In my "Household HandyMan" business, I have landlords that I keep up their rental properties. You're problem is one that I run across two-three times a year. IMO-there are two ways to approach this problem: The "continuous repair" method, where you will be caulking this area, and others for a long time. OR: The "Do-It-Right" method, which should/will gain you long term usage of this sink. I personally do not like using "caulk" to seal a sink to a counter top surface. I prefer "rimming" a sink, which is to use plumbers putty to create a seal all the way around. With the rust being a factor here, I suggest removing the sink (I know, it's not really easy), removing all the rust you can, and then coat the areas which were rusted with enamel sink repair. This material for repair comes in a small bottle, and usually you can get a close color match. Once the rust area is repaired, the bottom of the sink rim is cleaned, the counter top has all the old sealant scraped off and cleaned, it's time to rim the sink. I'll not go into details as to how to do this, Google it and you can learn, it's not complicated. You will have a much better seal to the sink which will last a long time when done correctly. Good Luck, David
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