If you choose to paint your home yourself, you can save on the cost of labor. But if you don’t have the time or experience to tackle to job, it’s worth paying the going rate for painters in your area. If your home requires power washing prior to painting, and if it requires caulking for windows and doors, the cost will also rise. Whether paint is applied with a sprayer, brushed, or rolled on will also factor into the price. A painting pro can easily offer an estimate prior to undertaking an exterior painting job. Denver Home Painting
Whether doing it yourself or hiring someone, buy the best quality paint you can afford; it lasts longer and in some situations requires only one coat of paint instead of two. Painting a room usually involves prep work, primer and latex or alkyd paints with a range of finishes. HGTV.com gives a quick overview  as well as a list of painting dos and don'ts .
Stripping – $54–$151/100 sq. ft.. “The principle of paint strippers is penetration of the paint film by the molecules of the active ingredient, causing its swelling; this volume increase causes internal strains, which, together with the weakening of the layer's adhesion to the underlying surface, leads to separation of the layer of the paint from the substrate.”— Wikipedia. All the stripper will do is soften the paint. You’ll still have to scrub or scrape it off.
I have no workman's comp or liability insuerance, so I charge a little less than the going rate (but not too much less). I an limited to working weekends and nights because of my day job. But otherwise, I try to be very flexible with all my customers. I also explain everything that I can to them about the process, and why certain steps should be taken.