Sales Development Specialist

pivotandedge; Toronto; On-site; CAD 70,000 - 120,000; Full time

Job summary

Pivot + Edge is redefining recruitment with a mission-driven approach. We are seeking a Business Development Partner who thrives on the chase, values autonomy, and aims to disrupt the industry with strategic growth initiatives.

You will own the hunt, craft bold outreach campaigns, and collaborate with marketing and delivery teams to convert leads into lasting partnerships across Ontario, with occasional travel and evening events.

Qualifications

• 3–5 years of experience in business development, sales, or partnerships.
• Experience closing deals and exceeding targets.
• Outbound prospecting and partnerships experience.
• Comfort representing the brand in person at events.

Responsibilities

• Own the hunt: identify, engage, and convert startups and scaling businesses.
• Create opportunities with bold outreach strategies and campaigns.
• Collaborate with marketing and delivery teams to close partnerships.
• Be the face of Pivot + Edge at industry events across Ontario.
• Think like a founder: test strategies and iterate fast.
• Strategize and create lead gen ideas and execute them.

Skills

Hunter mindset

Closing deals

Prospecting

People-facing

Tools

Apollo

Smartlead

Pipedrive

Claude

Monday.com

LinkedIn

Slack

Calendly

Dripify

Job description

At Pivot + Edge, we’re not your typical recruitment agency. We’re rethinking how recruitment gets done. We support mission-driven companies attract, engage, and hire top talent without the agency fluff or inflated fees.

We’ve built a best-in-class process and strategy that changes how companies think about recruiting. And we’re just getting started.

We’re looking for a Business Development Partner who thrives on the chase; someone with a hunter mindset who’s motivated by growth, thrives on autonomy, and is ready to disrupt an industry that’s long overdue for a shake-up.

What You’ll Do

• Own the hunt: Identify, engage, and convert startups and scaling businesses that need a smarter way to hire.

• Create opportunities: Build and execute bold outreach strategies — personalized campaigns, creative pitches, partnerships, and events that get attention.

• Collaborate to close: Work closely with our marketing and delivery teams to turn leads into long-term partnerships.

• Be the face of Pivot + Edge: Represent us at industry events, founder meetups, and ecosystem gatherings across Ontario (occasional travel + evening events expected).

• Think like a founder: Bring ideas, test strategies, and iterate fast. You’ll have the freedom to experiment and the support to make it happen.

• Strategize and create: Bring new lead gen campaign ideas to the table and execute. Think video content, LinkedIn ads and more.

What We’re Looking For

• A hunter, not a farmer: You live for the thrill of closing new business.

• In it for the long haul: Our sales cycle isn’t quick but it’s worth it. You’re willing to build and maintain relationships knowing that every sale starts with a conversation.

• Entrepreneurial energy: You can turn an idea into action and don’t wait to be told what to do.

• Resilient and resourceful: You know how to handle rejection, pivot fast, and keep moving.

• Passionate about disruption: You want to help redefine what hiring looks like for startups.

• Event-driven connector: Comfortable representing the brand and building relationships in person.

• You’re looking for growth: This is your opportunity to shape a sales playbook. Develop a strategy and build it.

• You want to build your network: This is a social role, posting on LinkedIn, attending events and more.

What’s In It for You

• High-earning potential: The bulk of your income comes from commission — and the upside is big.

• Startup energy, startup autonomy: Work directly with our leadership team to shape how we grow.

• Real impact: Every client you bring on helps startups build their teams, tell their story, and scale faster.

• Growth opportunity: As we expand, you’ll have a voice in building our sales strategy, tools, and structure.

• 3–5 years of experience in business development, sales, or partnerships (preferably in B2B, marketing)

• Proven track record of closing deals and exceeding targets

• AI is in your toolbox. We have an AI built platform that needs refinement and management. Built through Claude this is a starting point to identify and target high value leads.

• Comfort selling consultative, non-commoditized services (e.g., recruitment, marketing, professional services, SaaS, or advisory)

• Experience prospecting from scratch — outbound, warm intros, partnerships, and creative lead generation (this is not an inbound-only role)

• Confidence engaging founders, CEOs, and senior leaders and guiding value-based conversations (not feature-selling)

• Comfortable representing the brand in person, including networking events, meetups, and ecosystem gatherings (occasional evenings required)

• Familiarity with the startup ecosystem (or actively building relationships within it) is a strong asset

• Alignment with Pivot + Edge’s values: curiosity, ownership, transparency, and doing things differently than “how it’s always been done”

• Experience with our tech stack is considered an asset not a requirement including (but not limited to):

  • Apollo

  • Smartlead

  • Pipedrive

  • Claude

  • Monday.com

  • LinkedIn

  • Slack

  • Calendly

  • Dripify

  • and so much more..

Interview Process

1. Initial screening (video call) : 45 minutes

2. Technical discussion and culture fit assessment (video call): 1 hour

3. Assessment in the form of research with Director, Marketing & Operations and Founder: 1 hour video call

4. Face-to-Face with Founder (within the GTA region): 1 hour

5. Final Meet the Team (video call): 30 minutes - 1 hour

6. References

7. Offer