Check the bearing strength of the wood.

Big, thick bearing plates top and bottom

American Wood Council National Design Specification (NDS), Section 3.4.3.1, Table 4.3.1, and the Supplement Table 4A/4B should provide you will all that you need for this.

I’ve heard of engineers jacketing they beam in steel on all four sides between the loaded column above and the support column below. Has anyone ever done/seen something like that before?

I have not, that seems fairly overkill in a residential application.

As ChorasDen wrote, look in NDS for the compressive strength perpendicular to the grain for the species of the triple 2x10. All things considered, much will depend on how much contact area you can provide from the bottom of the column to the top of the triple and at the triple bearing on the wall (presumably).
For example, IF the triple is made of Southern Pine (you're in Florida I think) THEN the F perp is 565 psi (going from memory). At 4 1/2" wide you'll need a little over 5" of bearing (4 1/2" x 5 1/8" approx.) to avoid crushing the wood.
Is that available to you? I might want to add some additional blocking next to the triple (if that is practical), just to help spread the load out more

I assume you are not supporting masonry with the steel column. If you are, there are other considerations.

That's a good idea. I'm going to look back through the NDS but I like the idea of using a larger bearing plate at the base. Thank you for the feedback. And I'm actually in NJ.