But is it always better to contract out because professional painters can usually get it done faster (maybe better)?

Instead of doing the plumbing the syndicator has his painters paint inside every apartment and the entire outside of the building.

It's taken me years to hone my homeless looking painter plumber handyman skills where most tenant  requests are above my pay grade and they don't get mad. 

You can save money on certain things, like maybe a painter or a landscaper. 

My electrician, plumber, and painter guy all had access when I scheduled work with them, they were all licensed and bonded so they were covered and so was I. 

From my personal experience, as intuition and common sense would support, working 'around the system' comes with heavy risks.I had one guy (1099 type worker) in working that said he was renting somewhere in DSM where the owner told him that they were without a certificate.The painter said he separately had someone come by that said they were with the city and told him to stop paying rent.Obviously this was impossible for me to verify - but served as a good warning. 

CList is FLOODED with lots of random/shady ads where it seems many/most of the listers offering services (ie, painters) only want to be contacted by 'anonymous email'.what i look for is at least a business number, if it is a business offering a product/service!

Basic info about me:22 years old150,000 in bank to spend on real estate4 year electrician in alberta oilfield(I hate my job, and am quitting after 3 months) will be working as a painter once I get my electrical ticket, and starting off with 20 dollars an hourOption 1: Buy a 400,000 dollar new house, 2014-2015 in year. 5 bedroom, 2,100 sq ft, 3 bathroom, and put a 150,000 downpayment on it, if I spend all this money I still would have 15,000 in bank account, which is plenty.

The painter who was working on the exterior that day was shocked and got them to go to his house, because he was so impressed with their work. 

Tell the seller to show you the property , She can use the excuse that you are an insurance inspector because they are changing companies , or you are a inspecting the heating system for a service policy , or you are a painter and giving an estimate to paint the house .