GTM Engineer

Posted Yesterday
Be an Early Applicant
New York, NY, USA
Hybrid
100K-130K Annually
Mid level
Artificial Intelligence • Enterprise Web • Real Estate • Software • PropTech
Drowning in documents? Don’t. We kill paperwork dead. You close deals instead.
The Role
Own and close complex enterprise deals end-to-end: perform discovery, deliver deep technical product demos, build self-generated pipeline and repeatable playbooks, iterate sales methodology, partner with Product/Solutions/Engineering, and influence pricing, packaging, and roadmap.
Summary Generated by Built In

You know the product better than the people selling it. You've sat in on a demo and winced, watched someone read slides to a buyer who wanted to go three levels deeper, and couldn't. You've thought, more than once, I could do this better.

This is that role.

5D is building the AI platform that powers every real asset decision. Our buyers are sophisticated and skeptical, they run billion-dollar calls on Excel and PDFs today, and they don't want to be sold to. They want someone who can open the product, go off-script, and answer the hard question in the room. That person almost never comes from a classic sales background. They come from where you're sitting now.

Let's be straight about what this is: a closing role. You'll own the full sales cycle and carry a number. You may never have carried a quota before. That's the point: we're betting that someone who gets the product, thinks in systems, and is hungry to learn the close beats a polished rep who can't go deep. We'll invest in turning you into that closer. If "quota" makes you flinch, sit with it, but if it makes you curious about what you could do when the demo finally isn't being butchered, keep reading.

What you'll do
  • Own and close complex enterprise deals end to end — discovery, live product, the deep technical questions.

  • Build a self-generated pipeline and the replicable playbook that future hires run on

  • Design your own sales methodology and the tracking to prove it, you'll test and iterate weekly, not quarterly.

  • Partner with Product, Solutions, and Engineering to shape the roadmap from what you hear on the frontline.

  • Contribute to pricing, packaging, and how we take this to market, you're early enough to shape it!

This might be you

There's no checklist here, and we're not screening for years of sales or a particular CV. What we're actually looking for is a disposition:

  • You engage with software like an engineer would. You explore it, ask the hard questions, demo it live

  • You think in systems and efficiency, and you see a process and ask "how do I make this 3x better?"

  • You've had commercial exposure, and found, maybe to your surprise, that you liked the room.

  • You're ready to trade the safety of a big base for equity and uncapped upside!

  • You're happy in-office 3x per week in midtown.

If you read all that and thought "but I'm not in sales", good. Neither were the best ones.

The honest version of the deal
  • $130K–150K base salary

  • Uncapped commission (targeting a 50/50 OTE split)

  • Meaningful equity

  • 2% company-sponsored 401(k) contributions

  • Healthcare, dental, life insurance

  • Unlimited PTO

  • $100/month wellbeing budget

  • $1,000 annual training budget

  • 14 weeks paid parental leave (primary) / 6 weeks (secondary)

It's likely a step down on guaranteed cash from where you are, and a step up on ownership and ceiling. We'll talk about that openly, early so there are no surprises at offer.

We value three things

Own It. Ship It. Don't Be Boring.

If this is you, apply.

Skills Required

  • Own and close complex enterprise deals end-to-end (discovery, live product demos, technical Q&A)
  • Build a self-generated pipeline and create a reproducible playbook
  • Design, test, and iterate sales methodology and tracking
  • Partner with Product, Solutions, and Engineering to shape roadmap from customer feedback
  • Comfort demoing software live and answering deep technical questions
  • Commercial exposure or prior customer-facing experience
  • Work in-office three days per week in Midtown
  • Willingness to accept base/compensation tradeoffs for equity and uncapped upside
Am I A Good Fit?
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The Company
HQ: London
26 Employees
Year Founded: 2023

What We Do

Fifth Dimension is a technology company dedicated to bringing AI to the real estate industry. Our AI-Powered Operating System is revolutionising workflows across the RE value chain, helping professionals focus on high-impact activities while our AI handles the document-heavy, time-consuming tasks.

Why Work With Us

At Fifth Dimension, we're demanding yet encouraging, valuing experimentation and thoughtful challenge. Our company values - Own It, Ship It, and Don't Be Boring - drive us to deliver exceptional results whilst fostering a culture of innovation and continuous improvement.

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