Try to spray strong oxidizing agent on your TLC, such as Cerium (IV) sulfate in conc. sulfuric acid or vanillin in conc. sulfuric acid then heat in the oven at 110 C for several minutes. you can cover your TLC with a transparent adhesive layer which prevents TLC decoloration.

Which kind of lipids (glycerides, sterols, triterpenoids, free fatty acids, etc.) You are trying to separate? As eluting mixture methanol/chloroform (8:2) could be of too much high polarity to have an optimal separation.

You take in consideration that there is no perfect reagent for all lipids; it's related to your sample composition and separation conditions. Try to spray with Primuline staining (5mg in 100ml acetone/water 80/20). Lipids appear as yellow spots under UV 340nm. Primuline is also known as Direct Yellow 7.

Supposedly you are using silica TLC plates? As said by the previous commentators, the solution you are using is too polar for many lipids (such as many typical membrane lipids). You can run a few tests at least with your controls. Try, e.g. just plain CHCl3:MeOH=3:1, or CHCl3:MeOH:H2O=75:25:2.5, or toluene:isopropanol=70:30.

If you are applying your sample manually, try to use very concentrated lipid solution. Very often you will already get a broad band at the application site if your application volume is high (several microlitres). If you are using a large application volume like 10 µl, then you need to be extremely patient. Apply the solution in minute quantities. Preferably use heating and gas flow (e.g. nitrogen) to enhance solvent evaporation. Wait until the application site is completely dry before applying any more lipid solution. The band will only get broader when you run it, and if you get half a centimetre thick band on application, it will become very wide. If, despite narrow initial band, you will get a very broad band, you may have too much lipid, so try reducing the amount.

I recommend HPTLC plates with concentration zone. For phospholipids in my case the already suggested mixture of Chloroform:Methanol:Water =100:15:1 worked well

(see DOI: 10.1002/anie.201611706) sometimes addition of acetic acid gives magnificent resolution improvements. For detection I usually used anisaldehyde or Seebach spray reagent plus heat gun. Be sure before detection that even the least volatile solvents (water, alcohols or acetic acid) have been evaporated completely.

Great, thank you so much for the thoughtful responses.  I am trying to separate N-Acylphosphatidylethanolamines, and yes, using silica plates.  I was using much larger volumes with a long drying time between spotting, so I will try concentrating down much further before loading.  Is the migration solution too polar?  I figured that since it is similar to the solution used in which to suspend it, that it might be fine.  Any suggestions are greatly appreciated.  I am new to lipids, so it is a learning curve right now.

Note that with silica the lipid attaches to the SiO2-H2O complexes through polar interactions (hydrogen bonding, dipole-dipole interactions) mostly at the lipid headgroup level. The more polar, more hydrogen bonding solvent, the better you get all the lipids to detach from silica and to remain in the solvent. If your solvent is a great one for the lipid otherwise, it does not really matter for the chromatography. You can tune your TLC solvent based on the lipids you want to separate. If you want to separate cholesterol, triglycerides, and such, then you need very nonpolar (e.g. hexane-based migration solution), because otherwise all these nonpolar lipids will move with the solvent front. With such very nonpolar migration solutions the phospholipids (such as PE, PC, PG, PA) tend to remain stuck at the application site. Then when you switch towards more polar migration solution, you will have more and more lipids moving with the solvent front. With PE you should use less polar migration solution, e.g. one that is mostly chloroform with some methanol and water, e.g. the ones suggested above. Otherwise you will have PE moving with the solvent front.

Use a much smaller volume of the extract and if possible get plates with concentration zone. Secondly your solvent system is too polar for N-Acylphosphatidylethanolamines and in this respect I agree with Juha-Matti try other solvent systems

Can somebody suggest a good staining reagent for different lipid classes (TAG, DAG, phospholipids, etc.) after TLC separation.

Thanks