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Greetings diat,

Is it ever bad to fund all my investment vehicles with the same product?

Depends on the nature of the product, is my short answer. There are some life cycle funds that have tons of diversification that for someone that wants a 'set it and forget it' investment could work just fine. There are even some balanced funds that may also work in this area, e.g. Vanguard Wellington(VWELX) is a good conservative allocation fund that someone may just invest in that one fund through several years. OTOH, putting everything in one stock is likely not such a great idea as those who were heavily in Worldcom, Enron, Global Crossing or others know from experience.

I have a 401(k) from my former job with 80% VFINX and 20% company-specific Vanguard Bond Index Fund, the Roth IRA is cash and VFINX, and my new 401(k) is 80% VTSMX and 20% Vangard Bond Fund. Is this okay?

As long as this meets the asset allocation you want, that is fine, IMO.

Or should I look to invest in other things in my Roth IRA or new 401(k) account?

Why would you want to do that if you want the Vanguard 500 Index(VFINX), Vanguard Total Stock Market(VTSMX) and the Bond Index fund(Which there are 4 of at Vanguard last time I checked without going into separate share classes)?

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