Mid-Market Account Executive

About 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.

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

Requirements

• 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

Skills

• 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

Pay

On Target Earnings $200k-$240k (50/50 split between base and uncapped variable) based on experience; Equity: Meaningful early-stage options.

Benefits

• Healthcare
• Dental
• Vision
• 401k
• Flexible PTO