Overview
Hellohire is looking for an experienced B2B salesperson in Toronto who wants to take the next step toward becoming an Account Executive.

We help home care agencies across North America hire caregivers faster using AI, automation, and recruiting technology. You'll start as an SDR, focused on building pipeline through outbound prospecting and cold calling. As you learn our customers, product, and sales process and demonstrate consistent performance, you'll have a clear opportunity to progress into an Account Executive role.

This is a full-time, in-office role in Toronto. B2B sales experience is required.

What You'll Do

Identify and engage prospective customers through cold calling, email, LinkedIn, and other outbound channels

Build your own pipeline and consistently create qualified sales opportunities

Speak with business owners and decision-makers to understand their challenges and determine fit

Qualify prospects and book meetings with high-potential opportunities

Work closely with our Account Executive, marketing team, and company leadership to improve our sales approach

Manage your activity and pipeline in HubSpot

Learn the full sales process with the goal of progressing into a closing role

What We're Looking For

1–3 years of B2B sales experience , with meaningful outbound prospecting experience

Experience cold calling and creating opportunities from scratch

A track record of working toward and achieving measurable sales targets

Robust communication skills and the ability to have thoughtful conversations with business decision-makers





Persistent and resilient — you're comfortable hearing "no" and continuing to work toward the goal

Ambitious, coachable, and motivated to progress into an Account Executive role

Able to work full-time from our Toronto office

SaaS experience is an asset, but not required. We're more interested in whether you can sell to businesses, create opportunities from scratch, and have the drive to grow into a closing role.

Experience in high-rejection sales environments — including door-to-door, commission sales, staffing, recruiting, telecom, or business services — is a strong plus.

Growth at Hellohire
This isn't intended to be a long-term SDR seat. As you demonstrate that you can consistently create qualified opportunities and develop the skills to run a strong sales process, you'll have the opportunity to progress into an Account Executive role — potentially within 6–12 months based on performance.

Why Join Hellohire?

Join a growing Canadian technology company using AI to solve real hiring problems

Sell to businesses across the U.S. and Canada

Work directly with company leadership and have a visible impact on our growth

Get exposure to the full B2B sales process, not just prospecting

Have a clear path toward becoming an Account Executive

Compensation

Competitive base salary

Uncapped commission based on performance

On-target earnings: $60,000–$90,000 CAD per year

Job Type: Full-time

Schedule: Monday to Friday

Work Location: In person — Toronto, ON M3B 3M4

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📌 Sales Development Representative (SDR)B Sales Experience Required (Ontario)
🏢 Virtual Staffing Solutions
📍 Ontario