Personal blog of Yzmir Ramirez

When Apple confirmed it had acquired Fleetsmith, a mobile device management vendor, on Wednesday, it seemed like a straightforward purchase, but Fleetsmith customers quickly learned a key piece of functionality had stopped working  — and many weren’t happy about it.

Apple systems administrators began complaining on social media on the morning of the acquisition announcement that the company was no longer allowing them to connect to third-party applications.

“Primarily Fleetsmith maintained a third-party app catalog, so you could deploy things like Chrome or Zoom to your Macs, and Fleetsmith would maintain security updates for those apps. This was the main reason we purchased Fleetsmith,” a Fleetsmith customer told TechCrunch.

The customer added that the company described this functionality as a major feature in a company blog post:

For apps like Chrome, which are managed through the Fleetsmith Catalog, we handle all aspects of testing, packaging, triage, and deployment automatically. Whenever there’s an update (including security patches), we quickly add them to the Catalog so that our customers can enforce the latest version. In this case, we had the Chrome 78.0.3904.87 patch up within a couple hours of the update dropping.

As one system administrator pointed out, being able to manage Chrome browser security in an automated way was a huge part of this, and that was also removed along with third party app support.

As it turned out, Apple had made it clear that it was discontinuing this feature in an email to Fleetsmith customers on the day of the transition. The email included links to several help articles that were supposed to assist admins with the transition. (The email is included in full at the end of this article.)

The general consensus among admins that I spoke to was that these articles were not terribly helpful. While they described a way to fix the issues, they said that Apple has turned what was a highly automated experience into a highly manual one, effectively eliminating the speed and ease of use advantage of having the update feature in the first place.

Apple did confirm that it had responded to some help ticket requests after the changes this week, saying that it would soon restore some configurations for Catalog apps, and was working with impacted customers as needed. The company did not make clear, however, why they removed this functionality in the first place.

Fleetsmith offered a couple of key features that appealed to Mac system administrators. For starters, it let them set up new Macs automatically out of the box. This allows them to ship a new Mac or other Apple device, and as soon as the employee powers it up and connects to Wi-Fi, it connects to Fleetsmith, where systems administrators can track usage and updates. In addition, it allowed System Administrators to enforce Apple security and OS updates on company devices.

What’s more, it could also do the same thing with third-party applications like Google Chrome, Zoom or many others. When these companies pushed a new update, system administrators could make sure all users had the most recent version running on their machines. This is the key functionality that was removed this week.

It’s not clear why Apple chose to strip out these features outlined in the email to customers, but it seems likely that most of this functionality isn’t coming back, other than restoring some configurations for Catalog apps.

Email that went out to Fleetsmith customers the day of the acquisition outlining the changes:

Attempts to reach Fleetsmith founders for comment were unsuccessful. Should that change we will update the article.

At a time when IT has to help employees set up and manage devices remotely, a service that simplifies those processes could certainly come in handy. Apple recognized that, and acquired Fleetsmith today, a startup that helps companies do precisely that with Apple devices.

While Apple didn’t publicize the acquisition, it has confirmed the deal with TechCrunch, while Fleetsmith announced the deal in a company blog post. Neither company was sharing the purchase price.

The startup has built technology that takes advantage of Apple’s Device Enrollment Program, allowing IT departments to bring devices online as soon as the employee takes it out of the box and powers it up.

At the time of its $30 million Series B funding last year, CEO Zack Blum explained the company’s core value proposition: “From a customer perspective, they can ship devices directly to their employees. The employee unwraps it, connects to Wi-Fi and the device is enrolled automatically in Fleetsmith,” Blum explained at that time.

Over time, the company has layered on other useful pieces beyond automating device registration, like updating devices automatically with OS and security updates, while letting IT see a dashboard of the status of all devices under management, all in a pretty slick interface.

While Apple will in all likelihood continue to work with Jamf, the leader in the Apple device management space, this acquisition gives the company a remote management option at a time when it’s essential with so many employees working from home.

Fleetsmith, which has raised more than $40 million from investors, like Menlo Ventures, Tiger Global Management, Upfront Ventures and Harrison Metal, will continue to sell the product through the company website, according to the blog post.

The founders put a happy face on the deal, as founders tend to do. “We’re thrilled to join Apple. Our shared values of putting the customer at the center of everything we do without sacrificing privacy and security, means we can truly meet our mission, delivering Fleetsmith to businesses and institutions of all sizes, around the world,” they wrote.

Fleetsmith launched in 2016 with a mission to manage Apple devices in the cloud. It simplified an IT activity that had previously been complex, with help from Apple’s Device Enrollment Program. Over the last year, the startup has beefed up its offering considerably, and today it announced a $30 million Series B round led by Menlo Ventures.

Tiger Global Management, Upfront Ventures and Harrison Metal also participated. Under the terms of the deal, Naomi Pilosof Ionita, a partner at Menlo, will join the company board. Her colleague Matt Murphy will become a board observer. With today’s announcement, the startup has now raised more than $40 million, according to data supplied by the company.

Company co-founder and CEO Zack Blum says the original mission was about solving a pain point he and his co-founders were feeling around finding a modern approach to managing Apple devices. “From a customer perspective, they can ship devices directly to their employees. The employee unwraps it, connects to Wi-Fi and the device is enrolled automatically in Fleetsmith,” Blum explained.

He says that this automated approach, combined with the product’s security and intelligence capabilities, means that IT doesn’t have to worry about devices being registered and up-to-date, regardless of where an employee happens to be in the world.

It has moved from solving that problem for SMBs to having a broader mission for companies of all sizes, especially those with distributed work forces, which can benefit from enrolling in this automated fashion from anywhere. Once enrolled, companies can push security updates to all of the company’s employees and force updates if desired (or at least send strong reminders to avoid updating in the middle of a client meeting).

Over the last year, the company developed a dashboard for IT to monitor all of the devices under its management, including providing an overall health score with any potential problems it has found. For example, there may be a number of MacBook Pros without disk encryption enabled.

The dashboard ties into the identity management component of Office 365 and G Suite. IT can import the employee directory into the dashboard from either tool, and employees can sign into Fleetsmith with either set of credentials, providing a quick way to manage all employees in an organization.

Screenshot: Fleetsmith

Fleetsmith has also set up a partner program with Managed Service Providers (MSPs) to expand its reach further. MSPs manage IT for SMBs, and building a relationship with these types of companies can help it expand much more quickly.

The approach seems to be working, as the company has 30 employees and 1,500 customers. With the new cash in pocket, it intends to hire more people and continue building out the product’s capabilities, while expanding beyond the U.S. to markets overseas.