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Sales Development Representative — ShareGate - Workleap

Fully remoteFull-timeJunior$40K - $44KUTC-8–-4NACanada#sales#b2b#hubspotHealthPensionWellnessBonusEquity

Company Description

Workleap is a Montreal-based tech company founded in 2006. We make simple products that actually matter to the people who use them, including Workleap Agent and ShareGate, the world's leading solution for Microsoft 365 migration and governance. More than 15,000 companies worldwide trust our solutions.

Your Role

You're the first voice prospects hear and the first impression that sets the tone for every deal. As an inbound SDR at ShareGate, your job is to turn hand-raisers and signups into qualified conversations and hand them off to the AE team.

Your Impact:

  • Drive consistent, qualified pipeline for the AE team by converting inbound interest into SQL-ready opportunities
  • Qualify every prospect with a consultative lens: understand their reality, challenge, and readiness before pushing forward
  • Own your product knowledge across both ShareGate products (Protect and Migrate) and the IT personas we serve
  • Embed AI tools into every part of your workflow — call prep, outreach, follow-ups, and pipeline management
  • Bring fresh ideas and new approaches to the team's process, especially around AI

Your Team

You're joining a four-person inbound SDR team focused on ShareGate. The team is coached closely through Gong call reviews, roleplay sessions, custom AI tools, and ongoing management support.

What You'll Bring

  • Active daily user of AI tools (Claude, ChatGPT, or equivalent) and ready to pick up new tools quickly
  • Strong verbal communication in English — confident on the phone and on video
  • Experience in a sales or performance-driven role (SDR, BDR, inside sales) with a track record of hitting targets
  • The ability to quickly learn complex products and understand the buyers who use them in a B2B context
  • Pipeline discipline: prioritize, track, and advance multiple conversations in parallel
  • Bonus: SaaS or tech background; familiarity with Gong, LinkedIn Sales Navigator, or HubSpot; ability to communicate in French

What the Job Comes With

  • Base salary: $55k - $60k CAD (OTE: $85k - $90k CAD)
  • LTIP program and share in Workleap's long-term growth
  • RRSP + Family health insurance + telemedicine + annual wellness budget
  • Flexible vacation policy
  • Remote work options with access to our Montreal office
  • In-person gatherings twice a year
  • Claude access for everyone

Timezone overlap

UTC-8–-4

Open to

Canada · NA

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