Sales Development Representative

Stay22

Sales Development Representative at Stay22 generating qualified meetings and sales pipeline for the SMB market. Involves creative prospecting and utilizing analytical tools for targeted outreach.

Posted 6/15/2026full-timeMontreal • 🇨🇦 CanadaJuniorMid-LevelWebsite

About the role

Key responsibilities & impact

Prospecting and targeting: Create and maintain high-quality targeted account and contact lists using Similarweb and other sources; keep CRM data up to date and clean.
Outbound sequences: Design, launch, and optimize multi-step sequences (email, LinkedIn, phone, social media) to generate qualified meetings.
Qualification and handoff: Validate fit (traffic, monetization model, intent, decision-making process) and hand off qualified opportunities to the appropriate Account Executive with clear, complete notes.
Event pipeline support: Prepare prospect lists before events, schedule meetings in advance, and perform rapid follow-ups during and after events.
Performance improvement: Run A/B tests on messages and sequences, track results, and share learnings to improve response and meeting rates.

Requirements

What you’ll need

Proven ability to generate leads: Demonstrated track record of consistently generating qualified meetings or pipeline through outbound efforts.
Experience with prospecting sequences: Hands-on experience creating and managing outbound sequences (email and multichannel), with examples of iterations and performance improvements.
Creativity: Excellent copywriting and messaging skills, with the ability to create compelling angles and personalization that drive responses.
1 to 2 years of experience in an SDR/BDR role or an outbound-focused position (SaaS, affiliate, adtech, martech or digital publishing-related industries — a plus).
Prospecting skills: Strong research abilities and comfort with tools like Similarweb, LinkedIn Sales Navigator (or equivalent), and CRM systems.
Organization and cadence: Organized, consistent person comfortable in a fast startup environment with changing priorities.
Multilingualism: A significant asset given our international presence.
Startup mindset: Ability to thrive in a fast-paced, dynamic growth company environment.
Good command of English: Required to communicate daily with international clients and colleagues.

Benefits

Comp & perks

Comprehensive benefits: health, dental, retirement, training and development opportunities, social activities and team-building, including memorable retreats.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

lead generationoutbound sequencesA/B testingcopywritingprospecting

Soft Skills

creativityorganizationadaptabilitycommunicationresearch abilities