Associate Technical Pre-Sales… at Fifth Dimension · New York

Summary: Fifth Dimension is an AI-native enterprise software company transforming how real estate investment managers work through automated document workflows and structured intelligence from unstructured data. The Associate Technical Pre-Sales Engineer will build and test prospect-specific demo environments, support security questionnaires and proof-of-value exercises, run live demonstrations, and collaborate with sales, implementation, Product, and Engineering teams.

Responsibilities:
- 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

Required Qualifications:
- 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

Preferred Qualifications:
- 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

Required Skills: SQL, Python, Large Language Models (LLMs), Retrieval-Augmented Generation (RAG), AI Evaluation, Technical Pre-Sales, Solutions Engineering, Demo Environment Development, Proof-of-Value Scripting, Security Questionnaires and RFP/RFI Responses, Real Estate or Financial Services

Benefits: Variable compensation (up to $155,000 OTE) depending on experience, Meaningful equity on a standard vesting schedule, 2% company-sponsored 401(k) contributions, Company-sponsored medical, dental, and life insurance, Unlimited PTO, $100 monthly wellbeing budget, Contributions to gender-affirming care, private specialist and scans, ADHD/autism diagnosis, IVF, and therapy, 14 weeks full pay parental leave for the primary caregiver, Six weeks full pay parental leave for the secondary caregiver, $1,000 annual training budget, Hybrid work arrangement