Choochoo,
I have shared this same annoyance.
Over time the pigments in the paint gradually collect between the individual bristles at the base of the brush essentially 'fattening' the area and causing the the bristles to splay outwards. The result of this is that the brush will no longer come to a usable point. This is a real shame and brings many an expensive brush to the end (often prematurely) of its useful life.
Ordinary cleaning right after use is a good practice, but even so the gradual buildup of pigment at the base of the brush is very difficult to remove effectively.
The only real 'cure' I've ever found for this condition is the use of an ultrasonic cleaner. The ultrasonic waves get in and vibrate the bristles in a way that is impossible with ordinary cleaning. I've seen trapped pigment at the base of brushes literally seem to 'boil' out of hiding from between the bristles.
Using the correct thinner and/or cleaner is an absolute must. Also note that some types of dried paint paint formulations (acrylics in particular) don't really like to dissolve in this manner. Very frustrating.
Also note that this is not always an absolute cure. Some brushes after sitting for a long time in that splayed out condition may refuse to work properly again, even when relieved of some or all of this trapped pigment.
The question is whether or not it pays to purchase the ultrasonic cleaner. If we are only talking about two or three inexpensive brushes the answer may be 'no'. On the other hand, if you are investing in and using artist-grade, sable brushes then an occasional deep-cleaning in an ultrasonic cleaner can extend their useful life resulting in a considerable savings over time.