AiL008 – Neil Squillante is flying through the Golden Age of Email with Airmail

AiL008 – Neil Squillante is flying through the Golden Age of Email with Airmail

My guest today is Neil Squillante who is the publisher of the outstanding TechnoLawyer collection of FREE newsletters including TechnoRelease, LitigationWorldBiglawWorld, SmallLaw, and several more.

Neil started writing TechnoLawyer as a hobby in 1997. I started law school in 1997 and I remember receiving some of those very first text-only newsletters since it was one of the ONLY publication that was focused on how technology was being used in the practice of law.

Before TechnoLawyer became a full-time job for Neil in 1999, he practiced at Willkie Farr & Gallagher in New York City where he mostly focused on commercial litigation.

I’ve personally known Neil for several years now and have had the honor of writing several articles on e-discovery and iPad-related topics.

Before jumping into the Airmail software and app, Neil boldly explains why we are living in a GOLDEN AGE of email which makes for an interesting discussion.

Neil and his team also put together a fantastic e-book called “The Lawyer’s Guide to a Well-Appointed iPad (Fourth Edition)” and I was one of the contributors. I highly recommend downloading the free e-book and subscribing to one or more of the free TechnoLawyer email newsletters.

Apps & software mentioned in this podcast:

 Airmail 3 for macOS

 Airmail 3 for iOS

Slack website and app

Claris Emailer (old school!)

Microsoft Entourage (Microsoft’s old email client for the Mac but they have now switched to Microsoft Outlook)

Mail Act-On (add-on for Apple Mail to easily file email messages)

Links above may be affiliate links to the iTunes App Store or


  1. Bob Butler - May 8, 2017 6:11 pm

    Great job Neil, really helped be decide to give up an Apple Mail. Loved the perspectives about the golden age of email.

  2. Carlene O'Meagher - May 8, 2017 7:57 pm

    I agree with you, Neil, about the undervaluing of Google’s pioneering work in search, storage and spam filtering. I think we *had* a golden age but it is waning with the increase in phishing attacks