It’ll cost you between $500 and $1,000 to paint the exterior yourself. Not including paint, it’ll cost you no more than $200 to $300 at a home improvement store like Home Depot, Lowes or Menards. You may end up spending more if you buy high-quality products from specialized shops. Professionals can get the same supplies for about half what you’ll pay.
The Cutters. Someone with meticulous attention to detail and a steady hand should be assigned the job of "cutting in," or painting a straight edge where needed, such as along a wall where the ceiling does not get painted. Many products are available to assist, but none work as well as a person who's good at doing it freehand. Ensure this person is skilled (ask them to show you). A poor, jagged, wavy or splotched cutting-in job will jump out at you every time you walk by it. Why more than one cutter? This job is nerve-wracking and painful to hands and arms after a few days. You'll want to give this person a break after a few walls.
Most of a projects price is the cost of labor at $25 to $75 per hour. However, most contractors bid out based on the entire project which includes all work hours. Hourly rates are only useful if your pro asks to do the job as “time and materials.” However, be wary of this pricing structure, it usually shows the contractor is uncertain how long the project will take.