Looking over your calendar, my first thought is that your gear is going to be a small fraction of what you are spending on diving overall, so while you don't want to waste money, there's no need to fight for every dollar.
Which leads nicely to the regulator question. Of the two you mentioned, I'd go with the ScubaPro. But honestly, add an octo and the price is not that attractive, especially if it needs a service. So what would I recommend? Let's look at regs with features that will work for any kind of diving, even if you decide to get into really cold water at some point in the future.
If you don't mind mail order service then one of the following.
Deep 6 Single Tank Regulator Package 1x Signature Series 1st stage (DIN or Yoke) 2x Signature Series 2nd stages (Colors of Choice) 1x SPG or Console 2x LP regulator hoses 1x LP Inflator hose 1x HP hose
www.deep6gear.com
These DGX Custom regulator packages are fully assembled and integrated by Dive Gear Express using DGX Gears XTRA first and second stage regulators together with our premium quality hoses, gauges, adapters, stainless steel hardware and other regulator accessories.
www.divegearexpress.com
These are comparable regs, although IMO the Deep6 looks better and you have the advantage of being able to deal directly with the designer's company. The Deep 6 package is around $900 versus $550 for the DGX packages. But the Deep 6 does include a free first service versus $245 total for DGX (parts and labor for 3 stages).
Deep 6 also includes free service kits for life with this reg, which will save you over a hundred bucks for each subsequent service. [Edit - see LandonL's response below]
If you want something that can be serviced anywhere in the world, the standard options are Aqualung/Apex (Aqualung currently owns Apex), Mares and ScubaPro.
Aqualung/Apex have financial issues that would cause me to stay away from their regs right now.
For Mares, their reg that is most comparable to the ones above (flagship environmentally sealed diaphragm with turret first stage and balanced adjustable seconds) is also conveniently available from DGX at $950 for either the single tank or streamlined package. This is covered by a worldwide warranty and can be serviced pretty much anywhere:
Perfectly configured by Dive Gear Express, there is a regulator setup that meets the needs of every Mares® Extended Range diver! The DGX Custom versions are fully assembled and integrated by Dive Gear Express using Mares XR first and second stage regulators together with our premium quality...
www.divegearexpress.com
I'll leave ScubaPro to someone else. I'm personally not interested in new ScubaPro because I object to the company's anti-competitive dealer practices. This has nothing to do with the quality of their regulators which is top notch, but it results in prices that are much higher in the US than Europe, where these practices are prohibited by law.