We built a benefits platform
for the people.
Benefits shouldn't depend on company size.
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.
What we promise.
Why it matters.
Why it's us.
TRANSPARENCY
You see everything. No surprises.
Every plan, every detail, every step — visible from day one. No hidden terms, no fine print, no surprises after enrollment. The owner sees exactly what their employees see.
SIMPLICITY
Set up in minutes.
Setup is measured in minutes, not months or in meetings. No RFPs, no binder reviews, no implementation timelines. Our platform does the work that used to require a broker, an HR team, and three months of back-and-forth.
INNOVATION
Leveling the playing field.
Cakewalk makes big-company benefits accessible, guided, and easy for everyday businesses to offer.
Some numbers to know.
20%
of U.S. small businesses offer health insurance, dropping to roughly one-third for businesses with fewer than 10 employees
Source: KFF 2025
20%
of employees say having health insurance is essential to them
Source: PeopleKeep 2024
20%
of employees who voluntarily left a company could have been retained with better compensation and benefits
Source: Gallup
20%
of employees say they're more likely to stay with an employer because of their benefits package
Source: BlueWave HR 2026