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Enterprise Account Executive (New York)

Fifth Dimension AI, New York, New York, us, 10261

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About Us Fifth Dimension is bringing the magic of AI automation to document-heavy industries

— starting with commercial real estate. Our AI workspace helps leading investment managers, owners, and operators across the UK and US automate complex workflows, extract insights from critical documents, and make faster, smarter investment decisions.

We’re a rapidly scaling PropTech platform headquartered in London and New York, backed by Tier 1 American and European investors and approaching Series A. Founded by Johnny Morris (18+ years applying data and analytics in real estate) and Dr. Kate Jarvis (Stanford PhD with 12 years of executive leadership across Silicon Valley and London startups), we combine deep real estate expertise with world‑class AI execution.

At Fifth Dimension, we value ownership, experimentation, and thoughtful challenge. Our values —

Own It. Ship It. Don’t Be Boring.

— guide how we build, sell, and win.

About the Role We’re hiring a New York–based Enterprise Account Executive to drive explosive growth across North America.

This is not a quota-maintenance role. This is a 10x sales role.

You will own and close new business with enterprise commercial real estate owners and operators, selling a transformative AI platform into sophisticated enterprise environments. If you thrive on complex, consultative sales cycles and closing six- and seven‑figure deals, this is your opportunity.

Reporting into the Head of Sales, you will own the full sales cycle while helping define and refine our US go‑to‑market motion.

This role is ideal for someone who:

Has consistently been a top rep

Thinks in systems and efficiency

Tests and iterates weekly, not quarterly

Sees a process and immediately asks, “How can I make this 3x better?”

You won’t just close deals. You’ll help define what world‑class enterprise selling looks like at Fifth Dimension.

What You’ll Do Drive Explosive Revenue Growth

Own and exceed revenue targets

Source and close complex enterprise deals

Execute our US enterprise sales strategy across institutional CRE firms

Build and maintain a robust, self‑generated pipeline

Engage the Industry’s Most Sophisticated Buyers

Identify, engage, and build trusted relationships with C‑suite executives at leading real estate firms

Navigate complex buying committees and multi‑stakeholder sales processes

Travel extensively (25%+) for client meetings, conferences, and 2x annual London trips

Lead Market Discovery & Category Creation

Test and refine US‑specific messaging at speed

Identify high‑value vertical segments across owners, operators, and investment managers

Master Sales Efficiency

Design and implement personal sales methodologies that maximize output

Develop tracking systems and metrics that demonstrate true 10x rep performance

Build replicable playbooks that form the foundation of future team scaling

Drive Product‑Market Fit

Partner closely with Product, Solutions, and Engineering to shape roadmap direction

Demonstrate transformational ROI

Turn customer wins into case studies and strategic marketing assets

Shape Company Strategy

Contribute to pricing, packaging, and go‑to‑market decisions in North America

Support fundraising with frontline customer insights

Help define and execute our long‑term US expansion strategy

What We’re Looking For Must Have

5+ years of enterprise sales experience within PropTech or Commercial Real Estate

Proven success closing $200K–$1M+ ACV deals as an individual contributor

Consistent overperformance as a full‑cycle Account Executive at early‑to‑growth‑stage B2B SaaS companies

Experience selling complex, technical products (AI/ML, deeptech, fintech, or similar)

Strong executive presence and ability to engage C‑level stakeholders

Deep understanding of institutional commercial real estate buyers

A consultative, solution‑selling mindset

Rapid iteration skills — you test, learn, and adapt constantly

Based in New York with established CRE networks

Willingness to work in‑office 3x/week (Mid‑town Manhattan)

Nice to Have

Venture‑backed startup experience through multiple funding rounds

Experience contributing to GTM strategy in scaling environments

Growth hacking or demand generation experience

Advanced CRM and sales automation expertise (HubSpot)

Strong personal brand within real estate or PropTech

Why Join Fifth Dimension? This is a rare opportunity to:

Close large, meaningful, transformative deals

Sell a genuinely differentiated AI product with clear ROI

Join at a pivotal pre‑Series A growth stage

Work with deeply experienced, high‑caliber founders

Help build the category leader in AI‑powered commercial real estate

And yes — we believe this is hands down one of the strongest product, culture, and leadership environments you’ll find in PropTech today.

If you want to:

Close big deals

Build something lasting

Accelerate your career

Be part of a record‑setting team

We should talk.

Compensation & Benefits

$130K–$150K base salary

Uncapped commission (targeting 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 caregiver)

6 weeks paid parental leave (secondary caregiver)

Tailored support for exceptional life challenges (IVF, ADHD/Autism diagnosis, gender‑affirming care, therapy, and more)

The Process

Resume + cover letter + candidate questions

Screening call with Head of Sales

30‑minute call with CFO

Role‑play pitch to stakeholders

Culture interview across the business

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