Sales Development Specialist

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.

Requirements

• 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

• Initial screening (video call) : 30 minutes

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

• Assessment in the form of research and brief slide presentation (3 - 5 slides max) with Director, Marketing & Operations and Founder: 1 hour

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

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

• References

• Offer