Junior Sales Executive - Chicago, IL (Great Lakes Region)
About The Position
The events industry relies on passion and determination, with dozens of vendors working behind the scenes to create magical experiences. Goodshuffle powers these small businesses, which have historically managed operations with spreadsheets or memory. The company aims to provide tools that match their dedication to creating memorable moments and bring joy to the business of events. This role is part of building a sales team that turns prospects into evangelists by leveraging AI for administrative tasks, allowing a focus on genuine human connection. The position is strategic, allowing for in-person meetings with prospects, participation in trade shows, and tapping into established communities. The company seeks competitive collaborators who understand that delivering value leads to long-term success. The role involves owning the full sales cycle, from qualification to close to advocacy, with success measured by hitting revenue targets and building compound growth through community presence and customer advocacy.
Requirements
- 1-3 years sales experience (SDR to early AE or career changer with transferable skills)
- Competitive nature: Seeks measured, recognized, rewarded performance
- Change-driven: Excited by new tools and processes, not frustrated
- Clear communicator: Matches tone from first-time owners to seasoned operators
- Well-traveled: Navigates new cities independently, seeks strangers to connect with, maintains distant relationships
- AI-native: Uses AI as thinking partner, not just writing assistant
Nice To Haves
- HubSpot, 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
Responsibilities
- Own full sales cycle, ramp to quota within 2 quarters, build self-sustaining pipeline through events and vertical relationships
- Source 25% of pipeline through strategic outbound, referrals, and AI workflows while qualifying with DRIVE methodology
- Optimize demo-to-close rates, manage disciplined pipeline, deliver accurate forecasts
- Develop deep knowledge in 2-3 event verticals, leverage AI tools to maximize relationship-building time
Benefits
- Fully covered health/dental/vision
- 401k match
- Commuter benefits
- Unlimited PTO
- 10 holidays
- Paid family leave
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What This Job Offers
Job Type
Full-time
Career Level
Entry Level
Education Level
No Education Listed
