Manager, Outbound Sales Development
LightspeedMontreal, Quebec, Canada; Ottawa, ON, Canada; Toronto, Ontario, Canada$130k – $150kPosted 27 February 2026
Job Description
<p><strong>Hi there! Thanks for stopping by 👋</strong></p>
<p>Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place! </p>
<p>We're growing the NuORDER Network Expansion team and looking for a strategic, data-driven Manager to lead our Mid-Market Sales Development function. In this role, you'll own the outbound pipeline for mid-market merchants - building and coaching a team of SDRs who work longer, more complex sales cycles, engaging multi-stakeholder accounts across retail, wholesale, and e-commerce verticals.</p>
<p>Reporting to the Director of Outbound Sales, you'll be responsible for building the playbooks, sequencing strategy, and qualification frameworks that power our MM segment. You'll work closely with Account Executives and cross-functional partners to ensure high-quality pipeline and consistent conversion into our AE motion.</p>
<p><strong>What you’ll be doing:</strong></p>
<h4><span style="text-decoration: underline;">Pipeline Development Strategy</span></h4>
<ul>
<li>Design and execute outbound prospecting strategy targeting mid-market merchants ($2M–$50M GMV) within the NuORDER network</li>
<li>Build multi-touch, multi-channel sequencing (email, phone, LinkedIn) tailored to longer MM buying cycles and multiple stakeholders</li>
<li>Develop account prioritization frameworks and mapping to maximize coverage across the addressable segments of the MM merchant base</li>
<li>Partner with the Director of Outbound Sales to align campaign strategy with FY27 MRR targets and segment growth plans</li>
</ul>
<h4><span style="text-decoration: underline;">Team Leadership Coaching</span></h4>
<ul>
<li>Hire, onboard, and develop a team of Mid-Market SDRs, setting clear expectations and performance standards</li>
<li>Deliver regular 1:1 coaching sessions with a focus on discovery quality, objection handling, and stakeholder navigation</li>
<li>Build structured ramp plans that accelerate SDR productivity and reduce time-to-quota</li>
<li>Collaborate with SMB SDR Manager to share best practices and maintain consistency across the broader outbound org</li>
</ul>
<h4><span style="text-decoration: underline;">Process Operations</span></h4>
<ul>
<li>Own the end-to-end qualification process for MM accounts, from first touch through to AE handoff</li>
<li>Define and enforce ICP criteria for mid-market, refining based on conversion data and AE feedback</li>
<li>Monitor pipeline health metrics — contact rates, SQL volume, stage conversion, cycle time — and drive continuous improvement</li>
<li>Maintain CRM hygiene standards and work with RevOps to ensure accurate account-based tracking</li>
</ul>
<h4><span style="text-decoration: underline;">Cross-Functional Alignment</span></h4>
<ul>
<li>Partner with MM Account Executives to align on handoff quality, lead scoring, and feedback loops</li>
<li>Work with Marketing to ensure outbound messaging complements inbound campaigns and seasonal pushes</li>
<li>Provide regular reporting to the Director of Outbound Sales on SDR performance, pipeline contribution, and capacity planning</li>
</ul>
<p><strong>And a little bit of… </strong></p>
<ul>
<li>Contributing to broader team culture and playbook development across the NuORDER expansion org</li>
<li>Supporting cross-segment initiatives including recycled account strategy and network-effect campaigns</li>
<li>Participating in QBRs and leadership reviews with reporting on MM segment performance</li>
</ul>
<p><strong>What you need to bring:</strong></p>
<ul>
<li>3–5+ years in sales development or outbound sales, with at least 2 years in a people management role</li>
<li>Demonstrated experience running mid-market or enterprise SDR motions with longer sales cycles (60–120+ day cycles)</li>
<li>Strong understanding of account-based selling, multi-threading, and stakeholder mapping</li>
<li>Proficiency with CRM systems (Salesforce preferred) and sales engagement platforms (Outreach, Salesloft, ... (truncated, view full listing at source)
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