Sales Development Representative

At Spiral, we don’t just build software — we build revenue systems that transform how logistics companies grow.

Winbox® — our outbound automation SaaS — converts outbound messaging into booked meetings, booked meetings into revenue, and revenue into predictable growth.

Our mission:
Become the dominant outbound engagement platform in logistics
, replacing manual prospecting with intelligent, repeatable, scalable pipeline creation.

We’re hiring a Sales Development Representative (SDR) who can book qualified meetings through inbound follow-up, outbound prospecting, and reactivation campaigns —
and help our users succeed by setting up high-performing B2B Linked In campaigns and creating targeted prospect lists through scraping and data enrichment.

If you thrive in outbound, live by your metrics, and want to support both internal revenue and user success — read on.

• Engage & qualify warm inbound leads
• Follow up via Linked In, email, phone, SMS
• Execute Linked In + email outreach to freight brokers, carriers, 3PLs, and warehousing companies
• Personalize messaging and run multi-touch cadences
• Reactivate old leads & past opportunities

• Create high-performing Linked In outbound campaigns for Winbox users
• Set targeting logic, outreach flows, and ICP-specific messaging
• Monitor performance and optimize based on reply & engagement rates

• Build targeted lists using Clay, Apollo, Zoom Info, scraping tools, etc.
• Enrich, validate, and segment data for precision targeting
• Match user goals with the correct ICPs and buyer profiles
• Qualify prospects based on fit and urgency
• Book meetings for the Account Executive / founder
• Log notes & maintain high CRM hygiene

• Work hands-on with Expandi, Aimfox, Instantly, Smartlead, Dripify, Clay, Apollo
• Track KPIs: booked meetings, response rates, contact rates, show rates

You’re not just booking meetings — you’re building the outbound foundation for Spiral and Winbox users.

• 1–3 years SDR / Prospecting / Outbound Lead Gen experience
• Proven ability to book meetings across inbound + outbound
• Experience setting up Linked In outbound campaigns (MUST)
• Experience scraping & building targeted prospect lists (MUST)
• Comfortable with outbound tools (Expandi, Instantly, Smartlead, Aimfox, etc.)
• Organized, consistent, and metrics-driven
• Logistics experience helpful but not required

This role requires someone who owns their metrics and executes reliably.

• Weekly/monthly booked meetings
• Performance of Linked In campaigns built for users
• Accuracy & quality of prospect lists

Hybrid (GTA-based required)
WFH + Co-working Space in Downtown Toronto

Additional retention-based incentives tied to long-term outbound performance.

• Health coverage
• Access to premium training, masterminds & certifications
• Opportunity to work with leading logistics + SaaS brands

Performance > hours. Output > presence.

• Ownership with Humility — We take initiative and move projects forward—not because we have all of the answers, but because we are committed to finding them. We improve what we touch, own outcomes fully, and build alongside the team — not above it. We never stop asking why. We experiment, test, and break things to rebuild them better. Innovation isn’t a buzzword here — it’s a habit.
• Integrity in Action — We say what we mean and do what we say. We hold ourselves and our peers accountable to a higher standard — even when no one’s watching.

• You’re joining at a scaling moment — not maintenance mode.
• You will influence lead flow, outbound quality, and user success.
• You will directly shape the pipeline engine behind Winbox.

If you want a role where your output is seen, felt, and valued every week — this is it.

• Entry level

• Full-time

• Sales and Business Development

• Advertising Services