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Orion Group · 4 days ago

Head of Enterprise Sales, Leo FM

United States

Full-time

Remote

Director/Executive

15+ years exp

Oriongroup is a leading full-suite facilities maintenance company. They are seeking a seasoned enterprise sales leader to drive large, complex deals with major commercial, institutional, and national accounts, focusing on revenue generation and strategic sales direction.

Heating Ventilation and Air Conditioning (HVAC)Professional Services

Responsibilities

Build, refine, and execute a go-to-market strategy for enterprise accounts (national chains, multi-site portfolios, institutional clients)

Forecast pipeline and revenue, set targets, monitor sales metrics (win rates, sales cycles, average deal size, churn, etc.)

Own and manage large, multi-site, multi-year RFPs and contract negotiations with senior stakeholders (C-suite, facility directors)

Collaborate with marketing, operations, service delivery, and finance to build compelling proposals, pricing models, value propositions, and support the full sales lifecycle

Drive customer relationship management at the executive level, upsell / cross-sell opportunities, renewals, and account expansion

Analyze market trends, competition, pricing, and product mix to refine positioning and differentiate Leo FM’s offering

Develop scalable processes, tools, sales enablement resources, and operational rigor to support growth

Report regularly to executive leadership on sales performance, forecasts, risks/opportunities, and strategic insights

Qualification

Enterprise B2B salesRFP managementNegotiation expertiseAnalytical mindsetCross-functional collaborationExecutive presenceBachelor's degreeCommunicationPresentation skillsStorytelling skills

Required

15+ years of enterprise B2B sales experience, ideally in facility services, facilities management, building services, real estate services, or a related services industry

Proven track record of selling large, complex, multi-site contracts (7–8 figure deals)

Strong executive presence and ability to engage senior stakeholders for enterprise sales solutioning

Expertise in negotiation, RFPs, contracting, pricing strategies, and governance

Analytical mindset—comfortable with metrics, forecasting, pipeline management, CRM data

Excellent communication, presentation, and storytelling skills

Ability to work cross-functionally with operations, marketing, finance, and deliver results in ambiguous, fast-changing environments

Bachelor's degree