The first thing you'll want to think about is how much money you need to make for your cheerleaders, and choose fundraising options that match those goals. The amount you want to raise can affect the kinds of cheerleader fundraisers you'll want to do. If you need a more significant amount of money than most, clearly something like lollipops wouldn't be the best choice, because you'd have to sell more lollipops than is practically possible. If you just need a small amount in a short time, however, lollipops could very well work. Some fundraising for cheerleaders activities are much better suited for large groups, and some for small squads. If there are a lot of people on your sales team, you could think big and go for something like pretzels, but smaller groups may want to stick with things that will maximize profits, like scratch cards or pizza cards.
One thing that can help you decide on the best fundraising for cheerleaders is your intended customer base. You may think it's ridiculous for cheerleaders to sell something like tea and coffee, but if their customers are likely to be adults rather than fellow students, tea and coffee can certainly be a valid idea for fundraising for cheerleaders. If they'll mostly be selling at pep rallies and lunch periods, though, then obviously you'd be better off going with a fundraising for cheerleaders idea like chocolate. Fundraising for cheerleaders is a lot more straightforward once you know what market you're aiming for, and then you can decide which fundraising ideas are best for your squad.