CareWork

AI-Forward Ops for Booming Senior Care Industry

Founded: 2021
Invested: Valor led seed round, 2022
Categories: seniorcare, healthtech, agetech

CareWork was founded to solve a problem that senior care operators know all too well: operational chaos driven by fragmented data, manual workflows, and disconnected systems. Under the leadership of Founder and CEO Bill Flanagan, CareWork has evolved from its early roots as a data-integration and workflow platform into a purpose-built, AI-forward operating system for long-term care and senior living organizations.

Today, that vision is embodied in HQ by CareWork—a unified platform designed to replace spreadsheet sprawl and system hopping with a single source of truth for operational decision-making.

From Fragmentation to Focus

Senior care leaders routinely spend hundreds of hours chasing data across payroll systems, EHRs, census tools, financial reports, and custom spreadsheets. The result is a fragmented view of operations that slows decisions, obscures risk, and leaves little room for proactive leadership.

HQ by CareWork was built to end this cycle.

By unifying data from the systems operators already use and applying automation and intelligence on top, HQ enables leaders to move from reactive reporting to confident, forward-looking management—without the need to hire in-house IT teams or rebuild their tech stack from scratch.

Deep Industry Roots, Powerful Market Tailwinds

CareWork’s origins are tightly coupled to the realities of long-term care operations. The company was built alongside operators navigating staffing shortages, margin pressure, regulatory complexity, and rising acuity levels—all while serving a rapidly growing aging population.

Those pressures have only intensified.

• The U.S. continues to add 10,000 people per day turning 65, a trend expected to persist through 2030.

• More than 70% of Americans over 65 will require some form of long-term care during their lifetime.

• At the same time, the sector has suffered severe workforce contraction, losing hundreds of thousands of jobs in recent years while costs continue to rise.

These structural tailwinds demand a new operating model—one where leaders can do more with less, without sacrificing care quality or compliance. CareWork is purpose-built for that reality.

HQ by CareWork: Ending Operational Chaos with Intelligence

Unlike point dashboards or static reporting tools, HQ by CareWork is designed as an operational backbone. The platform automates critical workflows and surfaces actionable insights across labor, census, clinical, and revenue operations—turning raw data into decisions operators can act on immediately.

Customers consistently point to dramatic time savings and improved visibility:

I worked with CareWork to automate the manual turnover analysis process and I now get the information I need with the click of a button (instead of in 8–10 hours). I can access the information weekly, monthly, and annually. Now I can manage turnover and get ahead of potential issues on a weekly basis so I can spot potential issues quickly, with the ability to impact the issues without a month of potential loss.”

— Krista Sikes, VP of Human Resources

Operational and financial leaders see similar gains:

The Medicare and Medicaid Resident Days reports used to be a completely manual, time-consuming process for me. These reports are required for annual cost reporting and audits, so accuracy and timeliness are critical. CareWork built them right into the platform, and now something that used to take me 8 hours is done in minutes. The data is audit-ready, reliable, and one less thing I have to stress about.

— Maria Stockton, Sr. Vice President of Revenue Cycle Management

Across deployments, CareWork has delivered 50–97% reductions in administrative burden, freeing teams to focus on care delivery, staff retention, and strategic growth.

Built for What Comes Next

With HQ by CareWork, the startup is leaning decisively into an AI-enabled future—one where senior care leaders operate with clarity, speed, and confidence in an increasingly complex environment.