What’s the best way to structure SaaS subscriptions in 2025?

I always thought Freemium was the way to go. But I’ve read threads (like this one: https://x.com/TheJackStrick/status/1965796211052679194) saying bootstrapped founders should avoid free plans.

So what’s better?

• Free plan to drive adoption
• Classic free trial (14–30 days)
• A paid trial (e.g. $5 for 30 days instead of $19/month)
• Or no trial, but a money-back guarantee?

Then there are discount codes. I’ve used them a lot in past products for early adopters or event promos. Useful? Or do discounts devalue the product?

And what about annual plans: are they a must-have early on for cashflow and commitment?

I’m currently building Fileo, an AI-powered doc organizer. For pricing I’m considering different models, e.g. subscription tiers or usage-based (like number of files per month).

Would love to hear how other SaaS founders here approach subscriptions and pricing.