Enterprise Account Executive (B2B SaaS)
About Fifth Dimension
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 60–70%.
We are post-launch, in active growth, and building the sales infrastructure to match. This role is foundational to that build.
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.
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.
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?"
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
🎯 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 B2B enterprise sales experience
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 the ability to engage C-level stakeholders
A consultative, solution-selling mindset
Rapid iteration skills, you test, learn, and adapt constantly
Willingness to work in-office 3x/week (midtown Manhattan)
Nice to Have
Venture-backed startup experience through multiple funding rounds
Experience contributing to GTM strategy in scaling environments
Advanced CRM and sales automation expertise (HubSpot)
Why Join Fifth Dimension?
If you want to close big deals, build something lasting, accelerate your career, and 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)
- Locations
- New York
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.