• Engage inbound prospects in real time through chat, form submissions, and phone inquiries • Evaluate prospect fit and buying intent • Conduct structured discovery and qualify prospects against Baselane's Ideal Customer Profile • Book qualified meetings directly onto Account Executive calendars • Own outreach, invitations, reminders, and attendee growth for monthly Masterclass sessions • Engage Masterclass registrants and attendees post-event and convert interest into product demos • Re-engage warm leads, past event registrants, and hand-raisers using automated workflows and personalized communication • Maintain clean pipeline data and record prospect interactions in Attio CRM • Use Aircall, Slack, and AI lead-scoring tools to prioritize speed-to-lead • Refine response scripts, qualification criteria, and lead-routing playbooks with Sales Leadership • Track and report weekly funnel metrics, including response times, contact rates, demos booked, Masterclass registrations, and opportunity conversion rates Requirements

1–2+ years of B2B or B2C inside sales, SDR, or appointment-setting experience, ideally within SaaS, FinTech, or PropTech Based in Toronto or the Greater Toronto Area (GTA) Legal authorization to work in Canada Demonstrated history of meeting or exceeding targets for booked demos, discovery calls,



or webinar/event registrations Comfort using Attio CRM, Aircall, Slack, and AI lead-scoring and automation platforms Ability to respond quickly to inbound leads and handle real-time chat and multi-channel inbound traffic Excellent verbal and written communication skills Solid objection-handling capabilities Highly motivated and process-oriented Energized by building efficient playbooks rather than relying on static scripts Core Competencies

Demonstrates expertise in engaging prospects through various channels, qualifying leads, and maintaining accurate pipeline data. Proficient in using CRM and communication tools to enhance sales processes and drive conversions. Highest-signal resume keywords

B2B Inside Sales Experience SaaS Industry Knowledge Attio CRM Proficiency Lead Qualification Skills Excellent Communication Skills ATS Optimization Keywords

Hard Skills

Lead Qualification Sales Metrics Tracking Pipeline Management Multi-Channel Inbound Handling Automated Workflows Soft Skills

Objection Handling Motivation Process Orientation Industry Keywords

B2B Sales B2C Sales FinTech PropTech Webinar/Event Registration Tools & Technologies

Attio CRM Aircall Slack AI Lead-Scoring Tools

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📌 Sales Development Representative, SDR (Winnipeg)
🏢 Jobtailor
📍 Winnipeg