Are Slack Subscription Costs Worth It: Slack vs Microsoft Teams
ChatGPT & Benji Asperheim— Thu Sep 25th, 2025

Are Slack Subscription Costs Worth It: Slack vs Microsoft Teams

Slack is worth it when your teams live in integrations, need full message history, and collaborate across companies via Slack Connect—its UX and ecosystem still make day-to-day work fast. But if your org already runs on Microsoft 365, Teams usually wins on total cost and admin/compliance: it’s bundled, meeting-first, and ties directly into mail, files, identity, and eDiscovery. In short, pick Slack for external channels and developer-centric workflows; pick Teams when you want a unified suite with cheaper licensing gravity and built-in telephony/governance.

We’re going to examine some of the complaints Theo - t3․gg addresses in his “It’s time to move off Slack…” YouTube video.

Review of Theo’s Slack Video

Short version: the complaints are valid. Slack has real leverage (history lock-in + “shared channels” network effects), and the reported 5-day “pay or we nuke your history” ultimatum to Hack Club is exactly the kind of vendor lock-in abuse people worry about. Slack’s CEO later called it a billing “oversight” and reversed course, but only after the blow-up—so I’d treat that as damage control, not policy change. (The Register)

If you want to self-host and keep control of data, here are the credible, production-grade options:

Practical guidance (opinionated)

Minimal deployment pointers (self-host, Docker)

Microsoft Teams Versus Slack

What is the Slack vs Microsoft Teams comparison? Here’s the blunt take:

When Microsoft 365 is your backbone, Teams wins on total cost and admin/compliance. When you collaborate with lots of external orgs and live in integrations, Slack is still nicer.

What’s materially different

Day-to-day UX (subjective, but common patterns)

What I’d recommend (decision rules)

  1. You’re already on M365 for mail/files/security (most SMBs/enterprises): Pick Teams. Add Teams Phone if you need calling. Keep Slack only if a big chunk of revenue depends on Slack Connect with customers/partners. (Microsoft)

  2. You collaborate with many external orgs and dev vendors and you care about fast cross-company channels: Pick Slack (Pro/Business+). Use Slack Connect everywhere and gate usage with sensible retention/export policies. (Slack)

  3. You want to minimize vendor lock-in: Either anchor on Teams (because you’re already locked into Microsoft anyway) or move to a self-hostable alternative (Zulip/Mattermost/Rocket.Chat/Matrix) and bridge selectively back to Slack/Teams. (Happy to spec this if you want.)

Quick price reality check (as of 2024—2025)

Slack Pro Pricing

Is the Slack Pro pricing worth it?

Short answer: Slack Pro is “worth it” only if you actually need three things: (1) full message history, (2) real external channels you control, and (3) more than a handful of integrations/automation. If none of those are mission-critical, stay on Free.

What Pro tangibly buys you (vs Free)

Price reality (as of 2025)

My decision rules (opinionated)

Choose Pro if:

Stay Free if:

Edge cases

Bottom line: for a small dev-heavy shop that works with outside orgs and automates a lot, Pro is usually worth it; for a small internal-only team that can tolerate 1-year rolling deletion and a few apps, Free is fine.

Conclusion

Yes—the criticisms hit real structural problems: lock-in + enterprise sales incentives. If you can, move to Zulip or Mattermost for a Slack-like experience under your control; use Rocket.Chat or Matrix if federation is a must. Keep a Slack bridge during the cutover so you don’t lose partner comms, and own your retention/backup pipeline from day one. (The Register)

If you tell me your must-haves (SSO, shared channels, voice/video, mobile, import), I’ll spec a concrete stack and a week-by-week cutover plan.