GTM Engineer
Occupier
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. 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. We're hiring our first dedicated GTM Engineer—someone who will own the connective tissue across Sales, Marketing, CX, and Product. Right now, these functions operate with disparate systems and incomplete orchestration—each is well-run, but they're not wired together in ways that let us move at our full potential. Your mission: architect an AI-first revenue supply chain where every decision point—from account identification to deal closure to expansion—is informed by intelligence, optimized by automation, and freed from busywork.
This is hands-on work. You'll spend time in Clay, HubSpot, Apollo, and our data pipelines. You'll be deeply involved in building, testing, and iterating. You're not managing a team or setting strategy — Sales, Marketing, and CS leaders do that. You're the person who takes their strategies and makes them executable at a precision and velocity no human team can match on their own. You're architecting systems, building workflows, and shipping improvements that immediately reduce friction and drive results. Your goal: more closed deals, more efficient ARR, stronger NRR, and zero non-revenue-generating busywork for your reps.
A critical part of this role is deep partnership with Engineering, Data, and Product. The revenue engine only performs at its ceiling when product usage signals, data pipelines, and analytics infrastructure are wired directly into GTM workflows. You will work closely with Engineering to build and maintain those integrations, with Data to ensure the signals feeding your scoring models are clean, current, and actionable, and with Product to translate adoption and usage patterns into expansion and retention plays. This cross-functional fluency is not optional—it is the difference between a GTM system that is good and one that is genuinely difficult to compete against.
You think like a scientist and a tinkerer. You're constantly reading, listening, searching for edges in GTM tech and operations. You move fast, take big swings, and aren't afraid to rebuild what needs rebuilding. You're on a mission to create an unfair competitive advantage through better systems and smarter automation.
Account Intelligence & Scoring
- Design and operate account identification workflows that source, score, and rank prospects by fit and readiness at scale
- Build multi-signal company scoring models that weights firmographic data, intent signals, product usage (for existing customers), and behavioral indicators
- Implement contact-level scoring that identifies key decision-makers, influencers, and blockers within target accounts
- Create feedback loops where rep activity and deal outcomes continuously improve scoring accuracy and account prioritization
- Own the waterfall enrichment pipelines across data providers (Apollo, ZoomInfo, LinkedIn) to ensure coverage and accuracy
Program Development & Sequencing
- Translate Sales' outbound messaging strategy into automated, contextual sequences — right message, right account, right moment, at scale
- Implement intent-based timing that uses behavioral and signal data to identify optimal engagement windows for each prospect
- Design and iterate Clay workflows that generate AI-powered research summaries, account context, and personalization data for every prospect
- Build LLM-powered pipelines that operationalize the messaging framework Sales defines — cutting manual effort while improving personalization at volume
- Automate lead routing, de-duplication, and assignment logic in HubSpot to ensure reps work the right accounts at the right time
- Build trigger-based workflows that activate follow-up sequences based on prospect behavior, email engagement, and website activity
- Create systems that connect marketing activity (content downloads, webinar attendance, form fills) to prospect and account scoring in real-time
- Build handoff logic between marketing and sales that surfaces ready-to-sell leads with the context reps need (what they downloaded, where they came from, what stage they're in)
- Implement account-based marketing workflows that coordinate multi-touch outreach across all buying group members within high-value accounts
Customer Intelligence & Expansion
- Design systems that surface expansion opportunities by correlating product usage data, feature adoption, and seat utilization with revenue potential
- Build workflows that automatically flag at-risk accounts (low engagement, declining usage) and route them to appropriate teams
- Build the routing and alerting logic that CS's expansion strategy runs on — surfacing the right signals at the right time so no opportunity slips
- Build systems that surface expansion and churn signals automatically and route them to CS with full account context — turning their judgment into proactive, scalable motion
Tech Stack Ownership
- Design a unified data architecture that brings together signals from Clay, product databases, marketing platforms, and manual rep input into a single system of record
- Build automated data hygiene and de-duplication logic that keeps the CRM clean without requiring manual intervention
- Implement validation rules and automation that enforce data quality at the point of entry
Full-Funnel Visibility & Attribution
- Design and maintain dashboards that give leadership real-time visibility into pipeline health, conversion rates, velocity, and revenue attribution
- Build multi-touch attribution models that accurately credit both inbound (content, demand gen, events) and outbound (sequences, personalized outreach) channels
- Create feedback mechanisms that surface bottlenecks in the funnel and trigger diagnostic work to remove friction
- Monitor the efficiency of outbound sequences, account scoring, and lead routing—and iterate based on what the data tells you
What We're Looking For
- 2–5 years of hands-on experience in GTM Engineering, RevOps, Sales Operations, or a closely related technical role at a B2B SaaS company—you've shipped systems that move the needle
- Ability to learn domain context quickly and take strategic direction from experienced GTM leaders — you don't need to have run a BD or Marketing function, but you need to understand what they're trying to accomplish well enough to build systems that serve them
- Expert-level HubSpot skills: you've built complex workflows, designed data models, implemented lifecycle logic, and solved real operational problems
- Deep Clay experience: you've built multi-step enrichment workflows, AI research agents, and understand how to operationalize data pipelines at scale
- Comfortable writing code or scripts (Python, JavaScript, or SQL) to automate and integrate—you own the work, not just the tools
- Data-first mindset: you think in unit economics, CAC, conversion rates, velocity, and attribution before you think in features or tools
- Track record of building GTM systems that demonstrably improved pipeline volume, deal quality, or velocity
- Intellectual curiosity and intellectual honesty: you're reading, listening, testing, and continuously searching for unfair advantages in GTM tech and operations. You iterate based on data, not opinions.
- You are a doer, not a delegator. This role has no direct reports and is designed for someone who gets energy from building, not managing.
Partnerships
You'll take strategic direction from domain leaders and partner closely with them to translate that direction into systems that execute at scale:
- Chief Revenue Officer—who deeply understands systems and operations, and will be a strategic partner in designing the architecture
- Sales Leadership (SDR team, AEs)—you'll partner on sequencing, routing, and eliminating busywork Marketing—to coordinate inbound/outbound, nurture workflows, and attribution
- Engineering & Data—to build product usage signals, data pipelines, and analytics infrastructure into the revenue engine
- Product & Analytics—to bring product usage and customer health signals into the revenue machine Customer Success/CX—to coordinate on expansion and reduce churn
Why Occupier
- You'll be the first GTM Engineer—greenfield ownership of the entire revenue supply chain. No legacy baggage. No existing team dynamics to navigate. Just you, a blank canvas, and the resources to build it right.
- You're on a mission with us to create the blueprint for modern go-to-market. This isn't incremental optimization. This is systems-level transformation.
- You'll work alongside a CRO who deeply understands systems architecture. He's built most of what exists today. He's not going to micromanage you—he'll be your strategic partner and your biggest resource.
- Growth-stage resources with startup velocity. Your work ships fast and has immediate impact. We'll invest in tools and integrations that enable your vision.
- 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 a short note about the most impactful GTM system or workflow you've ever built and why it worked. Show us how you think about problems. Include relevant examples, demos, or dashboards if you have them. Tell us about an edge or angle you've found in GTM operations—something you've shipped that gave your team an unfair advantage. That's the energy we're looking for.
Apply at: occupier.com/careers

