Enterprise Account Executive (New York)
This is, hands down, the best company culture, product, and leadership environment you’ll find. If you want to close big deals, grow your career, and be part of a record-setting team, let's talk!
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
- Department
- Sales & Account Management
- Locations
- New York
- Remote status
- Hybrid
About Fifth Dimension
We're building the AI platform that powers every real asset decision.
Leases, financial models, data rooms, investment memos - for decades, the people making billion-dollar calls have done it with Excel, PDFs, and an analyst working late. We're changing that. 5D turns the most complex documents and data in finance into structured intelligence that professionals actually trust.
We're a Series A company with offices in London, New York, and Singapore, working with the firms that finance and manage the built world. That's every skyscraper, data centre, wind farm, and bridge - in the $393 trillion real assets market. We help them drive alpha, close faster, and make better calls. We ship daily, building a product that compounds: every data source, every skill, every customer correction makes the platform more powerful than the last.
Johnny and Kate founded 5D from a shared frustration. Johnny spent 17 years inside institutional real estate, close enough to the problem to know exactly where the pain was. Kate spent 12 years building enterprise software, close enough to know what it would take to fix it. They started 5D because no one else was doing it right, and they still run it that way: demanding, direct, and genuinely excited about what they're building.
The decisions 5D powers shape cities, funds, and careers. We're direct with each other, high on craft, and genuinely invested in each other winning, and we build better for it. If that's the kind of place you want to spend your time, let's talk.