Trusted Health acquires ShiftOS to expand AI healthcare workforce scheduling

Trusted Health acquired ShiftOS's technology and AI scheduling platform, including the Holly agent, to expand its healthcare workforce tools. Financial terms were not disclosed, but Holly is deployed across organizations with workforces ranging from 25 to over 2,000 employees.

Categorized in: AI News Healthcare
Published on: Aug 19, 2026
Trusted Health acquires ShiftOS to expand AI healthcare workforce scheduling

Trusted Health has acquired the technology, intellectual property and other assets of ShiftOS, adding an AI-based scheduling system to its healthcare workforce technology platform. Financial terms were not disclosed.

Trusted plans to integrate ShiftOS's Holly AI scheduling agent into Trusted Works, its staffing and scheduling optimization platform for hospitals and health systems. The acquisition expands Trusted's reach across the healthcare staffing lifecycle, from forecasting workforce demand and building schedules to filling open shifts and determining when external labor may be required.

What Holly does

ShiftOS developed Holly specifically for organizations managing complex workforces. The system handles operational tasks including employee scheduling, call-offs, shift swaps, paid-time-off requests, professional license tracking and compliance monitoring.

Holly has been deployed across organizations with workforces ranging from 25 to more than 2,000 employees. The technology adapts to an employer's existing workflows, labor requirements, union rules and operating controls rather than requiring organizations to standardize their processes around a new scheduling system.

A central component of the acquisition is ShiftOS's agent-first architecture. Rather than adding individual generative AI features to conventional scheduling software, Holly coordinates more than 50 specialized AI agents, each responsible for particular workforce management tasks. The system uses ongoing evaluation, benchmarking and feedback to improve performance.

The automation angle

Employees can submit requests through text or phone, after which Holly can coordinate across systems and complete approved actions rather than simply presenting recommendations to managers. That automation capability addresses a persistent operational challenge for health systems, where staffing decisions can involve changing patient demand, employee availability, credential requirements, union rules, overtime considerations and the use of external or premium labor.

"Our healthcare partners need a new workforce operating system," Trusted Health founder and CEO Lennie Sliwinski said. The long-term objective, he said, is a system capable of anticipating demand, balancing schedules, filling staffing gaps and determining when outside labor or premium rates are necessary.

Trusted plans to use ShiftOS's technology as part of a broader effort to connect those functions within one platform. Over time, the company expects the acquired architecture to link demand forecasting, schedule optimization, automated open-shift fulfillment and external workforce planning. The strategy could also reduce administrative work for healthcare managers.

ShiftOS co-founder Autumn-Kyoko Cushman said Holly was designed to operate as part of a workforce operations team rather than creating another dashboard that managers must actively maintain. "The best workforce technology should not create another dashboard or another task for managers - it should take work off their plates while operating within their controls," Cushman said.

The acquisition adds technology that complements both sides of Trusted's existing workforce business. The company operates Trusted Health, a marketplace matching clinicians with flexible employment opportunities, as well as Trusted Works, which hospitals and health systems use to manage workforce demand, schedules, shift fulfillment and external staffing needs.

Integrating ShiftOS potentially allows Trusted to automate more of the decisions and administrative actions that connect those functions. The investment also positions the company around the emerging use of AI agents and automation, where software systems are designed to execute approved workflows rather than limiting AI to analysis or recommendations.

Founded in 2017 and based in San Francisco, Trusted develops healthcare workforce technology focused on real-time decision-making and automation. Its investors include Craft Ventures, Felicis, StepStone Group, Founder Collective and Town Hall Ventures.

Why this matters for healthcare professionals

For nurses and other clinical staff, the practical effect of this acquisition could be fewer administrative delays. ShiftOS's Holly can handle shift swaps, PTO requests and license tracking directly through text or phone calls, which means less time spent coordinating schedules with managers and more time focused on patient care. For healthcare administrators, the agent-first approach promises a system that works within existing union rules and labor policies rather than forcing departments to redesign their workflows - a key consideration for hospitals with complex collective bargaining agreements.


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