Enterprise Account Executive (New York)

Fifth Dimension•New York, NY

1d•$260,000 - $300,000•Hybrid

About The Position

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.

Requirements

You've been the top rep, more than once, at companies where the product was hard to explain and the buyer was hard to reach. You close.
5+ years of enterprise sales, consistently over quota as a full-cycle AE at early- to growth-stage B2B SaaS companies
You've sold complex, technical products (AI/ML, deeptech, fintech, or similar) and can hold a room of C-level stakeholders without a solutions engineer as a crutch
You've navigated six- and seven-figure deals through procurement, legal, and multi-stakeholder sign-off
You run your sales process like an engineer: instrumented, tested weekly, rebuilt when the data says so
You build your own decks, prep your own calls, and don't wait for enablement teams or materials that don't exist yet
There's no playbook, the case-study library is thin, and everyone's wearing 1000 hats. You thrive in that chaos
In the Midtown Manhattan office three days a week

Nice To Haves

Venture-backed startup experience through multiple funding rounds
You've shaped GTM strategy in a scaling environment
Commercial real estate, proptech, or real-assets domain knowledge
Deep HubSpot and sales automation expertise

Responsibilities

Own new business across North America, full cycle, from first outbound to signature.
Source, run, and close $250k to $400k+ ACV deals with institutional real estate owners, operators, and investment managers
Build and own a self-generated pipeline.
Run consultative, multi-stakeholder cycles with C-level buyers and heads of function, through procurement, legal, and security review
Partner with pre-sales to put live demos on prospects' own data in front of every buyer who matters
Build the playbook: qualification, messaging, sequencing, deal reviews. What you write down becomes how the US team sells
Carry deal intelligence into Product and Engineering, shaping what gets built next
Turn wins into reference customers, case studies, and the proof points that shorten the next cycle
Contribute to pricing, packaging, and US go-to-market decisions, and feed frontline customer insight into fundraising

Benefits

Tailored support for life's challenges (IVF, gender-affirming care, ADHD diagnosis, and more)
Meaningful parental leave
$130,000 to $150,000 base + uncapped commission, targeting a 50/50 split ($260,000 to $300,000 OTE at target)
Meaningful, on a standard vesting schedule
2% company-sponsored contributions
Company-sponsored medical, dental, and life insurance
Unlimited PTO
$100 monthly budget
Contributions to gender-affirming care, private specialist and scans, ADHD/autism diagnosis, IVF, and therapy
14 weeks full pay (primary caregiver), six weeks full pay (secondary caregiver)
$1,000 annual budget