Sales Development Representative (SDR) - Canada (Fully Remote)

Pitchbox LLC; Toronto; Remote; CAD 50,000 - 70,000; Full time

Job summary

Pitchbox LLC is seeking a Sales Development Representative to join their team in Toronto. In this role, you'll focus on prospecting global markets, particularly in North America and the UK, driving pipeline growth through targeted outreach and collaboration with marketing teams. Ideal candidates are resilient go-getters with a passion for tech sales and strong communication skills. Join us for competitive compensation and a clear path for career growth in a dynamic environment.

Benefits

Uncapped commission

20 days holiday + bank holidays

Clear path to Account Manager or Team Lead roles

Qualifications

• 1+ years in sales, lead generation, or customer-facing roles.
• Experience with US and UK markets is a plus.
• Fluent in English with strong communication skills.

Responsibilities

• Drive pipeline growth by prospecting companies globally.
• Execute outreach campaigns and book demos for Account Managers.
• Log activities in HubSpot and ensure seamless lead handoffs.

Skills

Sales

Lead Generation

Communication

Outreach Skills

Resilience

Education

Bachelor's degree in Business, Marketing, Communications, or related field

Tools

HubSpot

Salesforce

LinkedIn Sales Navigator

ZoomInfo

Apollo.io

Job description

Pitchbox is a US-headquartered SaaS innovator powering marketing teams at many of the world's top brands, publishers, and agencies. Our comprehensive suite of marketing automation software products is trusted by thousands of professionals across 57 countries.

Join our team to prospect global markets, with a focus on North American and UK enterprises, and accelerate your career in tech sales!

The Role

As a Sales Development Representative (SDR) , you'll drive pipeline growth by prospecting companies globally , with a focus on US, Canada, and UK . You'll identify decision-makers (CMOs, Marketing Directors, Growth Leaders), execute outreach campaigns, and book demos for our Account Managers. This role is ideal for a resilient go-getter passionate about tech sales and eager to master cross-border prospecting.

Key Responsibilities

• Global Prospecting : Target mid-market and enterprise companies using tools like LinkedIn Sales Navigator, ZoomInfo, and Apollo.io.
• Multi-Channel Outreach : Run email, call, and social selling campaigns to engage prospects (e.g., personalized cold emails, follow-up sequences).
• Qualify Leads : Use BANT (Budget, Authority, Need, Timeline) to assess fit for our platform.
• Collaborate : Partner with US marketing and management teams to refine messaging and align on global ICPs.
• Flexible Hours : Maintain 2–3 hours of daily overlap with US Eastern Time (ET) for team syncs and prospect calls.
• CRM Management : Log activities in HubSpot and ensure seamless lead handoffs to AEs.

What We're Looking For

• 1+ years in sales, lead generation, or customer-facing roles (B2B SaaS experience preferred).
• Global Mindset : Experience or interest in selling to US and UK markets (familiarity with cultural / business nuances is a plus).
• Outreach Skills : Proven success in cold email / call outreach and objection handling.
• Tech Stack Comfort : Experience with CRM tools (HubSpot / Salesforce), outreach and prospecting tools (Apollo or similar tools).
• Resilience : Thrives in a fast-paced, target-driven environment.
• Communication : Fluent in English (written and verbal) with the ability to articulate complex ideas clearly and concisely. Familiarity with US / UK business communication styles is a plus.

Nice-to-Haves

• Understanding of SEO and Digital PR.
• Experience working with US-based teams or clients.
• Bachelor's degree in Business, Marketing, Communications, or related field.

Why Join Us?

• Competitive Compensation : Uncapped commission
• Global Impact : Prospect companies globally from day one.
• Career Growth : Clear path to Account Manager or Team Lead roles in 12–18 months.
• Holiday : 20 days + bank holidays

How to Apply

Submit your CV and a 1-minute Loom video (loom.com) explaining your interest in Pitchbox and how you'd approach prospecting decision-makers.

Note : Applications without a Loom video submission will not be considered. If you can’t take a few minutes to showcase your communication skills and enthusiasm, this role isn’t the right fit.

What Success Looks Like

• Month 1 : Master product training, ICPs, and sales playbooks for US / UK markets.
• Month 3 : Consistently hit 120% of weekly meeting targets.
• Month 6 : Lead cross-market prospecting initiatives and mentor new SDRs.

The Opportunity

At Pitchbox, we understand that outstanding individuals might not always fulfill every requirement listed in a job description. We value potential as much as experience. If you resonate with this role and our company, even if not meeting all criteria, we encourage you to apply. We're eager to explore the unique ways you can contribute to our mutual success.

Pitchbox is an equal opportunity employer. We celebrate and encourage diversity in our workplace.

Must have the right to work in the UK without sponsorship.

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