Commercial Regional Sales Director - Chicago
Location: Remote - Chicago, IL
Reports to: Vice President, Commercial Sales About Us
Zentro is one of the largest independent internet service providers focused exclusively on multi-dwelling units (MDUs) in the United States. Following our recent merger with BAI Connect, Zentro now serves over 100,000 subscribers across key markets including Chicago, Los Angeles, and Detroit.
We specialize in delivering bulk internet and managed Wi-Fi solutions purpose-built for apartment communities, high-rises, and mixed-use developments. Our fully owned network infrastructure, resident-first support model, and tailored technology stack enable us to offer a refreshingly different alternative to legacy providers—one rooted in simplicity, reliability, and satisfaction. As we continue to scale, Zentro remains committed to product innovation, operational excellence, and strong partnerships with national REITs and regional property owners alike. Role Overview
The Director of Commercial Sales is a senior individual contributor responsible for driving revenue growth across the company’s Mid-Market and strategic commercial accounts, with a primary focus on selling into on-net buildings and owned network footprint. This role leads acquisition, expansion, and retention of high-value business customers, combining new logo hunting with long-term account ownership.
The Director acts as a trusted advisor to customers and a commercial leader internally, partnering closely with engineering, operations, and customer success to deliver high-performance connectivity solutions and exceptional customer experience.
This is a quota-carrying role with direct accountability for new revenue, renewals, retention, and customer satisfaction.
Primary Responsibilities
Mid-Market & On-Net Sales
- Own acquisition and expansion of Mid-Market commercial customers, with strong emphasis on on-net buildings and existing network footprint.
- Develop and execute territory and account strategies targeting multi-tenant commercial properties, enterprise suites, and strategic business districts.
- Lead full sales lifecycle from discovery and solution design through proposal, contract negotiation, and close.
- Serve as primary commercial owner for a portfolio of high-value business accounts.
- Drive renewals, contract extensions, and expansion revenue within existing customers.
- Proactively manage account health to reduce churn and maximize lifetime customer value.
- Lead large-scale event and special project opportunities within commercial and venue environments.
- Coordinate with operations, engineering, and customer stakeholders to ensure successful delivery and high customer satisfaction.
- Build repeat event revenue and long-term commercial relationships.
- Act as executive point of contact for strategic customers and escalations.
- Partner with Customer Success, Support, and Operations to ensure service quality and SLA adherence.
- Drive strong NPS, customer satisfaction, and referenceable customer outcomes.
- Provide sales direction and mentorship to assigned sales personnel supporting Mid-Market and major accounts.
- Serve as a senior commercial resource for deal strategy, pricing, and negotiations.
- Maintain accurate pipeline and forecasting for Mid-Market and strategic accounts.
- Contribute to executive and board-level reporting on revenue performance, churn, and customer retention.
- Ensure disciplined CRM usage and data integrity.
- 7+ years of B2B sales experience, with strong focus on Mid-Market growth and Major commercial accounts.
- Proven track record selling into on-net or owned infrastructure environments and designated network footprints.
- Demonstrated success closing high value deals ($30K–$250K+ TCV).
- Experience managing renewals, expansions, and long-term customer portfolios.
- Data-driven, process-oriented, and comfortable operating in a fast-growth environment.
- Mid-Market+ sales execution
- On-net footprint monetization
- Strategic account management
- Customer retention & churn reduction
- Fast paced deal negotiation
- Cross-functional collaboration
- Executive communication
- New revenue (MRR / TCV) from Mid-Market and on-net locations
- Renewal and retention rates
- Expansion revenue within existing accounts
- Event and special project revenue
- Customer satisfaction (NPS / CSAT)
- Forecast accuracy and pipeline quality
- Competitive base salary ($75K–$95K) and commission plan, with total on-target earnings of $125K–$190K, based on performance
- Comprehensive benefits package, including health, dental, and retirement plans.
- Opportunity to work with a dynamic team in a growing industry.
- Ongoing training and professional development opportunities.
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