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Stan Granberg had a great blog post on the Kairos Church Planting site entitled Preaching in Unbelief.
I propose the best way is to preach the gospel in the context of unbelief. Find your point of unbelief in the text. Hone it to a state of mental "scary sharp," then let God take you to his point of resolution from the text. There it is, the core of your sermon. Now wrap that core with a layer of street made reality and you have a sermon that will grip anybody. Probably even yourself.
It's precisely the point where we stop understanding where we can begin to grow. If we persist in speaking from a position of power, where we have everything figured out and tightly controlled, then we leave no space. Not understanding is frightening. Doubt is exhausting. The typical human response is to avoid, ignore and numb. God calls the leaders in his church to be the first into the breach. We lead the terrifying charge into the face of unbelief so that others can journey with us.
Let your doubt show through as you preach and you'll connect in a much deeper way.