and use AI tools to prep for high-value customer conversations.
Account Management
Renewals
CRM
AI Tools
Negotiation
Own the full sales cycle from discovery to close with IT, security, and procurement buyers navigating M365 complexity. Build and manage a robust pipeline in HubSpot, maintaining forecast accuracy and deal hygiene. Integrate AI tools across qualification, deal analysis, and objection prep to move faster and decide smarter.
B2B SaaS Sales
Consultative Selling
HubSpot
AI Fluency
Microsoft 365
Turn hand-raisers and signups into qualified conversations and hand them off to the AE team. Drive consistent pipeline by qualifying prospects with a consultative lens and deep product knowledge. Embed AI tools into every part of your workflow to accelerate performance and bring fresh ideas.
AI Tools
Communication
Sales
Product Knowledge
Pipeline Management
Develop and execute acquisition strategies across paid media, AI-powered search, integrated campaigns, and CRO to generate qualified pipeline and ARR. Own acquisition performance, pipeline forecasting, and collaborate with Sales and RevOps to maximize revenue. Lead demand planning and integrated campaign execution with cross-functional teams to deliver measurable business impact.
Demand Generation
B2B SaaS
SEO
Paid Media
Data Analysis
Own the strategy and execution behind ShareGate's customer acquisition across paid media, SEO, integrated campaigns, and CRO. Lead a team of high-performing marketers and partner with cross-functional teams to drive pipeline and revenue growth. Use data and AI to optimize campaigns, forecast performance, and scale growth.
B2B SaaS
Demand Generation
SEO
Paid Media
Leadership