Looks to be a lengthy, lot of thinking kind of swap. I may just do the vortec head upgrade with a suitible cam, ecm chip upgrade.
You hit the nail on the head with the above comment.
I've done several engine / performance upgrades. A few things that always need to be considered when doing EFI performance upgrades.
1. Budget - Sometimes the budget can get out of control if planning is not detailed enough. Sometimes the initial budgeting will not include things like a starter motor, alternator, belts, hoses, plugs, wires, filters, oil, anti-freeze, gaskets, torque wrench calibrations, and several other low cost parts / services that can really add up fast?

Sometimes the budget only considers just the "go faster" parts list?
2. Time - Sometimes an engine performance upgrade can take more time than first thought? Maybe an assistant who has obligated time to help has a change in plans and is not available? Somehow the vehicle got disabled until the helpful assistant can re-schedule time to get back on task and help out?

3. Skill Sets - How much can be done without the help of others? Maybe a trip to the machine shop is needed? Maybe some tutorial time with EFI tuning software / hardware is needed? The general rule is, the more you can do yourself, the better the overall performance gain / per dollar?

4. Expected Performance - Is the expected performance gain really worth the time and expense? I often wonder, could the money from selling the proposed project vehicle be sold "as is": then add the money for proposed budget to get another vehicle with the performance expected?

I've seen a vehicle owner install a crate 502 into an 87 K2500 4x4, then spend even more money to get it to "run right". But I always wonder, maybe that used 2001 K2500 4x4 with the 8.1 Liter / Allison Transmission might have been a better performance upgrade after all?
dave w