Enterprise Account Executive

Yoodli AI Roleplays; United States; Remote; USD 130,000 - 150,000; Full time

Benefits offered by this job

Equity

Competitive compensation

Job summary

Yoodli AI Roleplays is recruiting an Enterprise Account Executive to lead consultative enterprise sales in the United States. You’ll own the full sales cycle—from first conversation to signed contract—driving value-based deals with deep discovery and a Challenger mindset.

You’ll collaborate with Leadership, Solutions Engineering, Marketing, and Customer Success to land and expand accounts, build pipeline, and shape a high-performing, autonomous sales culture.

Qualifications

• 8+ years in B2B SaaS sales with a track record of consistent quota attainment.
• Strong emotional intelligence and ability to adapt to buyer signals.
• Experience with MEDDIC, Challenger or similar value-based methodologies.

Responsibilities

• Own full-cycle sales for enterprise accounts.
• Run deep, rigorous discovery to understand buyer challenges and connect to Yoodli’s differentiated value.
• Lead multi-threaded sales motions across economic, technical, and operational stakeholders.
• Deliver ROI-driven narratives that shift focus from product to transformation.
• Partner with RevOps, SEs, and CS for smooth handoffs and long-term success.
• Build pipeline via outbound, partnerships, and demand follow-up.
• Contribute to a high-performing, collaborative sales culture aligned with company values.

Skills

B2B SaaS sales

Quota attainment

Emotional intelligence

MEDDIC

Challenger methods

Forecasting

Pipeline management

Team collaboration

Tools

Gong

Outreach

Clay

HubSpot

Job description

Yoodli is a venture-backed company building an AI Platform for Human Skills, helping people get measurably better in their careers by supporting them in the flow of work.

Our team includes former employees from Google, Apple, Microsoft, Tableau, and beyond, united by a passion for empowering people using AI. We're headquartered in the heart of Seattle, and we're having a lot of fun along the way. Our culture is built on failing fast, iterating constantly, and taking bold bets. We value humility, a bias for action, and the belief that we win together.

We've raised $60M, including a $40M Series B led by WestBridge Capital, backed by Madrona, Neotribe, Cercano, and incubated at the Allen Institute for AI. We're valued at $300M and grew revenue 900% year over year.

Our customers include Google Cloud, Snowflake, Databricks, RingCentral, SAP, FranklinCovey, Korn Ferry, Sandler Training, Toastmasters, and many more, with learners in over 150 countries. Google Cloud certified 15,000+ reps without scaling headcount. Snowflake recovered 1,200+ manager hours per quarter. Harness cut training review time by 75%.

We've been featured in TechCrunch, Axios, The Information, Forbes, Fast Company, and more. Try the platform free at yoodli.ai .

The Role:

We’re hiring an Enterprise Account Executive to help drive Yoodli through this next inflection point. You’ll lead consultative sales cycles across mid-market and enterprise segments. You’ll own the full sales process - from first conversation to signed contract - using deep discovery, value-based selling, incredible demo skills and a Challenger mindset. Your passion for helping others grow through communication is evident throughout.

You’ll work closely with Leadership, Solutions Engineering, Marketing, and Customer Success to land and expand accounts that shape the future of our platform. This is a high-trust, high-autonomy role ideal for someone who blends curiosity, grit, and a mission-driven mindset.

About You

• 8+ years in B2B SaaS sales with a track record of consistent quota attainment
• High emotional intelligence—you can detect buyer apathy and adapt quickly
• Skilled in signal recognition, objection handling, and managing next steps with discipline
• Experienced in MEDDIC, Challenger, or similar value-based methodologies
• Comfortable respectfully challenging buyer assumptions to create urgency
• Treats pipeline and forecast like an operator, not a speculator
• Team-first mindset—you're coachable, iterative, and eager to help others win

Bonus Points

• Experience selling to GTM leaders (enablement, L&D, revops)
• Familiarity with tools like Gong, Outreach, Clay, or HubSpot, and incorporating AI into your sales workflow

Responsibilities:

• Own full-cycle sales for enterprise accounts
• Run deep, rigorous discovery to understand buyer challenges and connect to Yoodli’s differentiated value
• Lead multi-threaded sales motions across economic, technical, and operational stakeholders
• Deliver compelling, ROI-driven narratives that shift focus from product to transformation
• Partner with RevOps, SEs, and CS to ensure smooth handoffs and long-term customer success
• Build pipeline via outbound, partnerships, and demand follow-up
• Contribute to a high-performing, collaborative sales culture that lives our values

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 DNA of an early-stage sales team and playbook

Competitive compensation:

• Variable OTE: $130K-$150K
• Equity: Meaningful early-stage options

Voluntary Self-Identification

For government reporting purposes, we ask candidates to respond to the below self-identification survey. Completion of the form is entirely voluntary. Whatever your decision, it will not be considered in the hiring process or thereafter. Any information that you do provide will be recorded and maintained in a confidential file.

As set forth in Yoodli AI Roleplays’s Equal Employment Opportunity policy,we do not discriminate on the basis of any protected group status under any applicable law.

If you believe you belong to any of the categories of protected veterans listed below, please indicate by making the appropriate selection. As a government contractor subject to the Vietnam Era Veterans Readjustment Assistance Act (VEVRAA), we request this information in order to measure the effectiveness of the outreach and positive recruitment efforts we undertake pursuant to VEVRAA. Classification of protected categories is as follows:

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