Enterprise Account Executive

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

1. Resume + cover letter + candidate questions
2. Screening call with Head of Sales
3. 30-minute call with CFO
4. Role-play pitch to stakeholders
5. Culture interview across the business