As someone who was a huge collector back in the day and slowly is getting back into it, and whose son is really getting into the hobby...
Is it safe to suggest that the hobby is a whole lot different than the peak in the late 80s into the mid-90s? Back then it was about completing sets and collecting as many common cards, with the feeling of hitting the jackpot if you got a specialty card. Whereas these days it feels like (and certainly tell me if I'm wrong) it is the opposite -- common cards are ho-hum, and it's all about getting the 1 of X cards, autographed and/or jersey cards, specific players/rookies, etc. Not to mention the huge emphasis on having your cards graded to ensure their value and condition.
I'm of the mindset that quality is greater than quantity. Spend the money on the cards you are most interested in. I also speak as one, who perhaps is in the minority, who views card collecting as something for my lifelong keepsakes than merely investment opportunities.