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About the role
This is not a traditional sales role. This role is expected to generate a significant portion of its own pipeline through outbound prospecting, networking, referrals, and strategic partnerships.
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
Revenue Generation & Sales Execution
✓ 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
Qualifications
We're Excited About You Because You...
✓ 2–5 years of experience in SaaS sales, Telecom, CCaaS, or BPO environments
✓ Proven ability to build and manage a sales pipeline, close deals, and hit or exceed targets
✓ Demonstrated ability to sell complex or consultative solutions with multiple stakeholders
✓ Strong understanding of subscription-based business models and customer experience operations
✓ Ability to quickly learn and sell technical solutions (AI, automation, CX tools)
✓ Excellent communication and presentation skills
Preferred (Not Required)
✓ Experience selling AI solutions, automation tools, SaaS, enterprise software, or call center technology
✓ Familiarity with Zendesk, Freshdesk, or omni-channel customer support platforms
✓ Maintain accurate forecasting, pipeline management, and activity tracking within Salesforce, Pipedrive, GHL, HubSpot, or similar CRM platforms
✓ Exposure to SMB to Mid-Market or growth stage customers
✓ Experience in startup or scale-up environments
Who You Are
✓ You take ownership—you don't wait to be told what to do
✓ You are resourceful, proactive, and comfortable working in ambiguity
✓ You care about outcomes, not just activity
✓ You can connect technology to real business value
✓ Comfortable engaging with everyone from frontline support teams to CEOs, COOs, and Private Equity executives
✓ Basic understanding of APIs, workflows, or digital transformation concepts
Why Join Retention Express
✓ Work directly with leadership and influence the growth of a new AI offering
✓ Help define the future of AI-powered customer experience as one of our first dedicated AI sales hires
✓ High visibility and opportunity for rapid career advancement
✓ Being part of a company at the forefront of AI in customer experience
✓ Competitive compensation with strong upside
✓ Remote flexibility with a performance-driven culture
What we can offer you
Retention Express offers a competitive salary based on proficiency in the required skills and/or years of experience.
• Flex time and PTO
• Remote work
• Some travel regionally and nationally
• Free monthly car wash membership
• Benefits included
Compensation & Incentives
✓ Base Salary: $55,000–$75,000
✓ Uncapped Commission Structure tied to Monthly Recurring Revenue (MRR)
✓ On-Target Earnings: $120,000–$140,000+
✓ Additional incentives tied to new revenue closed and account expansion
Employment Status: This is a full-time exempt position.
At-Will Employment: Employment with Retention Express is at-will.
Commission: Commission eligibility and payouts are governed by the company's written compensation plan.
We are proud to be an equal-opportunity employer. We are committed to equal opportunity regardless of race, color, ancestry, religion, gender, gender identity, genetic information, parental or pregnancy status, national origin, sexual orientation, age, citizenship, marital status, disability, or Veteran status.
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