Who we are
- Yoodli is the AI roleplay simulator redefining how individuals and teams master communication.
- Think of it as the batting cage before the big game - but for communication.
- Whether it’s a sales pitch, manager feedback session, or media interview, Yoodli provides private, judgment-free, just-in-time coaching.
- Leaders at companies like Google, Databricks, Snowflake, Ring
- Central, Toastmasters, and Dale Carnegie use Yoodli to ramp reps faster, improve message delivery, and reduce coaching burden on frontline managers.
- The result is stronger performance, greater team readiness, and a more scalable path to impact
- We’re building a new category called Experiential Learning: a new AI-powered category that helps people learn through conversational roleplays.
- People don’t learn from slides: they learn through dialogue, questions, and iteration.
- Yoodli makes that process interactive, personalized, and always up to date.
- It’s learning that feels fun, builds confidence, and finally lets organizations measure the ROI of training
- We’ve $40M in Series B funding, doubling our team in 2026, and are headquartered at the beautiful Pier 70 in Seattle.TED Talk with our “Why”Explainer on experiential learning
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 strategicsolution
- 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 Rev
- Ops, Customer Success, and Marketing to improve handoffs and customer outcomes
- Share market feedback and contribute to evolving sales playbooks and messaging
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 Rev
- Ops 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
- Competitive compensation
- On Target Earnings $200k-$240k (50/50 split between base and uncapped variable) based on experience
- Equity: Meaningful early-stage options
- Full benefits: healthcare, dental, vision, 401k, flexible PTO
