Account Executive – Enterprise

CAI Software, LLC

. Drive Revenue & Territory Growth .

Posted 4/29/2026full-timePittsburgh • Pennsylvania, Texas, Utah, Vermont • 🇺🇸 United StatesMid-LevelSeniorWebsite

Tech Stack

Tools & technologies

ERP

About the role

Key responsibilities & impact

Drive Revenue & Territory Growth
Own and execute the full sales cycle, from prospecting and discovery through proposal development, ROI presentations, negotiation, and close.
Develop and manage a strong pipeline using Salesforce, providing accurate forecasts and clear visibility to leadership.
Achieve monthly, quarterly, and annual revenue targets while managing discount levels and operating within budget guidelines.
Expand market share and strengthen CAI’s presence within the commercial print sector.
Lead Complex Sales Engagements
Navigate complex enterprise sales cycles involving internal cross-functional teams including Sales, Product Management, Professional Services, Finance, Legal, and Executive Leadership.
Position CAI solutions strategically to senior leadership teams within commercial print organizations.
Build Strategic Relationships
Engage regularly with prospects and customers through onsite visits, virtual meetings, webinars, and industry events.
Collaborate with other CAI sales teams to drive cross-selling initiatives.
Partner with Product, Engineering, and Marketing teams to align solutions with market demands.
Represent the Brand
Attend and actively participate in trade shows, open houses, and company-sponsored events.
Maintain deep knowledge of CAI products, competitive positioning, and industry trends.
Act as a market ambassador, positioning CAI as a leader in the commercial print space.

Requirements

What you’ll need

5–10 years of enterprise software sales experience (MIS/ERP/MES preferred).
Minimum 5 years of field sales experience with a proven track record of quota achievement.
Demonstrated success selling to senior executives.
Strong understanding of commercial print operations and industry trends.
Experience managing complex, multi-stakeholder sales cycles.

Benefits

Comp & perks

Health insurance
401(k) matching
Paid time off
Flexible work arrangements
Wellness programs

ATS Keywords

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Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools

enterprise software salesquota achievementsales cycle managementpipeline managementproposal developmentROI presentationsnegotiationforecastingcross-sellingcomplex sales engagements

Soft Skills

relationship buildingcollaborationcommunicationleadershipstrategic positioningcustomer engagementnegotiation skillsproblem-solvingpresentation skillsmarket awareness