Enterprise Sales Executive

Clearwater, United States | Posted on 06/17/2026

• Salary $120K to $140K - On target Earnings $250K
• City Clearwater
• State/Province Florida
• Country United States

Ken’s Gutters is a nationwide gutter cleaning and maintenance company serving residential and commercial clients across the continental United States. We are known for reliable service, transparent communication, and industry‑leading photo reporting that shows the work completed on every job.

Our teams work locally and are supported by clear systems, structured processes, and strong internal communication. As a growing company, we focus on building a professional, organized workplace where employees can grow, take ownership, and be proud of their work.

Ken’s Gutters values accountability, professionalism, teamwork, and continuous improvement. We are an equal opportunity employer committed to a respectful, safe, and compliant work environment.

If your idea of sales is building relationships that open doors to dozens, hundreds, or even thousands of units, keep reading. Ken's Gutters is seeking an experienced sales professional to help us expand relationships with larger commercial clients, regional property management groups, multifamily portfolios, and national accounts. We already have a successful sales team focused on individual properties and inbound opportunities.

Now we're looking for someone who can think bigger. Someone who understands how to identify key decision‑makers, build strategic relationships, and develop opportunities that create long‑term growth.

• Develop relationships with regional and national property management companies
• Identify and pursue portfolio‑wide service opportunities
• Engage with regional managers, directors, asset managers, and executive decision‑makers
• Create strategic partnerships and long‑term service agreements
  
  Expand existing client relationships into larger business opportunities
• Develop and execute business development strategies
• Represent the company in meetings, presentations, and negotiations
• Work directly with leadership to drive company growth

• Proven success in B2B sales, business development, or strategic account growth
• Experience selling commercial services, facility services, maintenance programs, construction‑related services, or similar solutions
• Strong prospecting and relationship‑building abilities
• Ability to navigate larger organizations and multiple decision‑makers
• Comfortable creating opportunities rather than waiting for them
• Self‑driven, professional, and highly results‑oriented

• Relies solely on inbound leads
• Prefers short sales cycles and transactional selling
• Wants a highly structured environment with every step prescribed

Success in this role is not measured by the number of individual properties sold.

Success is measured by building strategic relationships, securing portfolio‑wide agreements, and creating opportunities that significantly expand the company's reach and revenue.

$120K to $140K base - on target earnings $250K per year. Compensation will be tailored to experience, business development expertise, and proven ability to generate larger commercial opportunities. For the right individual, earning potential is substantial.

• Growing presence across the United States
• Direct access to company leadership
• Opportunity to help shape growth strategy
• Significant autonomy and influence
• Uncapped earning potential tied directly to results

Full‑time, in office position based in Clearwater, Florida. If you think in portfolios instead of properties, relationships instead of transactions, and long‑term growth instead of quick wins, we'd like to hear from you.