I've experienced this pretty directly with skis. If you get the cheapest boots and skis you can, you'll find it harder to learn, to the point where your feet hurt at the end of the day. I pretty much associated skiing with pain until I got decent equipment. There is a level above which it isn't worth spending as a beginner, but it's a level that looks high to people on the outside.
These days, I don't look for the cheapest tool I can find, I look for the cheapest tool people seriously use—which is often 5–10 times more expensive than the cheapest option. I've had enough experiences in the past sabotaging my own progression with awful tools that I know it's not worth it.