Thanks for the advice. You definitely make good points, and I understand and agree with them. That said, a replacement vehicle is definitely happening in the next few months. I hate the Tacoma and it reminds me of that every time I get behind the wheel.
I'm really aiming for not spending more than $15k out of pocket, over and above the trade-in of the Tacoma. Maybe $20k max if it's a nice, modern LX. I will also net an easy $10k from the parts I will sell off the Tacoma (will take some effort to remove them and time to sell, but it'll happen). End result is that I'm not spending more than $10k out of pocket to upgrade the vehicle. Sure, that's still money I could save/invest, but it's not "as much" of a hit $$-wise. Maybe I'm just trying to justify the "want" to myself.
An upside of getting the LX is that I really do see myself owning it for much longer than any other vehicle I've had. Maybe 10 years, maybe 15. Desire to keep it very long term is also one of the reasons I'm more inclined to find a lower-mileage model. Between the power, room, reliability, on/off road ability, and all those creature comforts, it checks just about every single box. Fuel efficiency and upfront cost being the downsides.
Looking for an early-year LX is a good idea, but options are slim, and over the ~3 months I've been casually browsing LX ads, I've yet to see a single one listed for less than $38k CAD. The cheapest local (4hr drive for me) option currently on the market is a 2008 with 60k miles, listed for $38k at a small, shady dealership. It looks somewhat rough in the photos and has been for sale for well over a month (whereas similarly priced LXs with similar/higher mileage have sold much quicker in that same timeframe), so I suspect there's a good reason it's not selling, and I'm very hesitant to even think about it.
Will keep my eyes open and see what comes up on the market. Still haven't heard back on those final "no haggle" numbers from the dealership with the 2014 LX.