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The health IT company is reinforcing its security credentials amid the spate of cyberattacks against the healthcare industry.
Diagnostics company Simple HealthKit, children's mental health platform Fort Health and Parkinson's disease-focused company Newel Health also received funding.
The layoffs affect less than 3% of the company's workforce.
The deal is expected to close this year.
The layoffs come weeks after the company said it will stop offering patient care services.
According to reporting by the Wall Street Journal, CVS is closing in on an agreement to acquire the primary care chain for $10.5 billion including debt.
The telehealth staffing and services startup confirmed it laid off 56 employees. It conducted an earlier round of layoffs over the summer.
The company will use the funds to expand its services into other sectors of the healthcare market.
According to a research letter published in JAMA, the AI chatbot provided appropriate answers for 21 of 25 questions.
At Digital Frontiers in Public Health, panelists from California and Maryland spoke of the difficulties they've faced in garnering data to improve public health outcomes.