MacVoices #25277: In-Depth with the Developers of MailMaven and Joe Kissell (2)
MacVoices5 Nov 2025

MacVoices #25277: In-Depth with the Developers of MailMaven and Joe Kissell (2)

The second part of our conversation with Scott Morrison, Scott Little, and Beth Wall of MailMaven and Joe Kissell of Take Control Books, explores token-based search, a separate global search window, and smart mailboxes/rules with nested criteria. They explain how the conversation map tames complex threads, while a keyboard-first design speeds filing and actions, and detail a privacy-by-design approach—local data, encrypted metadata sync, and built-in PGP—and explain onboarding, documentation, and dynamic, scriptable signatures. (Part 2)

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Show Notes:

Chapters:

[0:00] Part 2 intro and setup
[0:49] Token-based search with suggestions
[2:11] Power user search syntax and filters
[4:04] Mailbox filter vs. global search window
[5:31] Advanced tokens menu and options
[7:38] Smart mailboxes with nested criteria
[8:50] Nested rules and complex logic
[10:17] Conversation threading pain points
[10:55] Conversation map and full-thread view
[13:20] Per-message vs. whole-thread actions
[16:34] Security model and local-only email data
[17:23] Encrypted metadata sync and keys
[19:53] Built-in PGP vs. extensions; S/MIME plans
[23:09] Limits of email security in the real world
[28:08] Docs vs. Take Control book: how to start
[30:05] Dynamic signatures and real-world examples

Links:

SpamSieve

Take Control of MailMaven by Joe Kissell (free!)

Guests:

Beth Wall is perhaps the main ingredient in the glue that has formed SmallCubed. Beth brings experience in systems' adminstration, databases and networking. Beth streamlines our SmallCubed workflows, builds websites, maintains our support systems and stores and cracks the whip. She has also played a key role in the organization of the Çingleton conferences in Montreal

Scott Little is based in Gdansk, Poland and the founder of Little Known Software. He has worked in software development for over 20 years and has specialized in the development of plugins for Apple's Mail.app for over 10 years. Scott has collaborated with other prominant Mail Plugin companies, such as Creative In Austria, and Feingeist Software and brought Little Known's products SignatureProfiler and Tealeaves to SmallCubed. He is our back-end wizard an server go-to guy.

Scott Morrison of Vancouver Island, Canada, developed Mail Act-On in 2004 and MailTags in 2005 and hasn't looked back. The product suite of MailTags, Mail Act-On and MailPerspectives is use by thousands of Mac users daily to bring sanity and fluidity to their email workflows. Scott Morrison has also been actively involved in the Mac Indie Developer Community as a speaker at several conferences and a co-founder of the Çingleton Conference in Montreal.

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