You lead revenue generation, build and scale the sales team, and unlock new markets.
- Revenue ownership & sales leadership
- Market Expansion & Go-to-Market Strategy
- Sales Operations & Performance Management
- Strategic Partnerships & Customer Growth
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Proven track record of generating $3M+ revenue in the last 12 months
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Strong experience selling IT services/solutions
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Deep expertise across sales strategy, GTM execution, and pipeline management
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Impactful storytelling and communication skills
Within 30 Days - Build Confidence & Cultural Alignment
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Demonstrate strong understanding of Pepper Square’s offerings, positioning, and sales motion
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Build credibility with internal teams and leadership
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Show ownership, urgency, and alignment with a performance-driven culture
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Gain visibility into pipeline, key accounts, and ongoing deals
Within 60 Days - Start Performing
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Actively contribute to pipeline growth and deal movement
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Influence key deals and participate in closures
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Start identifying market expansion opportunities and GTM improvements
Within 90 Days - Deliver Results
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Close meaningful deals and contribute directly to revenue
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Build a strong, predictable pipeline
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Show measurable impact on sales performance and conversion
This role demands a proven leader with a strong track record of driving revenue and delivering business outcomes. Rest is secondary to demonstrated impact.
