From Business Perspective:
Here is my calculations when buying a piece of equipment for work.
Average life span = 3 years
In my case, I know my average shoot per month is 30 (average) and if I spend $20,000 on equipment, I should charge $56 more per shoot and I will break even in 12 months, so I just tweak my rates according to general ordering pattern. Another 2 years, it will double its price as income as it has been reduced in the first 12 months.
From business stand point, it make no sense to buy a piece of equipment and it become bleed you more money. If it is, get rid of it.
Film VS Digital... been there done that... It is a personal choice. No more and no less. If you can sell well using film because it offer the "look" that people want, why not? Many choose Digital for the convenience and control. Film still alive, but lab that can do the processing and printing is getting lesser. If you want to do film, just market it as premium service because really, the turn over rate will be slower then digital. With Digital, though gear is more expensive, it is compensated with higher speed of turn over. I learn that $3 x 7 = $21 but $7 x 3 is not always $21 in business world, but if you can ensure $7 x 3 is always $21, then by all means, this is how you charge. Just put as many Zero behind it as you see fit. It is always a choice to be a premium business or to be a business who is dealing with volume. Each has its own advantages and disadvantages.
Sorry to say, but when I buy gear for business, I will spend the least to make the most.
From Hobbyist Perspective:
To be honest, from hobbyist, stand point, it really doesn't matter how much they spend on gear... it is in the name of "shiok". They have the money and they want the equipment, then they buy... no other justification needed. It is great to be hobbyist who makes money elsewhere and not depend on the photography for living. I don't really see the point of calling names as hobbyist at the end of the day is hobbyist.
But when I am in Hobbyist mode, where I just want something, I just buy it, money is not the issue, as long as it is "Shiok". So I understand how it is like between Business VS Hobbyist as far as money spend on the gear. Hobbyist buying gear with their heart, and business buy gear with their head. It really doesn't make one smarter or dumb.
If you are someone who is seriously looking to become a pro one day, the money out and money in is very important equation and you always want to have the least possible out and highest possible in. You decide which side of the fence you want to be.
See it is not fun to be in business as you need to watch the dirty word "budgeting"
Regards,
Hart