VP, Sales
CAI Software, LLC
full-time
Posted on:
Location Type: Remote
Location: Remote • Pennsylvania • 🇺🇸 United States
Visit company websiteJob Level
Lead
About the role
- Develop and execute the go-to-market sales strategy across Enterprise, Mid-Market, and SMB segments.
- Lead, mentor, and scale a high-performing team of account executives and regional sales leaders.
- Foster a culture of accountability, collaboration, and continuous improvement.
- Drive forecasting accuracy and deal execution through adoption of MEDDPICC methodology.
- Map complex deals to Mutual Action Plans (MAPs) to ensure alignment with customer decision processes and timelines.
- Drive value-based selling to engage multiple stakeholders and accelerate time-to-close.
- Ensure the team consistently meets and exceeds quotas, while managing the sales plan in alignment with broader EBITDA goals.
- Establish KPIs, dashboards, and cadences that ensure predictable performance and scalable growth.
- Partner with the GM/CCO to align sales strategy with the company’s commercial goals, pricing, and market expansion priorities.
- Partner with the GM/CCO to ensure sales execution is tightly connected to operations, production, and logistics.
- Collaborate cross-functionally with Marketing, Product, Operations, and Finance to deliver a seamless customer journey and ensure growth contributes to profitability.
- Build and scale a robust enablement program for consistent adoption of methodology, skill development, and quota attainment.
- Act as a hands-on coach and mentor, developing frontline managers and future leaders.
Requirements
- 10+ years of progressive sales leadership experience, with proven success across Enterprise, MM, and SMB segments.
- Industry background in graphic communications or print manufacturing (preferred) or adjacent industrial sectors.
- Proven success scaling sales organizations in private equity–backed or growth-oriented companies.
- Mastery of MEDDPICC, Mutual Action Plans (MAPs), and value-based enterprise sales strategies.
- Strong executive presence with the ability to influence at the C-suite and board level.
- Hands-on leadership style, equally comfortable setting strategy and working in the trenches.
- Demonstrated commitment to coaching, enablement, and developing talent.
Benefits
- Competitive compensation package including base, bonus, and equity opportunity
Applicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard skills
sales strategyMEDDPICCMutual Action Plansvalue-based sellingKPI establishmentforecasting accuracyquota attainmentsales executionenablement program developmentsales organization scaling
Soft skills
leadershipmentoringcollaborationaccountabilitycoachinginfluencecommunicationstrategic thinkingteam buildingcontinuous improvement