The Day You Outgrow a Project Tool's Free Tier
Six project tools, one spreadsheet: I checked each free plan's actual limit and what the smallest paid tier costs per seat, per year. The surprises are in the climbing costs.
Software comparisons and buying decisions: recurring costs, workflow tradeoffs, and what it takes to leave a tool.
Choosing software means deciding what you need it to do, what you will pay as usage grows, and how you would leave. The articles below cover tool comparisons, pricing audits, and migration decisions. Start with the pricing checklist if you are evaluating a trial, the stack audit if you already have too many subscriptions, or a product comparison when your shortlist is ready.
Six project tools, one spreadsheet: I checked each free plan's actual limit and what the smallest paid tier costs per seat, per year. The surprises are in the climbing costs.
Compared the free plans and yearly cost of Calendly, Cal.com, SavvyCal and TidyCal. One caps you at one event type, one is free forever, one has none.
I checked the free tiers on Mailchimp, Kit, Buttondown, MailerLite and Beehiiv. One caps you at 100 subscribers, another at 10,000, and "free" hides four different kinds of limits.
I opened the pricing pages for Bitwarden, 1Password, Dashlane and NordPass so you don't have to. Here is what each free plan really includes, where it stops, and what going paid costs a year.
Seven cloud services, compared: what the free tier really gives you, what the first paid tier costs a year, and why a 5 GB default is an upsell.
Twenty percent off for paying yearly sounds like free money. Priced as what it actually is — an interest-free loan with a cancellation penalty — it is a much narrower deal.
Both deploy a static site in ten minutes. The differences show up in build minutes, redirect handling, and one caching behaviour that cost me two hours to understand.
An audit tells you what you pay for. Turning each one off for a week tells you what you need. The results did not match my predictions in six cases out of fourteen.
The hardest software decisions are not about bad products. Here is the framework we used to leave something that worked fine, and why "it works fine" is not a reason to stay.
Consolidating onto Notion saved us $91 a month and cost us something harder to price. A year later, here is exactly which parts stuck and which we quietly reversed.
We budgeted two weeks for the data and got it done in three days. Then spent five weeks on the part nobody schedules — every integration, habit, and link that pointed at the old thing.
A 20-minute checklist for finding the real cost of a SaaS tool before you start a trial — seats, add-ons, overage, and the traps pricing pages hide.
We rebuilt the same twenty-screen deliverable twice, once in each tool, and timed it. The gap is real but it is not where the comparison articles put it.
A repeatable process for going through every piece of software a small team pays for, in one sitting, with a decision at the end of each line.
The list price per seat is the least interesting figure on a pricing page. Here is the arithmetic that actually predicts what a tool costs a growing team in year two.
Linear is fast in a way that changes how a team files work. It is also opinionated in ways that cost us a fortnight — here is what held up after half a year of real use.