Author: Matthew

  • Why Your M365 Bill Went Up (Even Though Prices Didn’t)

    In my last post about the July 2026 price increases, I said it would be the first price increase on core M365 products in over four years. I’ve gotten some pushback on that—from readers, customers, internal customer account teams, and from others who’ve watched their bills climb without adding a single license.

    Here’s the thing: technically, I’m right. Practically, for your budget? You’re right, it’s a price increase.

    What Microsoft Calls a “List Price”

    When Microsoft quotes you a price, they’re quoting the annual term, paid yearly price. That’s the official list price. On their website, M365 E3 shows “$36.00 user/month, paid yearly”—which means $432 per user per year, paid upfront. That number hasn’t changed since March 2022.

    Microsoft 365 E3 pricing showing $36 per month
    Microsoft 365 E3 pricing showing $36 per month
    (image from Microsoft.com)

    The monthly figure you see is just the annual price divided by twelve for easy comparison. It’s not misleading, but it’s easy to miss what “paid yearly” actually means.

    What Changed on April 1, 2025

    Before April 1, 2025, you could buy an annual term subscription and choose how to pay: all upfront, or spread across 12 monthly payments. Same price either way. Think of it as “12 months same as cash.”

    That ended on April 1st.

    Now, if you choose annual term with monthly payments, Microsoft adds a 5% premium. You’re still committed for the full year, but you’ll pay more for the flexibility of spreading it out.

    I spoke with a Microsoft rep at Ignite 2024 about this change. Their framing? Microsoft is “giving everyone a micro-loan.” I’ll admit, that felt a little insulting at first. But financially, it’s accurate—you’re paying interest on deferred payments. I just prefer thinking of it as losing the “12 months same as cash” option.

    The Pricing Tiers Now

    So here’s where things stand for subscriptions:

    • Pay upfront (annually): List price. No premium.
    • Pay monthly over 12 months: List price + 5% premium.
    • Monthly term (no annual commitment): List price + 20% premium.

    (There are 3-year subscriptions also but I don’t focus on those since very few customers and few CSPs even consider those. Maybe this will be another post.)

    That 20% monthly term premium has been around for a while. The 5% is new as of April 2025, and it’s what’s catching people off guard.

    That M365 E3 subscription last year was $36 per month. With the renewal, or a new purchase, now it is $37.80 per month.

    What You Can Do

    If your organization can shift to annual upfront payments, you avoid the 5% entirely. Several of our customers have made that switch. For others, cash flow makes monthly payments necessary, and the 5% is an acceptable cost for that flexibility. Neither answer is wrong—it depends on your situation.

    Looking Ahead

    July 1, 2026 brings actual list price increases on core products—the first since March 2022. M365 E3 goes from $36 to $39. That’s a different conversation, and I covered it in my previous post.

    But if you’ve been wondering why your renewal cost more than expected this past year, now you know: it’s not a price increase per Microsoft’s definition. It’s a price premium for how you’re choosing to pay. Your budget doesn’t care about the distinction, but understanding it helps you make better decisions at renewal time.

    Until next time.

    Matthew

  • Microsoft 365 Price Increase: What You’re Getting for the Extra Cost

    On December 4th, Microsoft announced feature enhancements coming to specific Microsoft 365 products—along with price increases. Before you focus on the price tag, let’s look at what you’re actually getting. Some of these changes might save you money by eliminating add-ons you’re paying for today.

    When Does This Hit Your Budget?

    The price increases take effect when your subscriptions renew on or after July 1, 2026. This is the first commercial price increase on these products in over four years. Three market segments are affected: Commercial, Nonprofit (which is tied to Commercial pricing), and Government. I haven’t seen anything indicating Education is affected.

    What You’re Getting

    The M365 Business products (Basic, Standard, and Premium) currently have 50GB mailboxes. Sometimes that’s not enough, forcing you to purchase Exchange Online Plan 2 licenses for users who need more space. With these changes, Business products will include 100GB primary mailboxes. If you’re paying for Exchange Online Plan 2 just for storage, you may be able to drop those licenses.

    Microsoft Defender for Office 365 Plan 1 (MDO P1) is being included in Office 365 E3 and Microsoft 365 E3. This has always felt like a gap to me—M365 Business Premium includes it, and M365 E5 includes Plan 2, but E3 customers had to buy it separately. MDO P1 provides attachment and link checking, plus anti-phishing protection. Importantly, it protects not just email but also documents in Teams, OneDrive, and SharePoint.

    If you’re using a third-party email security service like Proofpoint or Mimecast, this is worth re-evaluating. Those services protect email, but MDO extends protection across your collaboration tools. For a modest price increase, you might be able to consolidate your security spend.

    The Business Basic, Business Standard, and Office 365 E1 products will also get SafeLinks Lite, which checks URLs at the time you click them—a meaningful security improvement for those entry-level products.

    These are just the highlights I wanted to cover first. Microsoft is also rolling out Copilot Chat enhancements, additional Intune capabilities, Security Copilot for E5 customers, and more. I’ll dig into those in future posts.

    Source: Microsoft 365 Blog

    One Criticism

    Microsoft says they’re “sharing these updates now to give customers ample time to plan.” That’s fair—you’re getting seven months’ notice. But announcing this in December, when most organizations have already finalized their calendar-year budgets, means a scramble to figure out when these increases will hit and adjust accordingly. Work with your IT partner to pull those renewal dates and build the numbers into next year’s planning.

    A Strategy to Delay the Increase

    If you purchase through a Cloud Solution Provider (CSP) partner, there’s a way to push back the price increase. Subscriptions keep their pricing for the full term—added licenses get added at the price in effect when the subscription started.

    Here’s an example: Say you have 50 licenses of M365 E3 that renew July 1st—the first day of the increase. Your partner could start a new subscription for just one license on June 30th at the current price. Let the old subscription expire on July 1st, then increase the new subscription to 50 licenses. That one-day prorated charge of about $1.30 saves you roughly $150 per month for the next year. Talk to your CSP partner about whether this makes sense for your situation.

    Bottom Line

    Microsoft is adding genuine security and productivity value across the product line—more than I could cover in one post. The features I highlighted here address real gaps and might offset costs you’re already paying. Review your current licensing with your partner, look for add-ons that are becoming native features, and make a plan before July.

    Until next time.

    Matthew

  • From Conversations to Content

    I recently returned from Microsoft Ignite 2025 in San Francisco. It was the push I needed to finally start writing publicly.

    I’ve been talking about M365 licensing for years — with engineers, project managers, account teams, and customers. What functionality is part of a license. Which products best achieve a particular goal. How to move from Microsoft Direct licensing to CSP. How to consolidate a mess of products and vendors into the integrated ecosystem of Microsoft 365. This blog is about sharing what I already know with a broader audience.

    I’ve worked in M365 for over eight years, with the last five focused heavily on licensing. Earlier this year I started speaking at events, and I’ve set a goal: submit my first MVP application before Ignite 2026. The work I do for my employer matters, but it doesn’t count toward MVP. To get there, I need to help people beyond my immediate customers. This blog is part of that effort.

    Here’s what you can expect from me: practical guidance on M365 licensing, written for people who make decisions but don’t live in Partner Center every day. Honest perspective — Microsoft makes things hard sometimes, but they also listen and improve. No fluff, no sales pitch.

    Everyone I’ve met on this journey — at events, online, in the M365 community — has been kind, encouraging, and willing to share what they know. That generosity is part of why I’m doing this. I want to contribute back.

    Let’s see where this goes.

    Microsoft Ignite will be in San Francisco again November 17-20, 2026. If you’re thinking about attending, here’s the link. And here are a few pics I took of the city.