See all roles

VP of Sales - AI SaaS ($460k OTE + equity)

Work from home Full-time role Hiring

About the company The company is the #1 enablement AI. We help enterprises create training using AI and push it right to reps via SMS, Slack, and Teams chat. The result: reps remember 9x more and Enablement teams launch critical trainings 20x faster. What we're looking for? We need someone with 15+ years of sales experience, including 5+ years in a leadership capacity for enterprise reps, who has a history of working with founders to scale a sales function. You should be comfortable digging into deals alongside your reps in a fast-paced, high-growth environment and have a track record of exceeding quota and successfully ramping new sellers. Bonus points if you have experience as an early sales leader at a startup or have sold into complex sectors like Life Sciences or Manufacturing. What you'll do:

  • Work with one of our co-founders to scale the sales function, including team buildout, pipeline management, and new industry sales strategies.
  • Take ownership of recruiting, hiring, and onboarding new sales reps.
  • Work closely with enterprise reps to close high-potential deals and navigate challenging, multi-stakeholder sales processes.
  • Develop and execute strategic sales plans to penetrate key accounts in sectors like Life Sciences and Manufacturing.
  • Lead the evangelization of company's innovative enablement platform to C-level executives and decision-makers.
  • Collaborate with Product, Marketing, and Customer Success teams to tailor solutions and ensure successful implementations.

Requirements: Seniority

  • 15+ years of experience in B2B SaaS enterprise sales

Work experience

  • 5+ years managing enterprise sellers as a leader
  • Proven experience as a 'player- coach' leader, actively selling alongside reps at a startup
  • Has sold "net new" or evangelical categories — experience creating/educating a market, not selling into an established budget line
  • Proven track record of ramping reps and building a sales engine
  • Experience selling to L&D, HR, or Commercial/Sales Enablement buyers.

Hard skills

  • Built and managed sales forecasts, territories, and pipeline in a CRM.
  • Expertise in a consultative or solution- selling methodology.

Soft skills

  • Experience collaborating directly with founders to build sales strategy.

Why candidates should join

  • First VP of Sales Role:

You'll shape the entire sales function from the ground up and work directly with co-founders to build something transformative

  • Proven Market Traction:

We're the #1 enablement AI with $16M+ in funding from top-tier investors like PeakSpan Capital and Craft Ventures

  • Revolutionary Technology:

Our AI creates training content and delivers it via SMS/Slack/Teams - reps remember 9x more and enablement teams launch 20x faster

  • Enterprise Focus:

You'll sell to Fortune 500 companies in high-growth sectors like Life Sciences and Manufacturing

  • Uncapped Earning Potential:

Competitive base plus uncapped commission on both your deals and your team's performance

  • Equity Upside:

Join a Series A company that's scaling fast - your equity could be life-changing

  • Remote-First Culture:

Work from anywhere with generous PTO and comprehensive benefits Apply tot his job Apply To this Job

You might like

Senior SaaS Product Specialist / Manager

Work from home Full-time role

Government Account Director, Defense

Work from home Full-time role

Senior Director, SaaS Implementations

Work from home Full-time role

Systems & Enablement Lead, Recruiting Operations

Work from home Full-time role

Sourcer, Forward Deployment Engineering

Work from home Full-time role

Account Executive: Lead - eCommerce

Work from home Full-time role

Trusted Connection Submission (Internal Only)

Work from home Full-time role

Senior Recruiter - Product & Design

Work from home Full-time role

Growth Marketing Manager, Conversion & Experimentation

Work from home Full-time role

Business development representative / Lead generation specialist

Work from home Full-time role

Experienced Data Entry Clerk - Work From Home Customer Service Representative

Work from home Full-time role

Assistant Video Editor, Square

Work from home Full-time role

Experienced Customer Service Representatives – Delivering Exceptional Arenaflex Experiences

Work from home Full-time role

Operations Management Sr. Consultant

Work from home Full-time role

Experienced Remote Customer Service Representative – Delivering Exceptional Travel Experiences

Work from home Full-time role

Experienced Data Entry Operator – Remote Opportunity with arenaflex

Work from home Full-time role

Payroll Representative, PRN

Work from home Full-time role

Drupal Developer

Work from home Full-time role

Experienced Home Care Customer Success Manager – Senior Care Industry Expert

Work from home Full-time role

Experienced Remote Data Entry Specialist and Research Panelist – Flexible Work Arrangements at arenaflex

Work from home Full-time role