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Prosper Insight jobs and careers

About Prosper Insight

At Prosper Insights, we empower early-stage organizations with the strategic expertise needed to accelerate growth and establish a strong market presence. Specializing in go-to-market (GTM) strategy, sales consulting, and positioning, we bring deep experience across multiple verticals, including Literacy, STEM, Career & Technical Education (CTE), marketing, and AI. We offer tailored support in: Sales Training & Enablement – Building scalable sales strategies that align with your buyers' decision-making process. Market Positioning & Strategy – Crafting compelling narratives that differentiate your brand and drive engagement. Growth Consulting – Helping organizations refine their GTM approach, shorten sales cycles, and expand market reach. With a results-driven and client-first approach, we work alongside founders, sales teams, and executives to unlock scalable, sustainable success. Let's connect and explore how Prosper Insights can support your growth journey!

Employees
1 to 10

Leadership

The top of Prosper Insight's org chart, with how many people report into each leader.

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Gary Drenik

CEO

4 reports

GLPhoto of Gaby Lozano

Gaby Lozano

Director Of Strategic Partnerships

3 reports

Jobs at Prosper Insight

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