About Occupier

Occupier is the leading lease management and real estate portfolio software built for corporate tenants. We help finance, real estate, and operations teams manage their entire lease lifecycle—from abstract to accounting—in one platform. Real estate is often a company's second-biggest expense, yet most teams still manage it with spreadsheets and outdated tools. We're here to change that. Backed by top-tier investors, we're a growth-stage SaaS company scaling our revenue engine and looking for builders who want to shape it.

The Role

We're building the blueprint for modern go-to-market, and that starts with pipeline. We're hiring a Business Development Representative who will be the engine of new customer acquisition—the first point of contact between Occupier and the companies we should be working with.
This is not a traditional BDR role. You're not cold-calling lists and hoping something lands. You're operating inside an AI-first GTM system designed to tell you exactly who to reach, when to reach them, and why they'll care. Your job is to take that intelligence and turn it into qualified conversations. Your mission: generate the high-quality pipeline that fuels our growth targets.
You're not here to fill a seat. You're here to prove that the right person, armed with the right systems, can out-execute an entire team operating the old way. If that framing excites you, keep reading.

Pipeline Generation & Outbound Execution

• Own outbound pipeline generation across email, phone, and social—executing targeted, multi-channel campaigns into defined ICP segments at scale
• Execute high-volume, high-precision outreach using account and contact intelligence surfaced by our GTM systems—you work the right accounts at the right time, not just the loudest ones
• Identify and engage key decision-makers and influencers within target accounts, navigating buying groups with context and intent
• Continuously test and iterate on messaging, sequences, and timing—treat every send as a data point and improve based on what the numbers tell you

Discovery & Qualification

• Run discovery and qualification calls that give AEs everything they need to run a clean process: pain identified, fit confirmed, next step set, no handoff friction
• Assess prospect needs, challenges, and alignment with our ICP with a structured, consistent approach that scales—not a different call every time
• Document and communicate what you're hearing in the market: objections, questions, language prospects use to describe their problems. This intelligence feeds the whole GTM engine.
• Hold the bar on quality. A poorly qualified meeting is worse than no meeting. Every handoff should be one the AE is glad to receive.

GTM Systems & AI

• Live inside our GTM stack—Clay, HubSpot, Apollo—using AI-powered research and automation to personalize outreach at scale and eliminate time spent on work that doesn't create pipeline
• Use AI-enhanced messaging tools to craft and refine outreach that gets responses—not templates, but contextually relevant communication that reflects what we know about the prospect
• Operate as an early adopter and active contributor to our AI-first GTM approach; experiment with new tools, share what works, and help raise the ceiling for what's possible
• Use intent signals and behavioral data to prioritize your book of work—focus where the signals say to focus, not just where it's comfortable

Data Quality & Cross-Functional Collaboration

• Hold the line on CRM hygiene. Every interaction logged, every signal captured. Your data feeds the machine that makes the whole team better—treat it that way.
• Partner tightly with Marketing on messaging, targeting, and campaign execution; close the feedback loop on what's converting and what isn't, and push for changes based on data
• Collaborate with the GTM Engineer on workflow improvements—flag where automation can replace manual work, where routing is breaking down, and where the system can be smarter
• Show up to continuous learning as a participant, not a bystander. We run regular sessions to push the frontier of what's possible in GTM—bring ideas, test them, and share what you learn.

What Success Looks Like

Days 1–30: Learn the product, the ICP, and the GTM system. Shadow AEs on calls. Get comfortable in Clay, HubSpot, and Apollo. Understand what a great qualified opportunity looks like and what a bad one costs the team.

Days 31–60: Run your first outbound sequences with real accounts. Book your first qualified meetings. Start developing pattern recognition on who converts and why. Begin closing the loop with Marketing and the GTM Engineer on what's working.

Days 61–90: Hitting pipeline contribution targets consistently. Sequences are personalized, timing is intent-driven, and handoffs to AEs are clean. You have a point of view on what should be improved and you're sharing it.

6–12 Months: A dependable pipeline engine. You're consistently generating high-quality opportunities, your conversion rates are improving quarter over quarter, and you're operating as a full contributor to our AI-first GTM motion—not just executing it, but helping shape it.

What We're Looking For

Required

• Proven ability to generate pipeline and hit activity and conversion metrics in a B2B SaaS environment—you have a track record, not just an interest
• Strong discovery and qualification instincts: you know what good looks like in a first call and you can get there consistently
• Genuine curiosity about AI and automation in sales—you've experimented with the tools, not just read about them
• Clear, direct communicator—you can articulate a value proposition without over-explaining it, and you write outreach that gets responses
• High accountability to data: CRM discipline, honest self-assessment, and willingness to iterate based on what the numbers tell you
• Coachable and adaptable—this is a fast-moving environment and we change things when they're not working. You need to be the kind of person who leans into that.

Nice to Have

• Hands-on experience with Clay, LinkedIn Nav, Apollo, or AI-powered outbound workflows
• Familiarity with real estate, finance, or compliance software—understanding your buyer's world goes a long way
• Background in a high-velocity outbound motion with structured sequences and cadences
• Experience using intent data (G2 and Bombora) to prioritize outreach and time engagement

Why Occupier

• You're joining at a moment when the GTM system is being rebuilt from the ground up. What you build and prove here sets the standard—it doesn't iterate on someone else's playbook.
• You'll be selling a product that solves a real problem and has genuine category leadership. It's easier to open doors when you believe in what you're carrying.
• Our CRO understands systems and operations deeply and is invested in making the BDR role as effective as possible. You'll have the tools, the data, and the strategic backing to do your job at a high level.
• Growth-stage velocity. The things you build and prove here will shape how this team scales. That kind of ownership is rare.
• Hybrid work in Toronto: deep focus when you need it, collaboration when it matters.
  
• Competitive compensation, equity, and benefits. You're building something worth owning.
• Culture that values intellectual curiosity, edge-finding, and 'show your work.' No politics. No buzzwords. Just results.

How to Apply

Send us a short note on the most effective piece of outreach you've ever written and why it worked—or the prospect you turned into a conversation everyone thought was a dead end. Show us how you think about the problem. If you've experimented with AI or automation in your outbound motion, tell us about it. That's the energy we're looking for.

Apply at: occupier.com/careers