As a landlord, I can tell you, that will make it more difficult. However, when I have an applicant who is strong in many ways, but has one barrier, I may accept them "with conditions". Once condition might be a higher deposit. In addition to that, I might ask them to write out what the issue is, how they solved it, and how they will be sure it does not affect their tenancy period with me. What I suggest you do is create a "rental resume" where you emphasize your strengths. Be honest. Also, be honest on your rental application. Most landlords pull a credit/judgement report and if something comes up that the tenant didn't warn about, it's easy to feel deceived and just reject that application. You might even ask former landlords and roommates to write a letter of recommendation and turn that in with your application to rent. The rental market is very tight right now, especially the closer you get toward the city center of Portland. Even people with "perfect" rental qualifications are having a hard time finding a place, or getting there a minute too late. Consider some of the areas that aren't too far from the central city core, such as Gresham, Hillsboro, Milwaukie, Vancouver, WA. Best of luck.