Yoodli Logo

Yoodli

Account Executive (Enterprise)

Sorry, this job was removed at 04:08 a.m. (CST) on Wednesday, Apr 29, 2026
Be an Early Applicant
In-Office
Chicago, IL, USA
In-Office
Chicago, IL, USA

Similar Jobs

2 Days Ago
In-Office
Chicago, IL, USA
120K-180K Annually
Senior level
120K-180K Annually
Senior level
Artificial Intelligence • Fintech • Software
Sell FloQast's Accounting Workflow Automation to enterprise finance organizations. Build executive relationships, drive full sales cycle from demos to contract negotiation, maintain pipeline through outbound prospecting, coordinate handoffs to implementation, collaborate with BDRs and marketing, provide competitive feedback, and travel within territory (up to 40%). Work hybrid (3 days in office). Meet or exceed revenue quotas and mentor/join team enablement activities.
Top Skills: ClariOutreach.IoSalesforceZoominfo
3 Days Ago
Easy Apply
Remote or Hybrid
2 Locations
Easy Apply
130K-154K Annually
Senior level
130K-154K Annually
Senior level
Artificial Intelligence • Cloud • Information Technology • Machine Learning • Software • Big Data Analytics • Automation
Manage and expand a defined portfolio of enterprise accounts through upsell, cross-sell, and multi-product sales. Build executive relationships, develop strategic account plans, drive Operations Cloud adoption, execute complex sales cycles with technical validation, and maintain disciplined forecasting in Salesforce.
Top Skills: Ai/MlAutomationCommand Of The Message (Com)MeddiccOperations CloudPagerdutySalesforce (Sfdc)
3 Days Ago
Hybrid
Oak Brook, IL, USA
65K-120K Annually
Senior level
65K-120K Annually
Senior level
Digital Media • Information Technology • News + Entertainment
Sell Comcast Commercial Internet, Video and Voice to mid-size and large businesses. Develop territory and partnerships, generate leads, deliver face-to-face presentations, retain customers, maintain sales records, and apply networking product knowledge to meet sales targets.
Top Skills: 23)Business Continuity/Disaster RecoveryCustomer Premises Equipment (Cpe)DsxE-RateEthernetLanManNetworking Protocols (Layers 1Oc-XVoipVpnWanWdm
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, RingCentral, 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 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 workflows
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:

    • Base Salary: $130K-$150K
    • Variable OTE: $130K-$150K
    • Equity: Meaningful early-stage options
  • Full benefits: healthcare, dental, vision, 401k, unlimited PTO

  • Learn more about our team values and culture


What you need to know about the Chicago Tech Scene

With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.

Key Facts About Chicago Tech

  • Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
  • Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
  • Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
  • Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
  • Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
  • Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

Sign up now Access later

Create Free Account

Please log in or sign up to report this job.

Create Free Account