Account Executive - AI Solutions

Founding Account Executives - AI Solutions

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.

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

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, Hub Spot, or similar CRM platforms

Exposure to SMB to Mid-Market or growth stage customers

Experience in startup or scale-up environments

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

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

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

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.