Vice President of Operations, Caliber Orion Search | Exton, PA

Vice President of Operations

Caliber Service Management — A Leo Facilities Maintenance Company

Location:

Exton, PA (on-site 4+ days/week strongly preferred; exceptional candidates elsewhere considered, with regular travel)

Reports to:

President, Caliber

Leo Facilities Maintenance is a premier national facilities maintenance platform within the Orion Group, delivering interior and exterior services across HVAC, plumbing, electrical, handyman, locks & access solutions, onsite building engineers, landscaping, snow, and other exterior services. Since launching in 2022, Leo has assembled 13 operating partnerships generating $380M+ in revenue. Leo’s hybrid model pairs the geographic reach of a vendor‑managed network with the white‑glove service of a self‑perform expert — unlocking cross‑sell opportunities for every partner and an unparalleled customer experience.

About Caliber
Caliber Service Management is one of Leo’s cornerstone operating companies — a ~$130M exterior‑services business serving multi‑site commercial, retail, and industrial customers nationally, with a five‑year plan to reach a quarter‑billion in revenue. Caliber delivers primarily through a service‑provider / vendor‑managed model (subcontracted and co‑delivery). Its work is concentrated in exterior services — roughly 60% snow removal and 40% landscaping / grounds — an episodic, weather‑driven model in which peak season demands relentless, around‑the‑clock execution.

Caliber is now operationalizing adjacent service lines (lot sweeping, stormwater remediation, roofing, and light construction projects). Caliber is the company on which much of Leo’s exterior service model was built;
Leo’s CEO, Cecil Moore, came up through the Caliber CEO seat before being promoted to lead the platform. As Caliber continues to scale, the President is hiring a Vice President of Operations to serve as their right hand and the operating engine of the business.

We are seeking a driven, results‑oriented Vice President of Operations to be the right‑hand operator to the President of Caliber and to lead day‑to‑day execution of a ~$130M facilities maintenance business. You will own service delivery, operational metrics, margin, and customer outcomes across Caliber’s geographies and service lines — delivered through a dispersed network of service providers and field teams. You will translate strategy into action, install operating rigor where it is missing, and unlock the next leg of profitable growth.

This is a highly visible leadership role that demands strategic vision, decisive hands‑on execution, KPI discipline, and the grit to lead through episodic peak‑season demand.

• Serve as the President’s right hand — own the operating cadence, translate strategy into weekly execution, and step in on behalf of the President with customers, FM partners, and the Leo platform team as needed.
• Own operational P&L drivers: gross margin, cost of revenue / cost of service, work‑order economics, and overhead — to plan — and partner with the broader team on EBITDA.
• Lead service delivery through Caliber’s service‑provider / vendor‑managed network and field teams; standardize dispatch, scheduling, work‑order management, and quality assurance across a dispersed, subcontracted workforce.
• Install and run a disciplined, KPI‑rich operating rhythm — daily huddles, weekly ops reviews, monthly business reviews — covering on‑time service, work‑order management, quality, safety, gross‑margin bridges, and daily‑management (DMB) stats.
• Stand up new margin‑compression analytics and partner with estimation / pricing to protect and expand margin.
• Tighten service‑to‑cash in partnership with Finance — drive a step‑change reduction in days‑to‑invoice and cleaner work‑order‑to‑invoice flow.
• Own safety as a non‑negotiable: ensure compliant field practices, drive measurable improvement, and target zero serious‑injury events.
• Protect and deepen relationships with major FM partners, while supporting Caliber’s diversification into direct customer relationships.
• Operationalize new service‑line adjacencies (lot sweeping, stormwater remediation, roofing, light…