Thoughts (financially) on this plan to revise my vehicle situation

Current situation:
Own wife’s car outright, value $3,000-$5,000
No mechanical issues, ok condition, small for our growing family.
Owe $4,000 on my truck, value $24,000-26,000.
No mechanical issues, good/great condition, currently use it 95%+ of the time instead of the car as family vehicle because it’s more roomy.

Me: 66 mile commute currently (round trip), will change to 20 mile (RT) early 2015.
Wife: 20 mile commute currently (round trip)

Future plans:
Plan A:
Sell my truck or trade in for a full size SUV (Tahoe/Yukon/Expy). Should be able to get into what we want for less than $5,000 difference (looking at a used SUV in the $28k range). Putting us at ~$9,000 (after truck payoff) total vehicle debt.
I use car, she uses SUV.

Once I move offices in early ’15, sell car and buy used old (mid-90s) pickup for $7,000-$10,000 total.
SUV debt should be down to $5,000 by that time and would add debt of about $5,500 between car and old truck deal putting us at a total of ~$10,500 vehicle debt. The plan would be to keep these vehicles for at least 6+ years.

Plan B:
Sell/trade in car for same SUV putting us at $31,000 vehicle debt going forward. No other changes

Conclusion:
The wife’s hesitation is that my truck will be paid for shortly and we’ll be done with it. While this is the case, I’d rather convert the equity (?) in the truck to an SUV. I don’t need a “fancy truck” if it’s not going to be our family vehicle that we’re driving all over.

Thoughts?