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Account Executive - AI Solutions

Wellfound
Remote Posted Aug 18, 2026
RemoteUSD 55,000 - 75,000 / year

About this role

Account Executive - AI Solutions

About the job

We are hiring two Founding Account Executives - AI Solutions who can drive revenue, own customer outcomes, and help shape how AI is deployed in real-world customer operations.

You will be responsible for selling Retention Express's omnichannel AI customer engagement platform, while staying close to the customer to ensure success, adoption, and long-term value.

What you'll do

  • Own the full sales cycle: outbound prospecting, discovery, demo, proposal, and close

  • Sell consultative AI customer engagement solutions that deliver measurable operational and financial outcomes

  • Build and manage a pipeline of SMB and Mid-Market businesses across membership, subscription, automotive, home services, healthcare, legal, property management, and other high-volume consumer service industries

  • Identify customer pain points and position solutions tied to ROI, cost savings, and revenue impact

  • Solutioning & Customer Engagement

  • Translate real-world operational challenges into AI + human solutions

  • Collaborate with internal teams to design tailored customer playbooks

  • Communicate technical and operational value to business and non-technical stakeholders

  • Post-Sale Ownership & Expansion

  • Stay engaged post-sale to ensure successful onboarding and adoption

  • Participate in periodic AI quality reviews to ensure customer conversations reflect brand objectives

  • Identify upsell and expansion opportunities across accounts

  • Build & Improve the Sales Motion

  • Contribute to refining messaging, pricing, and go-to-market strategy

  • Provide feedback from the field to improve product, positioning, and onboarding

  • Help build scalable sales playbooks as we grow

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