Sales Leader

We are a growing fiber and wireless Internet provider serving communities across Southern Wisconsin and Northern Illinois. We own and operate multiple regional networks and brands, and we’re expanding: building new fiber infrastructure and bringing best-in-class, high-speed Internet to our residential and business customers.

We are a local team with decades of experience in the industry. We started with a simple idea: that smaller communities deserve the same quality Internet as big cities. We’re hands‑on, we take pride in doing the work right, and we’re looking for people who want to build something real and local and grow with us for the long term.

We are hiring a Sales Leader to lead, manage, and organize our door-to-door sales team. This is the person who owns the day-to-day performance of our reps in the field: recruiting and onboarding new hires, training them on the product and the pitch, setting daily and weekly targets, running ride-alongs, coaching in real time, and making sure every rep knows what good looks like and how to get there.

This is a hands‑on leadership role, not a corner‑office role. You’ll spend real time in neighborhoods alongside your team.

We’re building fiber aggressively, which means every week brings new neighborhoods to sell into. Your job is to make sure we have the right people, the right systems, and the right execution to convert that opportunity into customers.

This role is for someone who has built and run a direct sales team before, ideally selling something that requires real discipline to sell, not something that sells itself. Think home services, telecom, alarm, solar, pest, roofing, or similar backgrounds. If your sales experience is inbound leads from a hot SaaS pipeline, this is probably not the right fit.

This role is based in our Southern Wisconsin or Northern Illinois service territory, with regular time in the field across the markets we serve.

• Recruit, hire, and onboard door-to-door sales representatives across our expanding footprint
• Build and run a structured training program covering product knowledge, pitch, objection handling, and close technique
• Set weekly and monthly quotas, track performance daily, and hold the team accountable to the numbers
• Run daily huddles, weekly one‑on‑ones, and regular ride‑alongs to coach reps in the field
• Design and manage commission plans, spiffs, contests, and performance incentives
• Plan and assign territories in coordination with the construction and marketing teams to align sales push with fiber releases
• Own the CRM: ensure every door knocked, lead generated, and sale closed is tracked accurately
• Report on pipeline, close rates, rep performance, and cost-of-acquisition to the President and leadership team
• Partner with marketing on neighborhood launches, promotions, collateral, and campaign effectiveness
• Identify and promote top performers into senior rep and team lead roles as the organization scales
• Manage sales team budget, spend, and operational discipline

• Experience leading a direct sales team and scaling it as the company grows
• Numbers‑driven: you live in the pipeline report, you know your close rates cold, and you make decisions based on data
• Organized and disciplined: you run a tight ship, set expectations clearly, and follow through
• A hands‑on coach: you’re in the field with your reps, not hiding behind a desk
• Resilient: you’ve sold things that were hard to sell and you know how to keep a team motivated through the grind
• Values‑driven: you care about doing things the right way, and you hire people who do too

Required:

• 5+ years of direct sales experience, with at least 2+ years in a sales management or leadership role
• Demonstrated track record of hitting and exceeding quota, both personally and as a manager
• Experience recruiting, training, and managing a team of at least 5 reps
• Experience selling a product that requires discipline, follow‑up, and resilience (home services, telecom, direct‑to‑consumer, alarm, solar, pest, roofing, mattress, or similar)
• Strong command of CRM tools and sales reporting
• Valid driver’s license and willingness to spend significant time in the…