B2B SaaS SDR | Real-Time Prospecting & Demos

Jobtailor; Toronto; On-site; CAD 50,000 - 75,000; Full time

Job summary

Jobtailor is seeking a proactive SDR in Toronto to engage inbound prospects in real time, qualify interest, and schedule product demos with the sales team. You’ll own multi‑channel outreach, refine playbooks, and keep a clean Attio CRM pipeline to accelerate Baselane’s growth.

In this role you will respond rapidly to inbound inquiries, collaborate with Sales Leadership, and track key funnel metrics such as response times, demos booked, and conversions.

Qualifications

• 1–2+ years of B2B or B2C inside sales, SDR, or appointment-setting experience in SaaS/FinTech/PropTech
• Based in Toronto or the Greater Toronto Area
• Legal authorization to work in Canada
• History of meeting or exceeding targets for booked demos, discovery calls, or 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 multi-channel traffic
• Excellent verbal and written communication skills
• Strong objection-handling capabilities
• Highly motivated and process-oriented
• Energized by building efficient playbooks rather than relying on static scripts

Responsibilities

• 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

Skills

Lead Qualification

Sales Metrics Tracking

Pipeline Management

Multi-Channel Inbound Handling

Automated Workflows

Objection Handling

Motivation

Process Orientation

Tools

Attio CRM

Aircall

Slack

AI Lead-Scoring Tools

Job description

Jobtailor is seeking a proactive SDR in Toronto to engage inbound prospects in real time, qualify interest, and schedule product demos with the sales team. You’ll own multi‑channel outreach, refine playbooks, and keep a clean Attio CRM pipeline to accelerate Baselane’s growth.

In this role you will respond rapidly to inbound inquiries, collaborate with Sales Leadership, and track key funnel metrics such as response times, demos booked, and conversions.