Q: is anyone managing to synchronize OneNote Tasks all the way to iOS (iPhone) Reminders, by using Outlook Tasks as an intermediate step? --- TL;DR --- [Minor edits - typos] Elsewhere I have described how I use OneNote on a convertible tablet PC, wearable iPhone and Apple Watch, and how I use both Outlook at work, and Gmail for personal stuff, and have therefore been reluctant to use Outlook specific tasks. I was wondering about keeping my GTD Next Action Context Lists in iOS Reminders, since my iPhone and Apple Watch are the devices I have most regular access to. CONSENSUS of GtdConnect users seems to be "don't do that", since crossing ecosystems is a hassle. That's true. But poking around inspired by these fora showed me that OneNote Tasks can synchronize with Outlook Tasks (which I knew, but did not care about, since I am reluctant to use Outlook/Exchange specific features), and also that Outlook Tasks can synchronize with iOS Reminders on my iPhone and Apple Watch (which I did not know). If that synchronization was seamless and hassle free, it might be worth my while to use. Moreover, in the past I only had an Outlook/Exchange account for work, so was reluctant to put personal tasks in Outlook. But if this is available via my personal Office365 home license for Outlook connected on my otherwise mostly unused MS based personal accounts (which mostly just forward to Gmail), or even if available in one of MS's mail apps that can connect to non-Exchange IMAP, it might be worth my using Outlook tasks both for work and separate personal Outlook accounts. (But then I wonder about gotchas - e.g. I bet that Outlook Tasks are not available on IMAP.) Hence my question: is anyone doing this? How much hassle? This is a superset of the question "How much of a hassle is it to synchronize OneNote Tasks with Outlook Tasks"? I have looked into this before, and did so again last night - and it looked pretty painful. Not instantaneous. A task might appear to be checked off as completed on Outlook and not be completed on OneNote, and vice versa, at least for a while. No way that I could see to say "Make consistent right now." At least one GTD consultant says that it isn't worth bothering with. But, there may be tricks that other GTD connect and forum users know, that I do not know, to make such synchronization work OneNote<->Outlook, and thence to <->iOS Reminders. I am hopeful but doubtful.