Cakewalk

Top-Notch Benefits. Made Simple.

health AI? digital health? medtech?

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StageSeed

Raised$10.17M - $10.8M

Founded2024

Employees9

Locationhoboken, NJ

Business modelB2B SaaS / platform for small businesses to offer benefits

About

40% of America's workforce—the people who build homes, cook meals, fix cars, and care for children—has been locked out of quality benefits. Not because they don't deserve them. Because the system was never built for them. Cakewalk changes that. Cakewalk is the first digital benefits platform built for them, making big-company benefits accessible, guided, and easy to offer. Because benefits shouldn't depend on company size. A note on language: the industry calls them "small businesses (SMBs)." We prefer "everyday businesses." After all, they built this country and keep it running every day. There's nothing small about what these teams take on.

Product

Value proposition: A digital benefits platform that makes big-company benefits easy for everyday/small businesses, guiding setup, enrollment, and ongoing administration.
Target customers: Small businesses and workplaces (Dental Practices, Veterinary Clinics, Childcare Centers, Home Health Agencies, Accounting Firms, Law Offices, Retail Shops, Medical Clinics)
Pricing: Not explicitly stated

Founders

Johannes Keienburg — CEO
Gil Roeder — CPO
Gonzalo Rubio Torrente — CTO

Products

Dental benefitsVision benefitsLife insurance & income protectionGroup health benefits (general)Employee benefits enrollment platform

Key features

Guided setupEasy online enrollmentNo extra work for employerSelf-enrollment by employeesBenefits live date schedulingPlan recommendations/addressing budget and team needs

Care settings

Small businessesSMB workplacesoffice/remote teams

Investors

Fly VenturesSeedcampPossible VenturesKindred CapitalVertex Ventures USGoogle for StartupsTim SadlerChrysanthos ChrysanthouJonathan HeiligerGabriel MatuschkaSimon Leicht

News

🔥 Exclusive: Kindred Capital backs AI agents startup Cakewalk in $7.5m seed round - Uudis.net · 2025-04-23T08:00:00.000Z
Kindred Capital invierte $7.5m en Cakewalk, startup de IA - El Ecosistema Startup · 2025-04-23T12:19:35.000Z
AI Meets Care Transitions: How One Startup Is Seeking to Reduce Readmissions and Costs - MedCity News · 2025-08-24T14:09:00.000Z
Cascala Health raises $8.6M to use AI in post-hospital care · 2025-08-20T11:00:45.000Z
Customer Stories - Cakewalk · 2026-05-26T00:00:00.000Z
AI and ABHA: How Eka Care digitised 110 million health records - The Economic Times · 2025-08-08T00:00:00.000Z

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Profile updated Jul 29, 2026. Sources: cakewalkbenefits.com, dashboard.cakewalkinsurance.com, calculator.cakewalkinsurance.com