Comfort Advisor

Are you an experienced HVAC Comfort Advisor looking for an opportunity to earn $200K annually, have a direct impact on a growing company, and build toward a sales leadership position?

Windy City HVAC Repair is a locally owned (not private equity-backed) residential HVAC company. We're hiring one experienced Comfort Advisor who knows the equipment, knows the kitchen table, and can run an appointment on day one.

We'll be direct: this is not a training role. If you can turn "we're getting three quotes" into a signed contract tonight, we want to talk to you.

The money

You'll earn 10% commission on every sale you close, with no cap.

Our average replacement ticket runs about $13,000. At 10%, here's what production pays:

• $1.5M sold = $150K
• $2M sold = $200K
• $3M sold = $300K

We know switching companies means betting on yourself somewhere new, so we take some of that risk off you. For your first 90 days, you're guaranteed $1000 per week while you ramp. If your commissions come in higher, you get the higher amount. After 90 days, you're on straight commission.

Self-generated deals pay 12% because you brought the customer in.

Locally Owned. NOT Private Equity. No Corporate Bureaucracy.

We're an independently owned HVAC company where top performers aren't just another number. You'll work directly with ownership, have a real voice in how we operate, and help shape the future of the business. Decisions happen quickly, great ideas get implemented, and your performance gets recognized.

What you'll do

• Run in-home replacement consultations: assess the home, size the system, and present good/better/best options (Rheem and DuraStar lineup)
• Build trust fast and close on the first visit when it's the right fit for the homeowner
• Present financing confidently (Wisetack, GreenSky, Optimus)
• Write clean, accurate proposals using our pricing tools
• Stay in front of customers while our admin team handles CRM updates and follow-up tracking
• Help shape how we sell as we grow, with a real path to leading the sales team

What you need

• Proven track record: 2 years of residential HVAC replacement sales ($1M annual production preferred)
• Strong closing performance, ideally 45% on run appointments
• Ability to verify sales performance during the interview process
• Solid working knowledge of load sizing, SEER2/AFUE, heat pumps, and IAQ add-ons
• Valid driver's license and reliable vehicle

Why Join Windy City HVAC Repair?

• Uncapped Earning Potential: Competitive commission structure with the opportunity to earn $200K–$300K based on performance.
• Company-Provided Leads: We are currently providing approximately 10 in-home replacement appointments per week through our marketing and referral network. We're actively investing to grow that to 12-15 appointments/week.
• Support That Lets You Sell: Dedicated administrative support, competitive financing options, and an installation team to deliver on your promises.
• Freedom to Sell: No micromanagement. Run appointments your way and have a real voice in pricing, process, and product.
• Leadership Opportunity: As we expand, you'll have the opportunity to grow into a Sales Manager role and help build the team.
• Full Benefits: Health, dental, vision, 401(k) with company match, PTO, mileage reimbursement, and more.

We're not looking for someone who just wants another sales job. We're looking for someone who wants to help build a company and be rewarded for it.

How to apply

Apply through LinkedIn or email me at jason@hvacchicago.com with your resume and two numbers: what you sold last year and your close rate. That's it.

If it's a fit, we'll set up a 15-minute call with me directly. From there:

• Interview with ownership. Bring proof of production (commission statements, W-2/1099, or a CRM export) and be ready to walk us through your toughest close.
• Ride-along on a live appointment.
• Offer.