A: Well that depends. If you transition, but "may" not ever wear your hair in it's natural state you could be putting unnecessary stress on your hair. Be clear why you're transitioning so you can have a plan and also get the best products. Are you afraid/not ready to "big chop"? Do you fear the change? Are you gathering more information on how to properly care for it? OR even If you transition, but still plan to wear it straight, make sure to keep your hair moisturized with a moisturizing shampoo and conditioner that works for you. Invest in the proper styling tools (i.e. blow dryer and ceramic flat iron) and products (setting lotion). Never, ever straighten your hair with oil in it, as it could fry your hair. Use it after you style...Just know that you'd risk getting heat damage, and if you ever decide you want to wear your hair curly/coily/kinky after so much straightening, it may not give you the texture you're seeking.
On the flip side, until you decide you want to eventually cut off your relaxer, try curly styles that last weeks at a time to blend the two textures. A few of the most popular choices are straw sets, roller sets using smaller flexi rods, flat twists, or feed-in (undetectable) cornrows with kanekalon braiding hair, and kinky twists. Try to avoid styles that cause too much tension, because that can lead to breakage---especially where the two textures meet. My first time natural, I was not patient and ended up re-relaxing my hair. So by all means, please be patient and learn what works best for you.
Tip: Pre-treating hair with virgin coconut oil and conditioner prior to shampooing will make your hair soooo much more manageable.