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.

• 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) : 30 minutes
2. Technical discussion and culture fit assessment (video call): 1 hour
3. Assessment in the form of research and brief slide presentation (3 - 5 slides max) with Director, Marketing & Operations and Founder: 1 hour
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