Once you go to buy Google Workspace + Slack + Zoom + Jamf + all the other replacements. I doubt it is going to be any cheaper.

--Edit to add. He says you need Gemini so you can be a AI company. Doesn't the Microsoft subscriptions come with CoPilot?

Why would leadership sign up for that unless it was proven on paper to be a better bet?

They can keep Teams alongside Slack to talk to others.

Then if revenue increases do the rest.

One anecdote -- I just recently left a large, public company (that acquired the startup I worked for) and they were in the process of evaluating a move to Microsoft (to the point that they migrated some teams over). They opted not to make the switch and there were a lot of complaints from the testing group.

For a 40 person startup, I think two ways about it:

First, I cannot imagine this is the biggest priority right now. Presumably you're trying to hit some growth target. Is this really the thing holding you back? If you're in survival mode, this feels a lot like moving the deck chairs around on the Titanic.

But Second, if you're gonna do it, it's going to be a heck of a lot easier to do it at 40 people than at 60, or 80, or 100.

Overall, I wouldn't recommend doing it unless the ROI looks really, really good. If I was an investor or advisor it would drive me up the wall to hear that this is what you're distracting yourself with right now. And it's one of those problems that when you hit $MILESTONE, you'll have the money/team in place to handle making the migration go smoothly.

Other than that, you just deal with it. It’s not a big deal. I’ve moved places to and from each platform.

Google docs is better than Microsoft office, but only by a little.

Google drive is many many orders of magnitude better than Sharepoint.

I suggest you keep to the facts as you understand them and also know you may have to bite the bullet if someone higher up the foodchain decides to run with the change.

M365 or GSuite are collaboration stack that facilitates teams to work together. While it's a part of RevOps engine, its mostly backend. RevOps should focus on frontend process which is the order to cash workflow - the marketing efforts, sales pitch and customer success and how are there teams working together. RevOps has its own systemic flow that can be facilitated through CRM systems that can be customized to follow a blue print.

M365 or GSuite are collaboration stack that facilitates teams to work together. While it's a part of RevOps engine, its mostly backend. RevOps should focus on frontend process which is the order to cash workflow - the marketing efforts, sales pitch and customer success and how are there teams working together. RevOps has its own systemic flow that can be facilitated through CRM systems that can be customized to follow a blue print.

- Shanil

Summarizes my experience in my new company, which is a Microsoft shop.

Though RevOps side, I don't see how this would make much difference. If cost cutting got so far, he can also propose switching to Mattermost+Jitsi+Nextcloud, hosted on Hetzner.

Encourage this person to start a little smaller, build a track record of impactful wins and use that track record to make bigger and bigger changes.

To answer your stack questions, people are successful with all sorts of tools - one stack isn't better or worse.