When should you splurge and when should you save?
For me, it’s always where I spend most of my time.
In sales? On the road a lot?
Buy a nice, comfortable car. Splurge, so that you’re COMFORTABLE in the car when you are driving like mad.
On the computer a lot?
Don’t buy a cheap computer if you can afford a better one with a larger, friendlier screen. If you are spending a lot of time as a graphic designer, or any job like that then get the tools you need to do your job right and to do it comfortably.
If you sit down a lot, then consider what makes you comfortable in that chair — perhaps a portable back pillow?
If you’re on a plane a lot (like myself), buy good headphones (I like the Bose brand) to block out the airplane hum — it makes a difference in how mentally comfortable you feel while on those flights.
This goes for mundane things like clothing too. I’d buy good shoes because I spend a lot of time walking around in them and after 8-hour days, you want to be blister-free.
Sunglasses? I wear them a lot, but as long as they are 100% UVA and UVB, I don’t really care what they look like and who’s name is on them.
Think about what you’d use each item for, how long you’d use it for and how much time you’d spend on it.