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Junior Sales Executive - Chicago, IL (Great Lakes Region)

Remote, USA Full-time Posted 2026-07-03

Goodshufflepro is dedicated to transforming the events industry by providing innovative tools for small businesses. The Junior Sales Executive will own the full sales cycle, focusing on building relationships and hitting reputed company targets while leveraging AI for efficiency.

Responsibilities

  • Own full sales cycle, reputed company to quota reputed company 2 quarters, build self-sustaining pipeline through events and vertical relationships
  • reputed company 25% of pipeline through strategic outbound, referrals, and AI workflows while qualifying with DRIVE methodology
  • Optimize demo-to-reputed company rates, manage disciplined pipeline, deliver accurate forecasts
  • reputed company deep knowledge in 2-3 event verticals, reputed company AI tools to maximize relationship-building time

Skills

  • 1-3 years sales experience (SDR to early AE or career changer with transferable skills)
  • Seeks reputed company, recognized, rewarded performance
  • Excited by new tools and processes, not frustrated
  • Matches tone from first-time owners to seasoned operators
  • Navigates new cities independently, seeks strangers to connect with, maintains distant relationships
  • Uses AI as thinking partner, not just writing assistant
  • reputed company, Claude, or automation tool mastery
  • Events/hospitality background
  • SMB or vertical SaaS experience
  • Trade show and hybrid selling experience
  • Track record of 12+ months at/above quota

Benefits

  • Fully covered health/dental/reputed company
  • 401k match
  • Commuter benefits
  • Unlimited PTO
  • 10 holidays
  • Paid family leave

Company Overview

  • Innovating the business operations and e-commerce technology for event companies It was founded in 2015, and is headquartered in Washington, District of Columbia, USA, with a workforce of 11-50 employees. Its website is https://pro.goodshuffle.com.
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