Bad advise for current tools: you need to settle on the battery system, since batteries are expensive. I.e. once you start replacing, it’s going to be a single brand, but the trick that you can get great set of batteries and tools as a bundle at large discount. DeWalt in particular, and others, often have great bundles and sales. So if you more or less know what you need, you can get good quality tools at discount by choosing correct bundle, replacing them one by one would be way more expensive.

They’re getting rarer, but you can still generally find corded handheld tools for significantly cheaper than the battery versions. If you’re working somewhere that has a power feed, they can make good trial versions.

I needed a drill. I wanted to buy a cordless drill, but I chose to buy a corded drill instead. 20+ years later, I am using the same drill. I wonder how many iterations of cordless I would have bought over that time.

Don't go too cheap. Mid grade tools work well in general. Cheap tools are often so bad that the frustration they cause is worse than the help, or worse you think it is you not the tool and spend money hiring someone to do what you really could do yourself if your tools were up to the job.

I don't think anyone capable of doing a job ever hired out a job because the tool they had at the start wasn't good enough. They just went and bought the better tool.

Maybe a few people have done that in situations where the cost of the different tool is thousands and much more than paying someone with the tool (e.g. difference between a chainsaw mill and a proper industrial sawmill or a three bag mixer and a concrete plant and fleet of trucks). It's certainly not a situation most DIYers ever run into though.