Can I add an iPhone and Chromebook to my all-Microsoft system?

If Paul adds an iPhone and Chromebook to his Microsoft devices, will it lead to a mess of email addresses and accounts?

Over the past few years I have been using all Microsoft-oriented products: a Windows 10 laptop and desktop, a Windows phone (Lumia 950) and a Surface 2 (Windows RT) tablet. One advantage is that they all log on to a single Windows account with an Outlook email address. I use Outlook (from Office 365) to manage my email, contacts and calendar.

Because of the poor app support for the phone and Surface 2, I'm wondering about getting an iPhone and a Chromebook to replace the tablet and laptop. My laptop needs are likely to diminish once I have finished my PhD, and will be mainly email, word processing and presentations.

When this column started, in a previous century, most users only had one PC. Home users did not have broadband, so email was collected via a dial-up modem. Some people had handheld "organisers" from Palm, Psion and other suppliers, but they synced with PCs. Life was simple.