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Hello, let‘s compare Gmail and Hotmail

Both free webmail services have shaped the history of consumer email over the past 20 years. As an industry analyst and email historian, I‘m going to walk you through how a Google-backed upstart overtook a tech giant‘s first-mover product. Grab a drink and let‘s dig in!

In Summary…

Before we get into the details, here are the key facts everyone should know when comparing Gmail and Hotmail/Outlook:

  • Hotmail pioneered free web-based email in 1996 with Sabeer Bhatia and Jack Smith at the helm
  • Gmail arrived in 2004 and quickly ate into Hotmail‘s market lead
  • Gmail surpassed Hotmail in total users around 2012
  • Microsoft rebranded Hotmail as Outlook in 2013 to modernize the aging platform
  • Gmail dominates email market share today despite Microsoft‘s efforts

Now that you‘ve got the gist, let‘s take a historical tour and see just how Gmail unseated the early webmail leader.

The History Behind Hotmail and Gmail

Hotmail Takes Flight

Hotmail was founded July 4, 1996 as one of the first free email services accessible from any web browser globally. Revolutionary idea, right? It caught on quick, and Microsoft acquired Hotmail just a year later in 1997 for $400 million.

Over 100 million active accounts by 1998. Not too shabby!

Bumpy Skies For Hotmail

In the early 2000s, competitors like Yahoo Mail and AOL Mail chipped away at Hotmail‘s lead. Meanwhile, Gmail loomed on the horizon…more on that soon!

Microsoft tried rebranding Hotmail as Windows Live Mail in 2005. Confusing name though – by 2007, they changed the name back to Windows Live Hotmail. At least subscriptions finally took off again after the messy transition.

Gmail Rockets Past

Gmail launched April 2004 out of Google‘s secretive labs, spearheaded by Paul Buchheit. It caught Microsoft sleeping on the job. Audacious features like threaded conversations, killer search, bulk archiving, and 1 GB free storage won consumers over.

By 2012, Gmail soared past Hotmail to become the world‘s largest email provider. Microsoft scrambled to respond but couldn‘t halt the ascent.

Outlook – Microsoft‘s Counterpunch

Staring down sinking market share against Gmail and other competitors, Microsoft retaliated with Outlook.com in 2013. Let‘s compare how that panned out…

Transitioning Legacies to Outlook

The Outlook rebranding upgraded Hotmail users to a modern platform for free. Internally, Microsoft aligned email systems behind the scenes:

  • Discontinued legacy Hotmail infrastructure
  • Converted accounts to use Enterprise-grade Exchange server technology

The outcome? A fresh email platform leveraging security and capabilities from Microsoft‘s business suites.

Adoption Challenges

Early bugs plagued Outlook‘s launch before stabilizing by 2015. However, consumer mindshare proved difficult to recapture even though Outlook addressed Hotmail‘s aging issues.

Results – Outlook Grows but Can‘t Close the Gap

Currently, Outlook claims about 400 million active users. Impressive growth yet still dwarfed by Gmail‘s over 1.5 billion accounts.

Microsoft promotes Outlook across Windows, iOS and Android to reach more consumers. Even bundling access into Office suites only trims at the edges though.

Innovating Across Google Ecosystems

Contrast Microsoft playing catch-up to Google‘s ecosystem. Gmail interoperates tightly with:

  • Google Workspace‘s productivity suite
  • Shared storage via Google One
  • Cross-device syncing

And Gmail Labs continually test experimental features that sometimes stick around.

The innovation gap remains a key reason why Gmail retains its commanding market share over Outlook based on my industry analyst perspective.

Verdict – Gmail Still Leads the Webmail Race

Gmail hasn‘t slown feature improvements despite already winning the webmail race years ago. And Microsoft‘s efforts transitioning to Outlook haven‘t stopped Google‘s momentum.

For new consumers choosing between the two, Gmail has clear advantages thanks to being tightly integrated across Google‘s Cloud universe.

But Outlook still puts up a fight when privacy matters most. Avoiding personalized ads has appeal if you preferred Hotmail‘s approach previously.

Either way, with over 1.5 billion active Gmail accounts, Google holds the lion‘s share of consumer webmail. And doesn‘t look to be giving that up anytime soon even facing reinforced competition from Microsoft‘s Outlook.

Let me know if you have any other tech history questions! Happy to dig into the details around major shifts in our online services. Talk soon!