I'd go for;
1. tote (everyday/work)
2. ladylike top-handle bag (church, weddings, ladies who lunch type situations)
3. slouchy shoulder bag or crossbody (weekends, travel, shopping)
4. clutch (evenings, dressy events)
5. "fun" small bag with a chain strap (date night, going out with friends, etc.)
As a first step, I think you should look at your lifestyle and modify these 5 depending on what you do and what your most frequent 5 "looks" or needs are. Start by making a general list of the TYPES of bags and what you need them for; that way you won't get distracted and derailed by the first shiny pretty thing you see.

Also, once you have specific types/uses identified, it will be easier for forum members to give you specific recommendations (like specific brands, specific pieces) to fit your needs.
Next, start looking at and researching bags so you know what's out there. When you see something you like, see where it fits into your list. It takes patience and discipline, but try to fill in your WHOLE list with specific bags (maybe even a choice of 1-3 in each category) before you start buying any. Then you can see all at once which ones make sense to get in which colors to have a well-rounded and usable collection. You'll also be able to see, at a glance, how you need to divide up your budget - for example, maybe you really want a higher-end, more expensive tote, so you opt for something less expensive for your "fun" bag (or whatever).
Then, you get to start buying.

I agree with the advice not to try to get everything all at once, especially if it means compromising and getting bags that don't really fit your needs perfectly. Better to save for one at a time, or wait for sales, or take your time searching the pre-loved market. Your patience will be worth it in the end.
Best of luck, and most importantly, have fun with it!
Can't wait to see what you end up with!