Mid-Market Account Executive (Hybrid - Seattle)

Yoodli AI Roleplays

$100K — $120K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 4-7 years of B2B SaaS sales experience with a proven track record of meeting quotas
  • Strong discovery and communication abilities to align solutions with customer needs
  • Ability to manage multiple sales opportunities without compromising quality
  • Experience with consultative sales frameworks like MEDDIC or Challenger
  • High emotional intelligence to adapt sales approaches based on buyer cues
  • Strong organizational skills with disciplined CRM management
  • Desire for continuous improvement and collaboration within a team
  • Must be based in Seattle or willing to relocate, with in-office presence required 3+ days per week

Responsibilities

  • Own the complete sales cycle for mid-market accounts
  • Conduct thoughtful discovery sessions to identify customer challenges
  • Facilitate multi-threaded conversations among various stakeholders
  • Deliver engaging product demonstrations and ROI-based narratives
  • Build and maintain a robust sales pipeline through diverse prospecting methods
  • Ensure disciplined management of the sales pipeline and accurate forecasting
  • Collaborate with RevOps, Customer Success, and Marketing to enhance customer journeys
  • Provide market insights to refine sales strategies and messaging

Benefits

  • Opportunity to sell a mission-driven product that transforms communication
  • Work with an experienced founding team and reputable investors
  • Influence the development of an early-stage GTM organization
  • Full benefits package including healthcare, dental, and vision
  • Unlimited PTO policy to support work-life balance
  • In-person work culture with daily team lunches and collaboration opportunities
Full Job Description
The Role:

We're hiring a Mid-Market Account Executive to help drive Yoodli through this next stage of growth. You'll own consultative sales cycles across mid-market accounts, balancing velocity with strategic execution. You'll manage the full sales process from first conversation to signed contract using strong discovery, value-based selling, compelling demos, and disciplined follow-through.

This role sits between our SMB and Enterprise motions: fast enough to reward urgency and creativity, while strategic enough to require multi-threading, thoughtful qualification, and business-case development.

You'll work closely with Sales Leadership, Marketing, Customer Success, and Solutions Engineering to land and expand high-potential accounts. This is a strong fit for someone who thrives in high-growth environments and wants to sharpen both transactional and enterprise-selling muscles.
About You
  • 4-7 years of experience in B2B SaaS sales with a track record of quota attainment
  • Strong discovery and communication skills - you know how to uncover pain, build urgency, and align to business outcomes
  • Comfortable managing multiple opportunities simultaneously without sacrificing deal quality
  • Experience running consultative sales processes using methodologies like MEDDIC, Challenger, or similar frameworks
  • High emotional intelligence - you can read buyer signals and adapt your approach in real time
  • Organized and process-oriented with strong CRM hygiene and forecasting discipline
  • Coachable, collaborative, and energized by continuous improvement
  • Based in Seattle or open to relocating - we work in person at AI House 3+ days a week
Bonus Points
  • Experience selling to GTM, enablement, L&D, or RevOps leaders
  • Familiarity with tools like Gong, Outreach, HubSpot, Clay, or AI-assisted prospecting workflows
  • Experience navigating both inbound and outbound sales motions
  • Passion for communication, coaching, learning, or AI-driven products
Responsibilities:
  • Own full-cycle sales across mid-market accounts
  • Run thoughtful discovery to understand customer challenges and connect them to Yoodli's differentiated value
  • Lead multi-threaded conversations across business, technical, and operational stakeholders
  • Deliver compelling demos and ROI-driven narratives that position Yoodli as a strategic solution
  • Build and manage pipeline through outbound prospecting, partnerships, and inbound follow-up
  • Maintain disciplined pipeline management, forecasting accuracy, and next-step execution
  • Partner closely with RevOps, Customer Success, and Marketing to improve handoffs and customer outcomes
  • Share market feedback and contribute to evolving sales playbooks and messaging
Why Yoodli
  • Sell a mission-driven product that's redefining how people communicate
  • Work alongside a seasoned founding team and world-class investors
  • Shape the future of an early-stage GTM organization and category-defining company
  • Competitive compensation:
    • Base Salary: $100K-$120K
    • Variable OTE: $100K-$120K
    • Equity: Meaningful early-stage options
  • Full benefits: healthcare, dental, vision, 401k, unlimited PTO
  • In-person culture at AI House in Seattle - daily lunches, coaching, and collaboration
  • Learn more about our team values and culture

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