Role Overview
We are looking for a driven and digitally savvy Sales Development Representative (SDR) to join our North American team and play a pivotal role in accelerating business growth across Sales and Marketing.
What You Will Do
Generate and qualify leads through a mix of digital outreach, social engagement, and data-driven prospecting to build a healthy, high-quality pipeline for the sales team.
Why It Might Be a Fit
This role is perfect for someone who’s curious, confident, and motivated by results. You’ll blend data-driven insight with creativity and authentic relationship building to spark meaningful conversations with prospects across the insurance and Insurtech space.
Requirements
- Exceptional communication skills: confident and engaging across written, verbal, and digital channels, with the ability to tailor messages to different audiences.
- Strong organizational and time management skills, with a disciplined approach to managing multiple prospects, tasks, and priorities in a fast-paced environment.
- Solid understanding of the B2B sales process, with a genuine curiosity about customer challenges and how technology can solve them.
- Proven hands-on experience using a variety of prospecting and outreach techniques from email and social selling to video and calls to generate engagement and interest.
- Comfortable working with data and sales performance metrics, using insights to refine targeting, messaging, and conversion rates.
- Digitally fluent, ideally with experience using tools such as LinkedIn Sales Navigator, Apollo/Artisan, HubSpot (or similar CRMs), and marketing automation platforms.
- Fast learner with a growth mindset, eager to understand our platform, the insurance market, and the evolving needs of our clients.
- Self-motivated and accountable, with a proactive approach to achieving goals and contributing to team success.
- Experience using CRM systems (e.g., HubSpot) and prospecting or engagement tools.
- Familiarity with marketing automation platforms and the ability to collaborate with marketing teams to activate campaigns and follow up on demand generation activity.
- Comfortable managing outreach across multiple channels (email, phone, video, and social) with a focus on quality, personalization, and measurable results.
- Demonstrated ability to work collaboratively with cross-functional teams (Sales, Marketing, Product) and contribute to a fast-moving, high-growth environment.
- A proactive, self-motivated approach to learning new tools, understanding markets, and improving performance through data and feedback.
Benefits
- Base salary up to USD 60,000
- A competitive commission plan is in operation for sales roles.
- Generous 28 vacation days, plus 11 Federal US holidays / all Provincial Statutory Holidays per year.
- One Dynamic Day per month on top of your vacation allowance to spend time doing the things you want to do or simply catching up with life admin.
- Freedom Pass work up to 4 weeks of the year from anywhere.
- FlexiBank you decide when to use your public holiday allocation.
- We offer a full-suite of benefits including Healthcare, Vision, Dental, STD/LTD, Group Life + several other benefits.
- INSTANDA offers a 401(k)/ RRSP matching program.
- Access to an Employee Assistance Program
- Annual learning & development allowance of USD 1,250
- Free access to Microsoft ESI learning platform
To apply for this job please visit jobs.workable.com.

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