New York, New York, United States · Hybrid
$170k–$220k/yr
What a week looks like Monday. A $400k deal with a REIT’s VP of Technology closes next month. You’re building a custom AI workspace with their actual portfolio data: their buildings, their leases, their numbers on screen…
Skills: Pre-Sales Engineering, Solution Architecture, Technical Discovery, RFP/RFI Response, Competitive Positioning
New York, New York, United States · Hybrid
$130k–$150k/yr
You've spent years inside commercial real estate. You know the late nights in Excel, the data rooms, the PDFs, the analyst rebuilding a model at 2am because one assumption changed. You've felt exactly where the pain is, …
Skills: Enterprise Sales, Pipeline Generation, Commercial Real Estate, Closing, Sales Methodology
New York, New York, United States · Hybrid
$130k–$150k/yr
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 inte…
Skills: Enterprise Sales, B2B SaaS, Consultative Selling, Pipeline Generation, C-level Engagement
New York, New York, United States · Hybrid
$130k–$150k/yr
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 cou…
Skills: Enterprise Sales, Technical Product Demos, Pipeline Generation, Sales Methodology, Systems Thinking
Singapore, Singapore · Hybrid
About Fifth Dimension Fifth Dimension is the AI-powered intelligence platform built for commercial real estate and asset management. At the centre is Ellie, an AI colleague that connects to a firm's data, reasons across …
Skills: B2B SaaS Sales, Pipeline Generation, Multi-channel Outreach, MEDDIC Qualification, HubSpot CRM
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Lead the technical side of winning enterprise deals by conducting discovery, building custom AI demos, and managing RFP responses. You will establish the pre-sales function, create the technical playbook, and bridge the gap between sales and product engineering.
Seeking a high-credibility technical seller experienced in navigating $250k+ enterprise deals and discussing LLMs and RAG with CTOs. Ideal candidates have a startup background, coding ability in Python/SQL, and the ability to thrive in a chaotic, fast-paced environment.
Monday. A $400k deal with a REIT’s VP of Technology closes next month. You’re building a custom AI workspace with their actual portfolio data: their buildings, their leases, their numbers on screen for tomorrow’s demo.
Tuesday. Live demo. Their CTO asks how your AI evaluation framework compares to generic benchmarks. You walk through domain-specific evals, pull up accuracy metrics in real time, and show 98% lease abstraction accuracy on their documents. The room goes quiet.
Wednesday. Discovery call with a prospect who “already has ChatGPT Enterprise.” You show them what 65% accuracy looks like on a real lease abstract versus 98%, and why the gap matters when you’re managing a $2 billion portfolio. They ask for a follow-up with their data team.
Thursday. You draft the security response to their RFP. You map a competitor’s technical gaps on a battle card for the AE team. You know where the gaps are because you’ve been in the room with the buyer.
Friday. Pipeline review with the sales team. Three deals need technical depth next week; you’re prioritizing by deal size and close probability. One AE needs coaching on how to position the data integration story to a CFO.
This is pre-sales engineering at Fifth Dimension. You are the technical voice in every deal that matters. You build trust with CTOs. You drive unit economics, ensuring what’s good for our partners and what’s good for us align beautifully. Revenue depends on you.
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.
You own the technical side of winning enterprise deals across the US. First dedicated pre-sales hire. Reporting directly to the CPO.
Day to day, you will:
Lead technical discovery and scoping with prospects, translating their requirements into solution architecture and implementation plans that close deals
Build and run live demos with prospect-specific data, making the technical case so compelling that procurement becomes a formality
Own RFP/RFI responses and security questionnaires: the technical collateral that gets deals through procurement
Build the pre-sales playbook, demo environments, battle cards, and competitive positioning from humble beginnings
Partner with AEs to prioritize pipeline, coach on technical positioning, and ensure every high-value conversation has technical depth
Bridge won deals to the implementation team with clean handoffs and scoped requirements
Carry the voice of prospect technical requirements into Product and Engineering, shaping the roadmap with deal intelligence
Unite longterm product vision from the founders with daily deal implementation and sales
Travel 25 to 30% to prospect and client sites across the US
You sell to CTOs. You walk into a room and earn technical credibility in the first 5 minutes. Your pre-sales work closes deals.
You discuss what differentiates 5D from marketplace competitors (horizontal and vertical) with ease. You know how to go toe-to-toe with CTOs on LLMs, RAG, security architecture, and data pipelines. No prep sheet required.
You build and run live demos with their actual data.
You’ve navigated $250k+ deals through procurement, legal, and multi-stakeholder sign-off.
You move fast. You build your own decks, prep your own calls, and don’t wait for enablement teams or materials that don’t exist yet.
While we’ve had solutions engineers help out with pre and post sales, you’re building out the pre sales function as one of the first in the role. There’s no set playbook, the demo library is spotty, and everyone’s wearing 1000 hats. You thrive in that chaos.
Track record of shortening sales cycles.
Bonus points:
You’ve been the first or founding pre-sales / SE hire at a startup
Real estate, financial services, or professional services domain knowledge
Coding ability (Python, SQL) to build custom demo environments and proof-of-value scripts
Experience at an AI-native or data platform company
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: $170,000 to $220,000 base + variable (up to $290,000 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
Most pre-sales roles slot you into an existing machine. This one asks you to build it.
You will be the first senior pre-sales hire in NYC selling $250,000 to $400,000 ACV deals to marquee enterprise customers. You will work shoulder-to-shoulder with the founders on the highest-value deals. You will set the standard for everyone who follows.
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 put that demonstration in front of every CTO who matters.
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.
Drowning in documents? Don’t. We kill paperwork dead. You close deals instead.
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. Whether you're already experimenting with AI or just at beginning of your journey, we’d love to chat about how 5D can bring substantial value to your business.
Offices: Oxford Street, Huckletree, 213, London, England, GB
Drowning in documents? Don’t. We kill paperwork dead. You close deals instead.
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. Whether you're already experimenting with AI or just at beginning of your journey, we’d love to chat about how 5D can bring substantial value to your business.
Offices: Oxford Street, Huckletree, 213, London, England, GB
