1. Buy The Right Gun
Too big and you will struggle to conceal the firearm and the weight of the gun will be more than you can handle all day long causing hip and back pain.
Too small and you won’t be able to shoot the gun well.
There’s a fine line between too big or too small. I suggest focusing on guns between 6”-6.5” in overall length. Popular models include the S&W M&P Shield, Glock 26 and Glock 43, Taurus G2, Walther CCP, and many more.
Also note you’ll typically shoot a gun with a full grip better than one that only allows a partial grip but having a full grip tends to result in your gun printing through your clothing when carrying concealed.
2. Buy The Right Style Holster
IWB (inside the waistband) holsters are the most uncomfortable because you have to tuck them into your pants. They also require to wear pants 1 size larger than normal. If you are new to concealed carry this can add up to a big expense.
OWB (outside the waistband) holsters are more comfortable because your gun is not tucked into your pants. However, because they attach to a belt they tend to stick out farther from your body and make concealment more difficult. Also carrying OWB requires a belt which restricts your wardrobe considerably.
Belly Band Holsters use elastic or neoprene that wraps around your torso and allows you to carry without tucking a gun into your pants while keeping it pulled tight to your body. They work great for guns in the Compact and Subcompact size range but they’ll struggle to carry full size pistols. The Ultimate Belly Band Holster is my go to holster for every day carry.
Purse Holsters & Fanny Pack Holsters are great for comfort but present other potential hazards. Specifically, someone taking them from you or accidentally leaving them behind by mistake.
Alternative holsters include clothing with built in holsters like compression fit shirts, underwear, yoga pants, jackets, etc. I’ve tried all of them (except yoga pants) and I’m not a fan. The shirts were not comfortable in hot climates. The underwear are just IWB holsters and again require pants 1 size larger than normal and cause pressure on your body. Jackets are great until you take them off.
3. Dress Appropriately
If you have to completely change the way you dress to conceal your firearm it is unlikely that you will carry daily. An OWB Belt Holster requires that you wear pants with a belt. To conceal when carrying OWB you will probably need an undershirt with another over shirt like a flannel or vest. This is fine for some but not an option for most especially in hot climates.
My personal focus is on being able to carry in shorts and a t-shirt. If I can’t conceal my firearm while wearing a pair of shorts and a t-shirt then the gun/holster combo won’t work for me.
The best thing you can do is look at your wardrobe and see what you tend to wear during the hottest months in your area. It is easy to conceal when it's cold as a sweatshirt or flannel will always do the trick. It's the hot months that pose the largest challenge so focus on that and you'll be set year round.