Keeper Vs. Password Boss— Which Password Manager Takes The Cake?

Note: Keeper now offers dark web scans for Business and Enterprise accounts.

Keeper and Password Boss are both solid password managers, but Password Boss is free, while Keeper requires a subscription. Is Keeper really worth the extra cost? Check out our side by side comparison to see how they stack up.

Get Best Offer
  • Unlimited number of passwords and devices
  • Multi-factor authentication
  • Dark web scan

Doesn't expire

Get Best Offer
Password Boss
  • Unlimited number of passwords and devices with paid plans
  • Multi-factor authentication
  • Dark web scan

Doesn't expire

Key Similarities

  • Both have password generators that allow you to create strong, unique, customizable passwords
  • Both use a master password to protect your data
  • Both use one-sided encryption
  • Both have a customizable interface
  • Both offer business applications
  • Both offer two-factor authentication

Key Differences

  • Password Boss is free for the most basic version, while Keeper requires a paid subscription
  • Keeper offers a family application
  • Keeper has a security audit feature



Winner: Password Boss

Both Keeper and Password Boss feature a sleek interface that’s easy to navigate. They’re both customizable in their own way; Keeper allows you to change the background color, while Password Boss allows you to view your saved passwords in either a list layout or a tile layout (Keeper utilizes a list layout). While both applications have a solid, intuitive interface, Password Boss comes out slightly ahead because it automatically features the logo on entries for popular websites and applications, making it easy to find specific passwords quickly.


Winner: Keeper

Like Keeper, Password Boss offers two-factor authentication, a helpful and increasingly popular security tool. Still, Keeper offers a lot more in the way of security, including a very helpful security audit feature. In the “security audit” section of the application, each of your saved passwords is assigned a security score based on their strength. It also tells you which passwords require an update. If your password is weak, it will mark that record in red, and include it in the “require update” section. There is also a section that includes any reused passwords. This feature is incredibly useful in helping users consistently maintain strong passwords, putting Keeper ahead in the security category.

For Families

Winner: Keeper

Password Boss does not offer a family specific application. Keeper offers the Keeper Family Plan, a version of the application that allows you to add up to five family members. It offers secure vault-to-vault sharing, so you can share certain records only with specific users, and each family member also has their own private vault. This allows you to share financial or sensitive information with your significant other without sharing it with your children.

For Businesses

Winner: Keeper

Password Boss and Keeper both offer solid business applications that allow companies to securely share passwords and other sensitive information among multiple employees. In both applications, a central administrator oversees employee activity, and can designate permissions, assign credentials, view password security reports, and streamline the onboarding process for new employees. Keeper wins for its advanced onboarding feature called Keeper SSO Connect, which uses Keeper’s zero-knowledge security architecture to authenticate new users into the Keeper vault.


Winner: Password Boss

Password Boss is free, but Keeper costs $30/year after the 30-day free trial.

Mobile App

Winner: Keeper

The Password Boss and Keeper mobile apps offer many of the same features, like Touch ID and a password generator. Keeper takes the cake for a sophisticated feature called Keeper DNA, which allows users to streamline security preferences by turning on Touch ID, one-time passwords, and Apple Watch syncing.

Who Keeper Might Be Better For:

  • Users who want a comprehensive security audit feature
  • Users who want a strong password manager for business or family use

Full Keeper review

Who Password Boss Might Be Better For:

  • Users who want a password manager specifically for business use

Full Password Boss review


While Password Boss is an efficient, free password manager, Keeper definitely offers more features, so it may be worth the money. It really comes down to whether or not the extra features are worth it for you. 

To learn more, read our review of the best password managers of 2019.

Gwynn Ballard

Gwynn Ballard

Gwynn Ballard is a writer based in New York City. In addition to writing for Security Baron, she writes and performs comedy all around New York and on the internet. She's also a playwright, and has had her work presented at places such as Classic Stage, Manhattan Repertory Theater, and Playwrights Horizons Theater School.

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