I'm not sure a programmable calculator is that terribly useful today, given how easy it is to use say google sheets on a tablet, storing it to gdrive so it's available anywhere and can use data also in gsheets on the same gdrive. A calculator today is more for bench tasks IMO (3.5V supply, 1.75V forward LED voltage, what resistor to pick for 3.5mA kind of thing). I have an HP35S which is absolutely perfect for this since it has native display and support for complex numbers, so allows very quickly and easily say find the cutoff frequency for a small passive network, or to switch it around and determine a specific component value to get a specific -6 or -3 dBV/dBm cutoff. For anything much more complex I either use a tablet and Wolfram Alpha or on a computer use python and numpy/scipy/sympy. I also have Mathematica for OS X but hardly ever use it; I like python better, in particular that it runs anywhere without license managers, doesn't cost a fortune, and doesn't cost a second fortune just to be programmable. (And to me programmability for this kind of software is more important than a good UI.) But for quick, simple calculations... HP35S. Good 2-line screen, small, lightweight, and a good nearly HP67/HP41 grade keyboard.
This said, I'm a longtime handheld calculator fan and together with a few others reverse engineered the ROM in the HP48 in the early 90s. To that end I wrote an annotating disassembler with an emacs mode to edit the disassembly (comments, symbol names, pattern substitution for code segments into macros) and save the annotations in a sidecar file; a macro assembler that could reassemble the annotated disassemblies; and a debugger (MLDB) that could single-step ROM code (which is challenging because like a PIC the processor had a fixed hardware stack and no hardware breakpoint support), mainly as a reverse engineering aid. (The debugger was sold on an expansion card through EduCalc for a while, enough to recoup some dev costs and then open sourced a couple of years later.) Eventually, at a conference (in Corvallis, OR) that was well-attended by the HP calc engineers I chatted a bunch with them and it turned out they had bought a bunch of these and used it themselves.
Before the conference was over someone had dropped a pile of floppies in my coat pocket with the calculator source code on it, with the comment that this never happened. Fun times! But the days of the handheld calculator as a numerical computing tool I think are long since gone. The best I think would be a release of something like Octave for tablets with a nice touchy UI.