Vice President of Operations, Caliber

Orion Group•Exton, PA

16d•Hybrid

About The Position

Caliber Service Management, a cornerstone operating company of Leo Facilities Maintenance, is seeking a driven, results-oriented Vice President of Operations. This role serves as the right-hand operator to the President of Caliber, leading the day-to-day execution of a ~$130M facilities maintenance business. The Vice President of Operations will own service delivery, operational metrics, margin, and customer outcomes across Caliber’s geographies and service lines, which are delivered through a dispersed network of service providers and field teams. This position demands strategic vision, decisive hands-on execution, KPI discipline, and the grit to lead through episodic peak-season demand. The company is focused on exterior services, primarily snow removal and landscaping, with ongoing expansion into adjacent service lines like lot sweeping, stormwater remediation, roofing, and light construction projects. Caliber is part of the Orion Group, a premier national facilities maintenance platform.

Requirements

12–15+ years of progressive operations leadership in commercial / industrial field services — facilities maintenance, exterior services, landscaping / snow, building services, or a closely related multi-site, dispersed-workforce business (10 years is the absolute floor).
Formerly has had~$50M+ of operating responsibility; multi-state operations experience.
Deep, hands-on understanding of a service-provider / vendor-managed (subcontracted, co-delivery) operating model; self-perform and / or route-based experience is a strong plus.
Direct ownership of operational P&L drivers — gross margin, cost of service, work-order economics — with a track record of moving the numbers.
Experience standing up or running a disciplined, KPI-rich operating rhythm: daily / weekly / monthly cadence, scorecards, and accountability mechanisms that stick.
National-account exposure and customer-facing comfort — able to hold relationships with FM partners (JLL, CBRE, Cushman & Wakefield) and direct accounts.
Event-based / episodic operating experience under extreme time pressure (e.g., snow response, peak-season or emergency-response operations)
Track record leading large, distributed, blue-collar teams (100+), improving retention, and integrating acquisitions.
Decisive on-site leadership, crisp follow-through, bias to action, and demonstrated extreme ownership.
Willingness to be in Exton, PA (strongly preferred) and to travel ~40% across company locations and key customer sites.

Nice To Haves

Private-equity-backed or holding-company-backed field-service platform experience; comfort operating within a platform rhythm without losing the OpCo voice.
Continuous improvement / Lean background (Six Sigma / black belt, Toyota A3, Kaizen, or equivalent) — certification not required, but real fluency expected.
Integration experience — leading operating-system rollouts, standardization, or rebadging in tuck-in acquisitions.
Proficiency with field-service technology and dashboarding tools (e.g., work-order / dispatch platforms, Power BI or similar).
Bachelor’s degree in Engineering, Operations, Business, or a related field; MBA or equivalent operating credentials a plus.

Responsibilities

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 construction) as Caliber expands its offering.
Lead the operations organization — ~4 account directors, regional program operators (RPOs), field teams, and account management, plus estimation / pricing support — hire, onboard, coach, and succession-plan.
Lead the business through peak snow season: align capacity, service providers, and field execution to an episodic, weather-driven demand curve.
Support integration of tuck-in acquisitions — operating-system rollouts, standardization, and rebadging where applicable.
Drive continuous improvement using Leo and Orion’s frameworks (Lean / A3), and embed an ownership mentality across the organization.
Own technology adoption across operations — work-order management, dispatch, mobile, and reporting — and ensure clean, audit-ready data.