Which SSO Solution Is Right for You?

In this Addigy webinar, Senior Product Marketing Manager Angela Diaco, Senior Product Manager Mikaela Gilman, and Creative Techs CEO and Apple premium technical partner Tim Pearson break down the four ways to do single sign-on (SSO) on Apple devices — enrollment SSO, platform SSO, extensible SSO, and Addigy Identity — and offer a framework for choosing the right fit for your fleet. The session also covers new Addigy Identity features including silent FileVault unlock, end user directory assignment, and simplified platform SSO setup, with the core takeaway that identity is foundational to security and Addigy includes all of these SSO solutions at no extra cost.

Video Transcript

Introductions

Angela Diaco (Senior Product Marketing Manager, Addigy): Welcome everyone. Our main speakers today are Mikaela Gilman, Senior Product Manager at Addigy and head of end user apps and identity solutions, who previously worked at Apple, and Tim Pearson, CEO and founder of Creative Techs and an Apple premium technical partner. Tim works with teams to simplify their Apple environments with a focus on identity security and device management. His team helps companies cut through complexity and make decisions that work for their tech, spanning professional services, creative services, healthcare, and tech. It’s less about industry and more about the mindset: anyone who wants their technology to just work.

Agenda

Angela: We’ll cover what SSO is and your options, how Tim uses SSO today, a framework to find your best SSO solution, a deep dive on what each solution offers, a look at what’s launching today within Addigy Identity led by Mikaela, and then time for Q&A. The official run time is 45 minutes. If you have questions, please add them to the chat sooner rather than later so we can weave them in. This session is recorded and will be sent out afterward.

What Is SSO?

Angela: Single sign-on (SSO) in the context of an Apple MDM means you log in once, and with that set of credentials you get into everything you’re allowed to use: your device, apps, and services. For end users, this alleviates the password fatigue of remembering many passwords and lessens the risk of phishing. For admins, it’s about control and reducing risk: one place to provision or deprovision access, a clear audit trail, and fewer passwords floating around. Most data breaches come from stolen or reused passwords, so the fewer of those you have, the better.

Identity Management Challenges in the Field

Mikaela Gilman: Tim, what problems were you noticing in the identity management space before looking into what Addigy had to offer?

Tim Pearson: As an Apple premium technical partner, we run across issues all the time. A real easy win for us is identity. When we take on new customers — especially healthcare-adjacent customers who have tons of computers, users, and data they need to protect — they often operate in retail-type environments where 20 or 30 iMacs are set up around a location all using the exact same shared login and shared access to resources. Being able to tie those users to those devices instantly ups the security game. When we can put that on, people know their login and password, they have to type it anyway, and now they’re just in their tools where they belong. It’s a big deal.

The Four Ways to Do SSO on Apple Devices

Mikaela: We have four different solutions: enrollment SSO, platform SSO, extensible SSO, and Addigy Identity. One thing I’ll say is that we are consistently working on this, so if there’s something we haven’t addressed yet, please reach out to [email protected] or your CSM.

Enrollment SSO

Mikaela: The best way to think about enrollment SSO is as a one-time gate into automated device enrollment. It sits at the intersection of the device management page and the terms and conditions you can set through Addigy, and right after, you’re met with a login screen. This allows IT teams to secure their fleet so that no one else can sign in to these devices — especially important if you’re shipping them to remote employees. Specific individuals authenticate in and get set up, so unauthorized people don’t get access to company resources. It’s supported on iPhone, iPad, and Mac, which is significant because not every vendor supports login windows on mobile devices. You can take it one step further with end user directory syncing through our SCIM server.

Platform SSO

Mikaela: Platform SSO is Apple’s native login solution. It looks just like the native login window, you can authenticate through FileVault, and it’s only supported on Mac. Apple recently added setup assistant support within the last year, which was a major blocker for some folks adopting it. It shows up at the login window and also authenticates you through native apps and browsers. Today, Entra and Okta are the only two identity providers that support this natively. There are quite a few restrictions around hardware, OS, and the type of users. This solution is still maturing, so I highly recommend testing it in a separate policy, not a production environment, because one small change in the profile can be drastic. I’ve even locked myself out in the early days.

Mikaela: The demo shows the existing password syncing experience at the desktop. If a device has already run through ADE, the user sees a native notification registration option and a prompt, runs through MFA, and once authenticated it syncs the password and binds the account to the local Mac account. You can see it successfully registered via a green dot, which is nice for troubleshooting.

Extensible SSO

Mikaela: Extensible SSO is the overall framework that platform SSO is built on top of. What’s nice is it’s flexible — you could implement it so users just sign in to apps and websites rather than at the login window. It’s a nice entry-level way to get your feet wet with Apple’s framework and eventually move to platform SSO. You have far more control, but be careful with end users, because it can keep prompting them if you’re not careful. It’s supported on Mac, iPhone, and iPad.

Addigy Identity

Mikaela: Addigy Identity is our custom login window. It was recently completely revamped and redesigned, so it looks like a Swift native application. It has just-in-time user creation, IdP password sync, MFA options, and emergency offline access, and it’s a lot faster to set up. We don’t charge for any of these solutions, so whichever one is best for you is the one we want you to go with. A couple of things to know: if you’re using captive portals or public Wi-Fi networks, this is not the recommended solution, and if you want Touch ID at the login window, platform SSO is the best option because of the technical restrictions custom login windows have. Addigy Identity is supported on macOS only.

How One MSP Uses SSO Today

Tim: We use Addigy Identity a lot — it’s our preferred method. If customers are Google Workspace or Office 365 customers, we tie their identity to the device and handle their device logins that way. What I like most is it’s really low lift. Apple platform SSO is awesome and I’m excited about it for 2027 or 2028, but it’s not something I want to put our customers through today. Addigy Identity just works for us — we can set it up in minutes. Logging in with a Microsoft screen feels weird to a graphic designer who’s used a Mac for 20 years, especially in the Pacific Northwest where people are pretty anti-Microsoft, but it’s been super successful and people get it. I sleep better at night knowing the login is tied to the device and we can shut things down quickly if we need to.

The CEO Onboarding Story

Tim: We manage 100 Apple devices for a very large print marketing company with four or five hundred employees. We shipped a box direct from Apple to the CEO’s home. He opened the laptop, got it on his home network, clicked through, got to the registration screen, and was prompted with his Microsoft login. I hadn’t told him it was coming. He Slacked me asking what it was, I said just log in, and he logged right into his device. About ten seconds later, Addigy’s self-service jumped in and installed all his apps. In a very short period of time he was ready to go, and his response was that it was slick. That’s the experience we’re trying to deliver.

The FileVault Friction Problem

Tim: Our biggest pain point is FileVault. We like FileVault protection on laptops, and some customers require password rotation on a regular schedule. That creates friction because users change their password but don’t remember they need to log out, so we deal with people getting locked up at the FileVault screen.

Tim: We’ve been using the latest workflow in production and our tickets have dropped quite a bit.

What’s New and What’s Next in Addigy Identity

Silent FileVault Unlock

Mikaela: We’ve been working on many identity features. One is silent FileVault unlock, which was released yesterday. You can enable it with a single checkbox. In the demo, the side with the setting on reaches the Addigy Identity screen and gets to the desktop while the side with it off is still unlocking FileVault first and working through 2FA. It saves your end user time and reduces friction. It fails gracefully — if the end user doesn’t have a secure token, we still present the FileVault screen for security purposes, but if they’re allowed to unlock FileVault, we silently unlock it for them. There’s a QR code with steps on how to enable it.

End User Directory Assignment

Mikaela: Also released yesterday is end user directory assignment driven by Addigy Identity. It’s a single checkbox as long as you have a SCIM server set up. With enrollment SSO and now Addigy Identity, users are automatically assigned in real time, so you have proper, updated inventory management. You can also set up automations to automatically lock or erase devices if someone leaves or a device is lost.

Simplified Setup for Platform SSO

Mikaela: We’re bringing platform SSO into ADE and enforcing the login experience. After creating a user, it authenticates via the SSO extension, you run through 2FA and provide your password so password syncing can occur. You can also look at smart card workflows, all controlled through the identity provider. Microsoft recently announced support for this as well. If your identity provider doesn’t support platform SSO, mention it to them and let us know — we can advocate and see what options you have. This is coming soon, in the next week or so.

Why It Matters

Angela: The reason we did all this is that Apple management starts at hello. We want there to be just one identity at the Mac login — the same credentials end users are already using, with no separate Mac passwords to reset. This lessens the burden on the admin. The sign-ins do the work, increasing automation: logins auto-map the user to the device and keep assignments aligned within your IdP. FileVault stays on. Note that the first time you turn this on, the user will need to log in twice, but moving forward it will silently unlock. We don’t think core identity features should have a price tag — this is core to the security of your environments, and especially for MSPs, it shouldn’t be something you pay extra for or that erodes your margins.

Tim: There are situations where we charge, but in general we don’t. It’s included because it just makes sense. It’s one of those sleep-at-night things. We’d be giving it to people regardless, so I like that it’s just included.

The SSO Solution Picker Tool

Angela: Mikaela had the idea to create a free interactive tool to help you find the right answer for your fleet, and it’s now live on addigy.com.

Mikaela: A lot of admins don’t know there are baby steps they can take to get their end users closer, so it’s not as painful when they switch authentication methods. Going from Addigy Identity to platform SSO is a big jump and a completely different end user experience, but there are smoother ways to get there. You can start with the problem — login fatigue, password alignment, too many help desk tickets — or start with your specific setup and fleet. It’s free, so you can try it as many times as you want. The result shows the best fit, what else you could consider, and what’s not the best fit depending on your goals. It’s brand new, so if you have feedback or disagree with the outcome, please let us know.

Q&A

Passwordless for Addigy Identity

Mikaela: Passwordless is definitely a priority and the ideal solution. More to come. If you want to schedule a call, we can potentially show you what we’re thinking about releasing and get your feedback.

Does platform SSO sync user data for auto-assignment?

Mikaela: No, it does not sync, just like Addigy Identity. But you can set up a SCIM server and pull in all those user attributes, group assignments, and anything assigned to that application into Addigy to do auto-assignments. You can also do multiple directory assignments, which is important for MSPs, or just one for standard IT teams.

Does Addigy Identity work with JumpCloud as an identity provider?

Mikaela: Not for Addigy Identity directly. We support generic IdP configurations for things like enrollment SSO or generic SCIM, but Addigy Identity is not one of them.

Tim: We do have customers using JumpCloud where Addigy Identity is linked to their Entra, and their JumpCloud is also linked to Entra. So they might log into their Synology server with JumpCloud credentials and log into their Mac with the same credentials through the Microsoft login window. You could do Addigy Identity if JumpCloud wasn’t your only IdP.

How do I reduce how many times a user has to authenticate?

Mikaela: My answer is not to adopt all of the SSO solutions — pick the ones that work for you. If you’re looking for a SCIM directory, you can use Addigy Identity now that we released end user directory syncing and auto-map users, which handles the enrollment SSO aspect. Then pick either platform SSO or Addigy Identity based on your needs. The cleanest experience is platform SSO mixed with Addigy and Microsoft conditional access, especially with our latest self-service release and updated SDKs.

How can I avoid platform SSO users being repeatedly prompted for credentials?

Mikaela: Set up a separate policy for a test device with platform SSO configured the way you want, and make sure you’re on the macOS beta so you can see whether the next release will impact the login window. Over the last couple of years we’ve seen impacts there. Catch it, submit feedback early — Apple is very responsive, especially with the login window — and mention it to us so we can advocate. Platform SSO is still maturing, but it’s the direction Mac authentication is moving, so keep an eye on it.

FAQs

What is single sign-on (SSO) in an Apple MDM context?

Single sign-on means a user logs in once and, with that one set of credentials, gets access to everything they’re allowed to use — their device, apps, and services. For users it reduces password fatigue and phishing risk, and for admins it provides centralized control, a clear audit trail, and fewer passwords to manage.

What are the four ways to do SSO on Apple devices?

The four solutions are enrollment SSO, platform SSO, extensible SSO, and Addigy Identity. Enrollment SSO is a one-time gate into automated device enrollment; platform SSO is Apple’s native Mac login solution; extensible SSO is the broader framework platform SSO is built on; and Addigy Identity is Addigy’s custom macOS login window.

What is the difference between platform SSO and Addigy Identity?

Platform SSO is Apple’s native login solution, supports Touch ID at the login window, works with Entra and Okta natively, and is Mac-only but still maturing. Addigy Identity is a custom login window that is faster to set up, supports just-in-time user creation, IdP password sync, MFA, and emergency offline access, but is not recommended with captive portals or public Wi-Fi and is macOS-only.

How much does Addigy charge for its identity and SSO solutions?

Addigy does not charge extra for any of its SSO solutions, including enrollment SSO, platform SSO, extensible SSO, and Addigy Identity. Addigy’s position is that core identity features should not be a separate line item, especially for MSPs whose margins would be affected.

What is silent FileVault unlock and how do I enable it?

Silent FileVault unlock lets eligible users bypass typing their password at the FileVault screen, reducing friction and login time. It’s enabled with a single checkbox in Addigy, and it fails gracefully — users without a secure token still see the FileVault screen, while users allowed to unlock FileVault are unlocked silently.

Does Addigy Identity work with JumpCloud as an identity provider?

Addigy Identity does not directly support JumpCloud as an identity provider, though Addigy supports generic IdP configurations for enrollment SSO and generic SCIM. You can still use Addigy Identity if JumpCloud is not your only IdP — for example, tying Addigy Identity to Entra while JumpCloud is also linked to Entra.

What is the cleanest way to reduce how often users authenticate?

Rather than adopting all SSO solutions, pick the ones that fit your environment. The cleanest experience is platform SSO combined with Addigy and Microsoft conditional access, using the latest self-service release; alternatively, Addigy Identity with end user directory syncing can auto-map users and cover the enrollment SSO need.

How do I prevent platform SSO from repeatedly prompting users for credentials?

Set up a separate test-device policy with platform SSO configured as intended, and keep a device on the macOS beta to catch whether upcoming releases will affect the login window. Submit feedback to Apple early, since Apple is responsive about login window issues, and notify Addigy so they can advocate on your behalf.