Associate Technical Pre-Sales Engineer, New York

What a week looks like

Monday. A $400k deal with a REIT demos on Thursday. You have their sample lease pack, a rent roll, and an empty workspace. By end of day their buildings, their tenants, and their numbers are loaded, the skills are configured, and you've run the abstraction twice to check every field lands where it should.

Tuesday. Dry run with the AE and the pre-sales lead. Something breaks on the third click: an amendment format nobody's seen before. You find it, fix it, rerun it, and add it to the demo checklist so it never breaks in front of a prospect.

Wednesday. A security questionnaire lands from a Boston asset manager. 180 questions. You draft 160 from the answer library, flag the twelve that genuinely need Engineering, and get the whole thing back to the AE inside a day. SOC 2 Type II and ISO 27001 do a lot of the work for you.

Thursday. Live demo. The pre-sales lead runs the room; you run the workspace. Their data engineer asks how extraction handles a scanned amendment with handwritten margin notes. You upload one and run it live. It works. You make a note of the question, because three prospects have now asked it.

Friday. Two new prospect environments to stand up for next week. You rebuild the standard acquisitions demo with fresher data and write the runbook so the next person can run it cold. Then you sit in on pipeline review and find out which deals you're building for next.

This is the build side of pre-sales at Fifth Dimension. Every deal that matters has a workspace behind it, and you are the reason that workspace is real, loaded, tested, and working when the room goes quiet. You start as the person who makes demos happen. You finish as the person who runs them.

About Fifth Dimension

Fifth Dimension is an AI-native enterprise software company transforming how the world's largest real estate investment managers work. We automate complex document workflows, extract structured intelligence from unstructured data, and give professionals an AI workspace that replaces manual processes with 98% accuracy, where horizontal AI tools deliver 60 to 70%.

We are a global company with offices in London, New York, and Singapore, backed by top-tier American and European investors. Our founders, Johnny Morris and Dr. Kate Jarvis, bring a powerful combination: Johnny has more than 18 years applying data and analytics to real estate, while Kate holds a Stanford PhD and 12 years of executive experience across Silicon Valley and London.

Our values are Own It, Ship It, and Don't Be Boring. We are demanding and encouraging in equal measure. We experiment, we challenge each other, and we ship daily.

What you'll do

You build the technical substance behind every enterprise deal in the US. You work alongside our Founding Technical Pre-Sales Engineer and directly with AEs, and you'll be in rooms with CTOs from month one.

Day to day, you will:

• Build prospect-specific demo environments: load their documents, configure the workspace, and test the whole thing end to end before anyone senior sees it

• Own the demo library and the runbooks behind it, so any demo can be rebuilt in an hour rather than a day

• Draft security questionnaires and RFP/RFI responses from the answer library, and escalate only what is genuinely new

• Run the product in live demos while the lead runs the room, then take your own discovery calls and demos as you earn them

• Build proof-of-value scripts and accuracy comparisons on prospect documents, including side-by-side runs against whatever tool they're using today

• Keep battle cards, competitive notes, and the answer library current, because they go stale in weeks

• Hand off won deals to the implementation team with clean, scoped, honest requirements

• Log what prospects actually ask for and carry it back to Product and Engineering

• Travel occasionally, up to 10%, to prospect sites across the US

What we're looking for

We care more about how fast you learn than what you already know. You do not need to have done this job before. You do need to be fast, technical enough to be dangerous, and the sort of person who finishes things.

• One to three years in a technical role adjacent to customers: pre-sales or solutions engineering, implementation, support engineering, data analysis, or a technical internship where you shipped something real

• You are comfortable in data. SQL you can write, Python you can read and modify, spreadsheets that don't intimidate you

• You can explain a technical thing to a non-technical person without condescending and without hiding behind jargon

• You finish. Demo prep is 80% unglamorous, and that 80% is the job

• You are curious about how AI systems actually work. You've used LLMs seriously, you know what RAG is, and you want to understand why an eval matters more than a benchmark

• You write clearly under time pressure, because the questionnaire is due tomorrow

• There's no set playbook, the demo library is spotty, and everyone's wearing 1000 hats. You want that, rather than tolerating it

Bonus points:

• Real estate, financial services, or professional services exposure, including internships

• You've built demo environments, internal tooling, or automation for a sales or delivery team

• Python and SQL strong enough to build proof-of-value scripts unsupervised

• Experience at an AI-native or data platform company

What we offer

We're building something extraordinary and we want extraordinary people. Our benefits go beyond the standard: from tailored support for life's challenges (IVF, gender-affirming care, ADHD diagnosis, and more) to meaningful parental leave.

• Compensation: $95,000 to $130,000 base + variable (up to $155,000 OTE) depending on experience

• Equity: Meaningful, on a standard vesting schedule

• 401(k): 2% company-sponsored contributions

• Healthcare: Company-sponsored medical, dental, and life insurance

• PTO: Unlimited

• Wellbeing: $100 monthly budget

• Tailored support: Contributions to gender-affirming care, private specialist and scans, ADHD/autism diagnosis, IVF, and therapy

• Parental leave: 14 weeks full pay (primary caregiver), six weeks full pay (secondary caregiver)

• Training: $1,000 annual budget

Why this role

Most junior roles put you three layers from the customer and hand you a ticket queue. This one puts you in the room.

You will sit beside the person building our US pre-sales function from nothing, on deals worth $250,000 to $400,000, in front of the CTOs of firms managing billions. You will learn how enterprise software actually gets bought: the discovery, the procurement, the security review, the moment a demo lands and the objections stop.

The product sells itself when demoed well. 98% accuracy on lease abstraction, where ChatGPT delivers 65%, is not a talking point; it's a live demonstration that silences a room. Your job is to make sure that demonstration is ready, loaded with their data, and works every single time.

Series A closed at $26 million. The team is 40 people. No bureaucracy. Ship daily. NYC hybrid office.

If you embody Own It, Ship It, and Don't Be Boring, we want to hear from you.