Certainly Health logo

Certainly Health

Leader

SF YC S23 doctor booking with upfront cost guarantees via ML price prediction; $2.3M Pacific 8/YC seed Dec 2023 solving 57% surprise bills and 38% delayed care competing with Zocdoc for healthcare price transparency booking.

70
AI Score
Grade B
AI Visibility Score (Beta)
HealthcareWebsiteUpdated March 2026

Company Overview

About Certainly Health

Certainly Health is a San Francisco-based healthcare price transparency marketplace — backed by Y Combinator (S23) with $2.3 million in seed funding in December 2023 from Pacific 8 Ventures, Y Combinator, institutional investors, and angels — providing patients with a doctor booking platform that shows upfront out-of-pocket costs using machine learning to predict and guarantee healthcare spending before appointments, addressing the surprise medical bill crisis where 57% of Americans have received unexpected bills and 38% delay care due to cost uncertainty. Founded in 2023 by Daryl Sew and Kevin Chiu (Stanford graduate, former Uber engineer, and Uber Health founding member who grew that program to $100 million in 2 years), Certainly Health enables patients with insurance to book doctors while seeing the actual cost they will owe — not the sticker price.

Business Model & Competitive Advantage

Certainly Health's cost prediction platform addresses the opacity that makes US healthcare financially unpredictable: a patient with a Blue Cross PPO insurance plan needing a specialist visit faces 2-10x price variance for identical services across providers in their network — but the actual out-of-pocket cost (driven by their deductible accumulation, coinsurance rate, and the specific billing codes the provider uses) is unknowable in advance. The result: patients receive bills weeks after services that differ dramatically from what they expected. Certainly Health's ML model (integrating insurance plan design, provider contractual rates, patient deductible status, and historical billing code patterns to calculate the expected patient responsibility before the appointment) provides the cost transparency that allows patients to make informed provider choices and eliminates the anxiety that makes 38% of Americans delay needed care.

Competitive Landscape 2025–2026

In 2025, Certainly Health competes in the healthcare price transparency, patient cost estimation, and doctor booking market with Sesame (direct-pay healthcare marketplace, $90M raised), Turquoise Health (healthcare price transparency, $30M raised), and Zocdoc (doctor appointment booking, $470M raised at $1.8B valuation) for patient and employer-sponsored healthcare navigation and transparent cost booking platform adoption. Pacific 8 Ventures' seed leadership reflects healthcare consumer technology investment conviction. Y Combinator S23 backing connects Certainly Health with the healthcare technology and fintech investor community. Kevin Chiu's Uber Health experience (building healthcare logistics at Uber scale) provides operational credibility for complex healthcare marketplace dynamics. The 2025 strategy focuses on growing through employer-sponsored healthcare navigation benefits, building the deductible tracking integration for patients managing health spending against annual out-of-pocket maximums, and expanding the specialist booking categories where cost variance is highest.

Founded
2023
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Key Differentiators

Market Leader

Certainly Health is recognized as a market leader in the Healthcare sector, demonstrating strong industry presence and customer trust.

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Estimated Visibility Trend (Beta)

Simulated 8-week rolling score

70
→ Stable

Based on estimated brand signals. Historical tracking coming soon.

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