And although Outlook’s long list of capabilities may be a selling point for businesses that actually need them, for those that don’t, it can seem like a lot of dead weight.įinally, Outlook isn’t exactly known for its reliability. Speaking of Outlook’s extensive feature set, it can be tedious, time-consuming and even difficult to get your employees up to speed on how to use different components within the Outlook interface. Although Business Basic may be more affordable for freelancers and small businesses than higher tiers, you still end up paying more for features that you might not want or need. Pricing for the latter starts at $5 per user, per month for Microsoft 365 Business Basic and runs all the way to $20 per user, per month for Microsoft 365 Business Premium all versions with an annual commitment. The former will cost you $139.99 per license each license is only good for one PC or Mac, making this option an unwise investment for enterprise-level organizations and unattainable for small businesses. There are two ways to purchase Outlook: as a standalone license or as part of Microsoft 365. For all the good Outlook can do, it also comes with some serious limitations, starting with pricing.