I don't think I ever had something in bloom at every time of the year
until I diversified my collection (from all paphs to a mix of different
genera) and increased the size. About 200 plants of mixed genera was
sufficient, if I recall. Of course now I have a lot more than that...
And some seasons are better than others.

Personally I think the trick to achieving 'everblooming' is to follow my
rules. And go shopping at least a couple times a month. Try to avoid
getting too many plants of one type, and always buy plants in bloom or
spike. Preferrably ones that have been bloomed or spiked 'in house'.
You pretty much have to go to an orchid specialist (or many!) for that,
the big-box stores aren't much help.

Assume that most plants are seasonal and will bloom once a year. More
often is a bonus, but don't count on it. Some plants are everblooming.
For example, I have an Slc. Tiny Titan "H&R" that has been in
continuous bloom for forever now. It just doesn't stop... Those are
good plants to have. A lot of phrags will bloom for a long time on a
spike. Get some sequentially blooming paphs (Pinocchio is a good one),
those will bloom continuously as well.

Rob
--
Rob's Rules: http://littlefrogfarm.com
1) There is always room for one more orchid
2) There is always room for two more orchids
2a) See rule 1
3) When one has insufficient credit to obtain more
orchids, obtain more credit