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Raymon Bledsoe - Regional Vice President of Sales - Inside Midwest in Dallas, TX

Raymon Bledsoe

Executive sales leader specializing in EdTech, SaaS, and real estate solutions

EdmentumArkansas State UniversityDallas, TX10 Years ExperienceExecutive Level

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About

Public-sector sales leader in K-12 education currently leading an inside sales team at Edmentum across a large Midwest territory. Brings a disciplined, metrics-driven approach to district acquisition, expansion, forecasting, and manager coaching, with early-year performance at 110% of Q1 goal and clear experience navigating complex multi-stakeholder school district deals.

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Key Strengths

  • led inside sales for K-12 public education across a large Midwest territory
  • achieved 110% of Q1 goal
  • drives sustainable revenue growth through long-term district partnerships
  • strong new district acquisition and account expansion strategy
  • data-driven territory prioritization by enrollment, funding, relationships, and solution fit
  • disciplined pipeline inspection and forecast management using MEDDPICC
  • coaches reps and managers on accountability, forecast accuracy, and pipeline quality
  • navigates complex district deals with curriculum, admin, tech, finance, and procurement stakeholders
  • structures phased rollouts to overcome budget constraints in public sector deals

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Experience

Regional Vice President of Sales - Inside MidwestEdmentum · Jan 2025 – Present
Regional Vice President of SalesGaggle · Jan 2023 – Jan 2025
Enterprise & Mid-Market Sales ManagerNewsela · Jan 2022 – Jan 2023
Regional Vice President of Sales – Central Division2-10 Home Buyers Warranty · Jan 2020 – Jan 2022
Solution Representative – Financial ApplicationsRealPage · Jan 2016 – Jan 2020
Regional DirectorRealPage · Jan 2016 – Jan 2018

Education

Arkansas State Universitybachelor, General Studies

Awards

  • #1 top-performing sales leader in region
  • Ranked #1 in Regional sales and new revenue out of 3 regional teams

Languages

English

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Connect with Raymon

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Typically responds within 24 hours

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Raymon BledsoeExecutive sales leader specializing in EdTech, SaaS, and real estate solutions