Manager, Outbound Sales Development
LightspeedMontreal, Quebec, Canada; Ottawa, ON, Canada; Toronto, Ontario, Canada$130k – $150kPosted 27 February 2026
Job Description
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Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!
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.
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.
What you’ll be doing:
Pipeline Development Strategy
Design and execute outbound prospecting strategy targeting mid-market merchants ($2M–$50M GMV) within the NuORDER network
Build multi-touch, multi-channel sequencing (email, phone, LinkedIn) tailored to longer MM buying cycles and multiple stakeholders
Develop account prioritization frameworks and mapping to maximize coverage across the addressable segments of the MM merchant base
Partner with the Director of Outbound Sales to align campaign strategy with FY27 MRR targets and segment growth plans
Team Leadership Coaching
Hire, onboard, and develop a team of Mid-Market SDRs, setting clear expectations and performance standards
Deliver regular 1:1 coaching sessions with a focus on discovery quality, objection handling, and stakeholder navigation
Build structured ramp plans that accelerate SDR productivity and reduce time-to-quota
Collaborate with SMB SDR Manager to share best practices and maintain consistency across the broader outbound org
Process Operations
Own the end-to-end qualification process for MM accounts, from first touch through to AE handoff
Define and enforce ICP criteria for mid-market, refining based on conversion data and AE feedback
Monitor pipeline health metrics — contact rates, SQL volume, stage conversion, cycle time — and drive continuous improvement
Maintain CRM hygiene standards and work with RevOps to ensure accurate account-based tracking
Cross-Functional Alignment
Partner with MM Account Executives to align on handoff quality, lead scoring, and feedback loops
Work with Marketing to ensure outbound messaging complements inbound campaigns and seasonal pushes
Provide regular reporting to the Director of Outbound Sales on SDR performance, pipeline contribution, and capacity planning
And a little bit of…
Contributing to broader team culture and playbook development across the NuORDER expansion org
Supporting cross-segment initiatives including recycled account strategy and network-effect campaigns
Participating in QBRs and leadership reviews with reporting on MM segment performance
What you need to bring:
3–5+ years in sales development or outbound sales, with at least 2 years in a people management role
Demonstrated experience running mid-market or enterprise SDR motions with longer sales cycles (60–120+ day cycles)
Strong understanding of account-based selling, multi-threading, and stakeholder mapping
Proficiency with CRM systems (Salesforce preferred) and sales engagement platforms (Outreach, Salesloft, or similar)
Data-driven mindset with ability to analyze funnel metrics and make decisions based on pipeline data
Proven coaching ability — can identify individual rep gaps and tailor development plans accordingly
As a global company with employees and clients outside of Quebec, fluency in English as a working language is required for this position
Even better if you have:
Background in B2B SaaS, POS, e-commerce, or retail technology
Experience working with wholesale or retail merchant ecosystems
Familiarity with the NuORDER or Lightspeed platform is a strong ... (truncated, view full listing at source)
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