Enterprise Account Executive (B2B SaaS)

Fifth Dimension AI

• $130K — $150K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of B2B enterprise sales experience
  • Proven track record as a top-performing Account Executive in SaaS
  • Experience selling complex AI/ML or fintech products
  • Strong executive presence with C-level engagement skills
  • Consultative, solution-selling approach
  • Ability to rapidly iterate and adapt strategies
  • Willingness to work in-office 3x/week in NYC

Responsibilities

  • Own and surpass revenue targets for enterprise accounts
  • Source, negotiate, and close complex deals
  • Execute the US enterprise sales strategy targeting institutional real estate
  • Build and sustain a self-generated sales pipeline
  • Design personal sales methods to enhance productivity
  • Develop metrics that showcase high-performance output
  • Collaborate with product and engineering teams to influence product strategy

Benefits

  • Uncapped commission potential
  • Meaningful equity participation
  • Healthcare, dental, and life insurance coverage
  • Unlimited paid time off (PTO)
  • Monthly wellbeing budget
  • Annual training budget
  • Generous parental leave policies
  • Support for specific life challenges
Full Job Description
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

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