Sales Representative in Chicago: Drive Revenue Growth in Tech’s Next Big Thing

Are you a hunter with a passion for technology and a knack for building relationships? We are a rapidly growing SaaS company headquartered in Chicago’s West Loop, and we’re looking for a motivated Sales Representative to join our team and help us conquer new markets. This isn’t just a job; it’s a career-defining opportunity to sell innovative solutions that real businesses rely on, with a clear path to six-figure earnings.

About the Role & Our Mission

You will be on the front lines of our revenue engine. As a Sales Representative, you will own the full sales cycle for our mid-market segment in the Midwest. You’ll identify prospects, conduct compelling demos, negotiate contracts, and close deals that transform how our clients operate. We provide you with a curated lead list, a best-in-class CRM (Salesforce), and continuous training from sales leaders who have done it all before. Your success is our success, and we’ve built a culture that celebrates every win, big or small.

Key Responsibilities

• Prospect and qualify new business opportunities through inbound leads and targeted outbound campaigns.
• Deliver engaging product demonstrations that highlight value and solve specific client pain points.
• Manage a robust sales pipeline and consistently exceed quarterly and annual quotas.
• Collaborate with marketing and customer success teams to ensure a seamless client journey.
• Negotiate complex, multi-year contracts and maintain accurate forecasting in Salesforce.

What You Bring (The Ideal Candidate)

We are looking for a player-coach mentality—someone who is both a stellar individual contributor and a potential future leader. You are intrinsically motivated by competition and financial reward.

Required Qualifications

• 2+ years of B2B sales experience, preferably in SaaS, technology, or business services.
• Proven track record of exceeding quota and closing deals in the $10k – $50k range.
• Expert-level proficiency with CRM software (Salesforce, HubSpot) and sales engagement tools.
• Excellent verbal and written communication skills; you can pitch to a CTO and charm an office manager.
• A bachelor’s degree is preferred but not required for candidates with exceptional, demonstrable experience.

Compensation & Benefits: Your Success, Our Investment

We believe in paying top talent what they’re worth. This is a full-time, on-site role in our modern Chicago office with a hybrid flexibility model after ramp-up.

Salary Range & On-Target Earnings (OTE)

• Base Salary: $50,000 – $65,000 USD/year
• OTE (On-Target Earnings): $85,000 – $120,000+ USD/year (Uncapped commission potential)
• Commission Structure: Accelerating tiers. The more you sell, the higher your percentage. Quarterly accelerators for overachievement.

Comprehensive Benefits Package

• Health & Wellness: 100% employer-paid medical, dental, and vision insurance for employees. generous HSA/FSA options.
• Financial Security: 401(k) with a 4% company match. Immediate vesting.
• Time Off: Unlimited PTO policy (with manager approval) + 10 company holidays.
• Growth: Annual $2,000 professional development stipend for courses, certifications, and conferences.
• Perks: Commuter benefits, fully stocked kitchen, team lunches, and quarterly off-site team building events.

Why Join NexusTech Solutions?

We are not just another sales shop. We are a product-led company with a 98% customer retention rate, which means our reps sell a solution people love and stick with. You will join a collaborative, non-toxic environment where ideas are shared freely. Our leadership team is transparent and accessible. We promote from within—our last two Sales Managers were promoted from top-performing rep roles. If you are ready to stop taking orders and start building a career with a company that is genuinely reshaping its industry, this is your signal to apply.

How to Apply

If you are a results-driven sales professional ready for a challenge and a significant income, we want to hear from you. Please submit your resume and a brief cover letter (yes, we read them) explaining your most impressive sales win and why you believe you would excel in this specific role. Applications without a personalized note will not be considered. We review applications on a rolling basis and will reach out directly to qualified candidates to schedule the first interview.