Summary
Overview
Work History
Education
Skills
Websites
Timeline
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Jake Ashley

Phoenix,AZ

Summary

Dynamic sales leader with a proven track record at Upbeat, driving revenue growth through strategic go-to-market execution and pipeline development. Expert in consultative sales and team coaching, consistently exceeding quotas and fostering C-level relationships to achieve ambitious targets. Recognized for building high-performing teams and delivering impactful results in the EdTech sector.

Overview

21
21
years of professional experience

Work History

Vice President of Sales

Upbeat
Phoenix, AZ
08.2024 - Current
  • Company Overview: Education
  • Lead and scale the BDR team, driving pipeline generation and qualification to support consistent revenue growth.
  • Own and execute go-to-market sales strategy aligned with company-wide goals in the EdTech space.
  • Serve as cross-functional sales liaison with marketing, product, CS, and leadership.
  • Hire, train, and develop sales talent; build a culture of performance and accountability.
  • Q4 2024: 76 meetings (goal: 60), 45 qualified meetings, closed $186K (goal: $150K)
  • Q1 2025: 72 meetings (goal: 60), 52 qualified meetings, closed $191K (goal: $90K)
  • Education

State Director

ClassWallet
03.2024 - 08.2024
  • Develop and execute a strategic territory sales plan to engage leaders at state and local agencies.
  • Leverage internal ClassWallet SMEs, government relations, solution engineering, executives, and other resources to close business.
  • Manage, create, and expand state and local sales opportunities by developing pipeline in new and existing accounts.
  • Build and manage strong relationships with state and local agency organizations at all levels.
  • Educate and influence agency stakeholders; lead sales strategy on upcoming RFPs.
  • Negotiate state-level contracts and close agreements.

Senior Account Executive

ClassWallet
09.2022 - 03.2024
  • Spearheaded the opening of new territories in the Midwest and Southwest to expand market share.
  • Led the team to exceed annual revenue targets by 144% through strategic growth planning.
  • Opened six new state markets - up from one the previous year - and supported closing a $4M state deal.
  • Developed and executed account plans aligned with client goals and ClassWallet's solutions to drive satisfaction and revenue.

Strategic Sales Consultant

Transeo
Hinsdale, IL
07.2021 - 09.2022
  • Consistently exceeded meeting quotas and drove pipeline growth.
  • Led SDR coaching initiatives and launched multi-channel outreach cadences.

Director of School Partnerships

Right at School
Evanston, IL
08.2017 - 06.2021
  • Built strategic partnerships through national/state-level organizations and conferences.
  • Managed full sales cycle from lead to close across diverse K-12 districts.
  • Collaborated with marketing to scale lead gen and strengthen brand presence.

Strategic Sales Consultant

PeopleAdmin (Acquired Netchemia)
Austin, TX
03.2015 - 07.2017
  • Drove EdTech platform growth through certification strategy and strategic accounts.
  • Led SDR enablement and implemented prospecting best practices.
  • Expanded customer base via referrals and product training programs.

Senior Account Executive

Netchemia
Prairie Village, KS
07.2011 - 02.2015
  • Sold talent management software to K-12 districts; exceeded quota consistently.
  • Built long-term client relationships and led strategic outreach efforts.
  • Member of 'Player's Club' for top performance in units, revenue, and lead gen.

Director of Enrollment

Ottawa University
Overland Park, KS
01.2009 - 01.2011
  • Directed adult student enrollment and partnership strategy for satellite programs.
  • Increased conversion rates through data-driven outreach and advising alignment.

Adult & Corporate Site Director

Lindenwood University
St. Charles, MO
01.2004 - 01.2009
  • Led adult/corporate program operations, curriculum planning, and student support.
  • Built corporate education relationships that expanded regional reach and enrollment.

Education

Bachelor of Arts - Human Services - Agency Management

Lindenwood University
St. Charles, MO

Skills

  • Sales Leadership
  • New Business Acquisition
  • Go-to-Market Strategy
  • Pipeline Development
  • C-Level Relationships
  • Consultative Sales
  • Team Coaching & Mentorship
  • Forecasting
  • CRM (Salesforce, HubSpot)
  • Sales strategy
  • Territory development
  • Revenue generation
  • Sales strategy execution
  • Sales quota achievement
  • Product knowledge
  • Goals and performance
  • Contract negotiations
  • Cross-functional collaboration

Timeline

Vice President of Sales

Upbeat
08.2024 - Current

State Director

ClassWallet
03.2024 - 08.2024

Senior Account Executive

ClassWallet
09.2022 - 03.2024

Strategic Sales Consultant

Transeo
07.2021 - 09.2022

Director of School Partnerships

Right at School
08.2017 - 06.2021

Strategic Sales Consultant

PeopleAdmin (Acquired Netchemia)
03.2015 - 07.2017

Senior Account Executive

Netchemia
07.2011 - 02.2015

Director of Enrollment

Ottawa University
01.2009 - 01.2011

Adult & Corporate Site Director

Lindenwood University
01.2004 - 01.2009

Bachelor of Arts - Human Services - Agency Management

Lindenwood University

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