Account Management & Estimating Manager

Location: Cheyenne, WY

Pay Rate: $55,000-$65,000 per year (Depending on experience)

Schedule: Monday – Friday, This is a full-time, on-site position based in our Cheyenne, Wyoming office. Remote and hybrid work arrangements are not available for this role.

About the Role: Top Flight Maintenance is filling the Account Management & Estimating Manager seat — the person accountable for the health, retention, and organic growth of our existing commercial customer base across Northern Colorado and Wyoming. This is a relationship-driven role: keeping current accounts strong, renewing contracts proactively, expanding existing customers into additional service lines, and producing accurate estimates and proposals for that existing-account work. This seat is intentionally separate from net-new outbound sales, which is owned by a dedicated business development seat. Success here is measured by what we keep and grow, not by new logos.

Key Responsibilities: Customer Relationship Management & Retention Contract Renewals Service-Line Expansion & Upsell Estimating & Proposal Creation (Existing Accounts) Internal Coordination / Clean Handoff to Operations

What Success Looks Like: First 90 Days Full command of the existing account base, the renewal calendar, and Aspire pricing methodology. Renewal pipeline mapped 60–90 days out with no gaps. Estimating templates and pricing shorthand documented and consistent (clean continuity from the prior estimator). At least one existing-account expansion opportunity identified and advanced.

Qualifications & Requirements: 3+ years in B2B account management or commercial services (janitorial, landscape, facilities, or property maintenance strongly preferred). Estimating / pricing experience or demonstrated aptitude with margin math. CRM and workflow discipline (Hub Spot, Aspire, or comparable). Proactive, servant-minded communicator who builds trust with commercial clients. Highly organized and self-directed — able to drive scheduled work without supervision. Based in or commutable to Cheyenne, WY. Preferred Familiarity with commercial property management / portfolio accounts. Contract and scope-of-work drafting experience. \nCompany

Description: Top Flight Maintenance is a full-service facilities management and maintenance company serving commercial clients in Northern Colorado and Southwestern Wyoming. We specialize in providing reliable, high-quality solutions across multiple disciplines — from janitorial and landscaping to irrigation, plant maintenance, flooring care, window washing, snow removal, and maintenance projects, to include on-site project management. Our mission is to deliver exceptional service that keeps our clients’ properties safe, functional, and visually appealing. We achieve this by: \t•\tEmploying a team of experienced, well-trained professionals who take pride in every site they maintain \t•\tOffering scalable services tailored to each client’s unique needs, whether it’s routine upkeep, seasonal snow removal, or large-scale projects \t•\tUtilizing proprietary systems and checklists to ensure consistency, efficiency, and compliance with industry standards \t•\tFostering a culture of accountability and attention to detail, driven by a “whatever it takes” mindset Built on strong relationships and community values, Top Flight Maintenance partners with property managers, business owners, and facility directors to proactively manage the maintenance lifecycle — from preventive care and emergency response (including snow removal) to strategic project management and timely completion.

Company Description: Top Flight Maintenance is a full-service facilities management and maintenance company serving commercial clients in Northern Colorado and Southwestern Wyoming. We specialize in providing reliable, high-quality solutions across multiple disciplines — from janitorial and landscaping to irrigation, plant maintenance, flooring care, window washing, snow removal, and maintenance projects, to include on-site project management.\r\n\r\nOur mission is to deliver exceptional service that keeps our clients’ properties safe, functional, and visually appealing. We achieve this by:\r\n\t•\tEmploying a team of experienced, well-trained professionals who take pride in every site they maintain\r\n\t•\tOffering scalable services tailored to each client’s unique needs, whether it’s routine upkeep, seasonal snow removal, or large-scale projects\r\n\t•\tUtilizing proprietary systems and checklists to ensure consistency, efficiency, and compliance with industry standards\r\n\t•\tFostering a culture of accountability and attention to detail, driven by a “whatever it takes” mindset\r\n\r\nBuilt on strong relationships and community values, Top Flight Maintenance partners with property managers, business owners, and facility directors to proactively manage the maintenance lifecycle — from preventive care and emergency response (including snow removal) to strategic project management and timely completion.