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Dear Dave, What is your opinion of buying a vacation home, then renting it out when you’re not there? — J.P. Dear J.P., I see nothing wrong with it, as long as you’re buying with cash and you’re also debt-free. A vacation home is a wonderful “extra” ...

Dear Dave, My son is about to go off to college, and I’m concerned about how he’ll handle his money when he gets there. We’ve taught all our children how to use your envelope system, and to save and give, but I’d like some advice on how he can safegu...

Dear Dave, I have a savings account for my two-year old that has $5,000 in it, and about half of that is in gold. I’m going to save for his college separately, and give this to him to help start his life after school. Is there a better place to put t...

Seventeen years ago, Mauricio Lim Miller, a leader in the field of social services, received a phone call from Jerry Brown, who was the mayor of Oakland, California, at the time, that set him on a quest to understand how families really overcome pove...

I keep reading how this bull market is the second-longest since the Second World War. Lots and lots of articles, comments, observations, tweets, blog posts and on and on are running with this idea. The assertion has been made by both amateurs as well...

Dear Dave, I graduated from college two years ago, and I have a good job making $60,000. I have about $10,000 in student loan debt, but my mom and dad have a real issue with their roof. It’s leaking in places to the point they have to set buckets aro...

The forecast calls for a market correction. The hard part is figuring out what to do about it. On Tuesday, billionaire hedge fund manager Leon Cooperman joined a long list of money mavens who foresee trouble for US stocks. Cooperman told the CNBC Ins...

Dear Dave, I’m 58 years old and have nothing set aside for retirement. My wife and I are on Baby Step 2 of your plan and paying off debt. We have $37,000 in debt not counting our home, and five kids still at home. We have a household income of $73,00...

Over the course of my career, I have had more than my fair share of good market calls. I credit a combination of hard work (6 per cent), insight (4 per cent) and uncanny good luck (90 per cent). There’s not much to say about the 90 per cent, but the ...

Dear Dave, I have a full-time job, but I also have a small Etsy business on the side selling ten products that makes about $200 a month. I don’t see the money from this part-time work getting any bigger in the future. Should I keep a separate account...