Sales Development Representative — ShareGate

Workleap; Montreal (administrative region); Hybrid; CAD 55,000 - 60,000; Full time

Benefits offered by this job

LTIP program

RRSP + Family health insurance + tele‑

Flexible vacation policy

Remote work with Montreal office

In-person gatherings

Claude access

Job summary

Workleap is a Montreal-based tech company seeking an inbound SDR for ShareGate to convert interest into qualified conversations and hand them off to the AE team with everything needed to win.

You’ll own product knowledge across ShareGate Protect and Migrate, embed AI into your workflow, and drive a high-quality pipeline. The role offers remote work with a Montreal office, team coaching, and growth opportunities.

Qualifications

• Active daily user of AI tools to enhance outreach and workflow.
• Strong verbal communication in English, professional on calls and video.
• Experience in a sales or performance-driven role with a track record of hitting targets.
• Ability to quickly learn complex B2B products and buyers.
• Clear pipeline discipline to manage multiple conversations in parallel.

Responsibilities

• Drive qualified pipeline for the AE team by converting inbound interest into SQL-ready opportunities.
• Qualify prospects with a consultative lens and ensure context-rich handoffs to the AE team.
• Own product knowledge across ShareGate Protect and Migrate for credible conversations.
• Embed AI tools into the outreach, call prep, follow-ups, and pipeline management processes.
• Contribute fresh ideas and new approaches to improve team processes, especially around AI.

Skills

AI tools usage

Strong English communication

Sales experience

Rapid learner

Pipeline discipline

French language ability

Tools

Gong

LinkedIn Sales Navigator

HubSpot

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 , our newest solution built to make every manager more effective, andShareGate , 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

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 with everything they need to win. This role exists because we're growing, because we promote from within, and because we're looking for someone who wants to build a real B2B sales career with a team that actually invests in making them better.

Your impact

• Drive consistent, qualified pipeline for the AE team by converting inbound interest into SQL-ready opportunities — at a volume and quality that moves the needle on ARR;
• Qualify every prospect with a consultative lens: understand their reality, challenge, and readiness before pushing forward, so every handoff lands with context, not just contact info;
• Own your product knowledge across both ShareGate products (Protect and Migrate) and the IT personas we serve, so every conversation is grounded in real expertise rather than a generic pitch;
• Embed AI tools into every part of your workflow — call prep, outreach, follow-ups, pipeline management — and treat them as a genuine performance accelerator, not a novelty;
• Bring fresh ideas and new approaches to the team's process, especially around AI, contributing to a culture where everyone makes the whole team better.

Your team

You're joining a four-person inbound SDR team, all focused on ShareGate, feeding the AE org. That means the quality of what you pass downstream matters as much as the volume. The team is coached closely — Gong call reviews, roleplay sessions, custom AI tools, and a manager whose job is to help you grow. We move fast, share what's working, and hold each other to a high standard.

What you'll bring

• An active daily user of AI tools (Claude, ChatGPT, or equivalent) — not experimenting, actually using them to do better work, and ready to pick up new tools quickly;
• Strong verbal communication in English — confident on the phone and on video, with a presence that creates a memorable first impression for the right reasons;
• 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: you can prioritize, track, and advance multiple conversations in parallel without things slipping through;
• 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. 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 : $85k - $90k
• LTIP program, share in Workleap's long-term growth.
• RRSP + 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.