“Healthcare isn't working for anybody,” says Cityblock Health’s Dr. Toyin Ajayi | Term Sheet
On day 36 of the U.S. government shutdown – fueled in part by clashes over the Affordable Care Act and the country’s healthcare system – Allie talks to someone working to disrupt and fix that system: Cityblock Health cofounder and CEO Dr. Toyin Ajayi. A former physician for at-risk patients, Ajayi …
The Grand Roundup: Peptide boom, payer pressures, AI and Medicaid, clearinghouse innovation, and nearly $600M in health tech funding
The Grand Roundup | March 30, 2026
A packed hour of health tech news: Kevin and Martin recap AHIP (the mood was grim), break down the MA final rates notice dropping any day now, and dig into the peptide/longevity boom reshaping consumer health. Plus two live guest interviews — Toyin Ajayi of Citybl…
AI in healthcare: the case for starting in Medicaid with Cityblock's CEO, Toyin Ajayi
Cityblock's CEO Toyin Ajayi joins to make the case that AI should be deployed in Medicaid first, not last. With 60% of healthcare AI investment going toward revenue cycle and risk adjustment, she argues we're using the technology to deepen an inflationary spiral instead of solving the hardest probl…
Cityblock Co-Founder, Toyin Ajayi: What Happens When You Treat Healthcare as a Right, Not a Transaction?
Today, we're joined by Toyin Ajayi, co-founder and CEO of Cityblock Health and a former doctor who trained in the NHS before taking on the US healthcare.
Toyin built Cityblock to serve people on Medicaid. The company is now around $1.5bn in annual revenue, with 150,000 members across 11 states. Tom…
How Do We Address the Rise of Chronic Diseases? | Building Better Health Episode 3
Chronic disease among young Americans is at record levels. The U.S. healthcare system has historically operated as a reactive "sick care" model, from heavily favoring high-cost crisis interventions to undervaluing the proactive care that prevents illness in the first place.
In Episode 3 of Buil…
AI: Show Me the Outcomes
Chip talks with Dr. Toyin Ajayi, co-founder and CEO of Cityblock Health, which delivers value-based care to more than 100,000 Medicaid and dual-eligible members across ten states, many of them people of color managing chronic conditions. Ajayi makes a pointed case: Roughly 60 percent of health care…
AI Has More to Offer Health Care (feat. Dr. Toyin Ajayi)
Much of the AI used in health care today is tied up in helping the industry manage its revenue streams — think billing and coding assistance. But Dr. Toyin Ajayi knows there's more AI can do to help manage the health of patients.
On the new episode of The Dose, Dr. Joel Bervell talks with Dr. Ajay…
The Trust-First Model Transforming Medicaid Care w/ Dr. Toyin Ajayi & Mike Roaldi, Cityblock
More than 70 million Americans are covered by Medicaid, and the people with the most complex needs, those juggling mental illness, housing insecurity, and chronic disease simultaneously, are the ones the traditional health care system is least equipped to reach.Dr. Toyin Ajayi, Co-Founder and CEO, …
Cityblock Health Reimagines Care for Those Left Behind
“It’s not about the technology itself, it’s about the form factor,” says Dr. Toyin Ajayi, co-founder and CEO of Cityblock Health. She joins Bloomberg Intelligence analyst Jonathan Palmer to explain how the company is redesigning care for complex Medicaid and Medicare populations around medical, beh…
Building Trust at Scale: Dr. Toyin Ajayi of Cityblock Health on Fixing Incentives in Healthcare
Dr. Toyin Ajayi, co-founder and CEO of Cityblock Health, joins the Five Mile Difference to share how she built one of the most mission-driven and financially rigorous companies in digital health, serving Medicaid members and dually eligible patients who the rest of the healthcare system has largely…
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