I represent around 70 condo landlords in NYC. Many of them, like you, used to live in the condo as their primary residence and converted them to investment properties when they traded up or moved out of state. Many of them also used to try to find tenants on their own with varying success. For some it worked out fine, and for other it was a disaster. Most did not come close to properly verifying the tenants, for income, prior rental history, or background and credit, and many have no idea what the rent laws are in NY. They don't know what they don't know, and that can cause problems. On top of that the rental market changes very quickly here. Prices, inventory, concessions, who pays the fee... these tend to shift very quickly and most condo landlords can't keep up. If it's between a DIY landlord or an experienced landlord's agent (who's intimately familiar with what's going on in the market, meets with a thousand tenants each year, and reviews a couple hundred applications each year), I would strongly recommend the experienced agent. They will attract better tenants, property vet them, and probably net you more rent (including at renewal time).