Vanguard's Windsor
It is not a pure mid cap value fund. According to M*, its best fit index is the Russell 1000 Value index. That's also what Vanguard has as its benchmark, and Windsor's long term returns have been almost exactly the same as the R 1000 Value. So, my [rather uneducated] guess is that it's something like 1/2 mid, 1/2 large. Windsor is actually closer in market cap and p/b ratio (e.g. measure value) to DFA's large cap value fund than Vanguard's Large Cap Value index is.
So, if I were trying to match the DFA slice and dice portfolio (like Swedroe's), I might just use TSM, Windsor (or IWD, or IJJ), and small value (which is not as valuey as DFA's small value fund) for domestic stocks. This would also solve the mid cap "problem". But this is probably more of a minor point, and probably won't affect the returns of the portfolio that much. So, whichever you're comfortable with.
Regarding assigning some value to your Pension and SS. One can certainly do this (using the PV value function in Excel). Unfortunately, it's hard to tell where to stop in turning positive streams of income (Pensions/SS) and negative streams of income (groceries, medical bills, mortgage payments) into present values. I think it is much easier to match liabilities. Meaning first you offset your expenses with known monthly income from pensions/SS. Then you again match the rest of your liabilities (over and above pensions/SS) with your investment portfolio.
Just because you have large fixed streams of income (like from pensions and SS), doesn't necessarily mean that you should allocate a whole lot to stocks in your investments. If you need to reach for the higher returns of stocks, then a pension and SS certainly make it psyhcologically easier to do so. But if you don't need to reach for the higher returns of stocks, I don't see much of a reason to. I wouldn't do it just because my pension represents "a lot of bonds".
As I said before, you should certainly recognize pensions and SS as part of retirement income, and could tilt/construct porfolio to hedge risks that pension income does not. For example, if I've got a large fixed pension, I'd probably use a lot of TIPS, ST bonds, REITS, and value tilting in my investments.
- Alec