Job Description
Join Chicago's fastest-growing B2B tech sales team where your ambition directly fuels your income. We're seeking dynamic Outside Sales Representatives to capture untapped markets during high-value night hours. This isn't just a job—it's your launchpad to financial freedom with uncapped commissions. Work autonomously while representing industry-leading SaaS solutions to Fortune 500 clients. Our proven training program and cutting-edge CRM tools ensure you hit the ground running. If you're a night owl who thrives on closing deals while others sleep, this is your moment.
Responsibilities
- Prospect and convert high-value enterprise accounts during evening hours
- Execute consultative sales cycles for complex B2B technology solutions
- Exceed monthly/quarterly revenue targets through strategic account planning
- Leverage CRM data to identify and penetrate untapped market segments
- Develop long-term client relationships driving repeat business and referrals
- Collaborate with product team to provide market feedback for solution enhancement
- Maintain 100% compliance with sales process documentation requirements
Qualifications
- 3+ years B2B outside sales experience with documented $500K+ annual production
- Proven ability to close enterprise deals ($50K+ contract values)
- Expertise in consultative selling and value proposition articulation
- Exceptional time management for autonomous night shift operations
- Proficiency with Salesforce/HubSpot and advanced sales analytics tools
- Valid driver's license with reliable transportation for client meetings
- Resilience to thrive in fast-paced, quota-driven environments