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Matt Wallaert
Matt Wallaert
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Tech Sales Bootcamp Instructor

Upright Education

Upright Education

Sales & Business Development
United States
Posted on Wednesday, August 16, 2023

Tech Sales Bootcamp Instructor

Company Overview

Upright is the leading workforce training platform used by colleges, universities, and companies to upskill and reskill workers into high-paying digital careers. Our mission is to establish a network of organizations that collectively serve as the foremost change agent in advancing workforce prosperity.

Why Work at Upright?

  • A mission-driven organization dedicated to making a difference.
  • Work alongside a team of insanely talented professionals.
  • Backed by the biggest names in the industry.

Job Description

We are seeking a dynamic and experienced Tech Sales Bootcamp Instructor to join our dedicated team. As an Instructor, you will play a pivotal role in guiding and mentoring learners through our engaging bootcamp curriculum. You will facilitate interactive classes, review lessons, lead workshops, and inspire participants to excel in their tech sales journey.


  • Conduct interactive classes on Mondays, Wednesdays, and Thursdays from 6:00 PM to 9:00 PM EST.
  • Review and facilitate lesson retrospectives on Mondays and Wednesdays, helping learners reinforce their understanding of the curriculum and real-world sales scenarios.
  • Lead Thursday workshop-style sessions, guiding learners through practical sales projects, exercises, role plays, and group activities.
  • Create a collaborative and supportive learning environment that encourages active participation, teamwork, and innovative sales strategies.
  • Provide personalized feedback and coaching to learners on their sales techniques, communication skills, and pitch presentations.
  • Collaborate with the curriculum development team to enhance the bootcamp curriculum based on industry trends and learner feedback.
  • Stay updated with the latest sales methodologies, technologies, and trends to ensure high-quality instruction.
  • Mentor and support learners in their career development, helping them prepare for success in the tech sales field.
  • To be clear, you are NOT responsible for connecting learners to jobs, utilizing your professional networks, or providing leads for which you do not feel comfortable. Our learners succeed because they are prepared, aware, and realistic. This is not a “pay to play” situation. We have an amazing career services team and welcome your input to improve our process!


  • Proven experience in technology sales (3-5 years), with a track record of successful sales and client engagement.
  • Strong interpersonal and communication skills, with the ability to convey complex sales concepts in a clear and engaging manner.
  • Proficiency in modern sales tools, CRM systems, and sales communication platforms.
  • Knowledge of various sales methodologies, negotiation techniques, and customer relationship management strategies.
  • Ability to create an inspiring and dynamic learning environment that fosters critical thinking and creative problem-solving.
  • Strong organizational skills and the ability to manage multiple responsibilities effectively.
  • A passion for education, a growth mindset, and a commitment to empowering learners.