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Account Executive – SMB
CAI Software, LLC. We are seeking a driven, results-oriented Account Executive - SMB to support the next phase of growth within CAI Software.
About the role
Key responsibilities & impact- We are seeking a driven, results-oriented Account Executive - SMB to support the next phase of growth within CAI Software.
- This role is responsible for net-new logo acquisition, as well as, expansion of existing Small and Mid-size customers, working closely with Customer Success.
- Own and consistently meet or exceed an assigned revenue quota for the North America territory, with a proven track record of closing 6- and 7-figure deals.
- Execute a territory strategy focused on net-new logo acquisition and land-and-expand growth within strategic enterprise accounts.
- Operate as a true hunter, generating a significant portion of pipeline through outbound prospecting, executive outreach, and targeted account-based strategies, while effectively managing inbound demand.
- Lead and manage complex, multi-threaded SMB sales cycles, navigating procurement, legal, security, and executive decision-makers.
- Create urgency and momentum by tying solutions to measurable business outcomes, including operational efficiency, compliance, scalability, and ROI.
- Build, qualify, and maintain a robust, self-sourced pipeline aligned to enterprise growth targets.
- Forecast accurately and consistently, managing opportunities through defined sales stages with disciplined deal inspection.
- Drive deal progression by establishing clear next steps, mutual action plans, and executive alignment.
- Lead land-and-expand strategies within SMB accounts, identifying opportunities for additional sites, locations, use cases, and cross-sell/upsell expansion.
- Maintain executive relationships to unlock incremental budget and expansion opportunities over time.
- Work cross-functionally with Marketing, Product, Services, and Customer Success to drive coordinated enterprise account strategies.
- Provide structured feedback from the field to influence product roadmap, messaging, and go-to-market strategy.
- Engage and influence stakeholders across operations, manufacturing, IT, quality, procurement, and executive leadership.
- Lead high-impact discovery sessions, executive presentations, demos, and onsite meetings as required.
- Travel to customer locations to support deal progression, executive alignment, and long-term relationship building.
Requirements
What you’ll need- 5+ years of B2B sales experience, preferably SMB to Mid Market
- Proven ability to close complex, consultative deals
- Strong outbound prospecting and pipeline generation skills
- Experience managing inbound leads alongside outbound efforts
- Self-starter with strong ownership, accountability, and drive
- Comfortable engaging multiple stakeholders across an organization
- Ability and willingness to travel to customer sites as needed approximately 10% of the time.
- Preferred Experience selling into process, discrete or print/packaging manufacturing environments
- Background in manufacturing, food & beverage, industrial, automotive, aerospace or operational software
- Experience partnering with Customer Success for account expansion
- Familiarity with operational, plant-floor, or compliance-driven use cases.
Benefits
Comp & perks- Health insurance
- 401(k) matching
- Flexible work hours
- Paid time off
- Remote work options
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
B2B salespipeline generationconsultative sellingaccount-based strategiesterritory strategydeal progressionsales forecastingcross-sellupsellexecutive presentations
Soft Skills
results-orientedself-starterownershipaccountabilitydrivestakeholder engagementrelationship buildingcommunicationinfluencecollaboration