I'm researching as much of my and my husband's families as possible.
Sometimes there are dead ends; brick walls that might never be cracked. Those depress me but I have to focus on the lines that I can follow.
Sometimes it depends on what is available online. For example, my Beaumonts (from Gillingham, Kent) are well-documented in the parish records that are online for free at the Medway Ancestors site. I spent a huge amount of time there, building a good tree almost from scratch. In that family, I was able to trace siblings, their spouses, and their children, quite a ways. Oh, joy.

I recently found my great-grandparents on a ship's list in 1906 on Ancestry, of all places. I had no idea they had arrived first in Philadelphia and then somehow made their way to Canada from there! That ship isn't even listed on the (Canadian) ArchiviaNet site. My grandfather was born in Canada in 1914, so I thought his parents had probably arrived circa 1913.
That lovely discovery led to more discoveries and set me off again on that particular line.
For my birthday, my husband gave me money so I could order some certificates, which will help prove some relationships for a few lines, and will get me going on those families.
It's never-ending, really. The great thing about researching more than one family is that you're never stuck with nothing to do. There are always new sites to search or new query letters to write or more certificates to send away for.
I'm sort of the family historian on both my and my husband's trees. I have made binders for my aunts and a cousin. Now I am making more for both sides of the family on different family groups. This takes a lot of time, printing, thought and money. It helps me organize what I've got and is a good motivator.
skymoo, I can relate to your sadness about not being able to share your discovery with your Dad. I started researching my mother's tree after she died. Her sister had already done some good work and I was able to take it back and learn quite a bit more. I still wish I could tell her about everything that I'm finding. I do get a lot of happiness from sharing the info with her sisters and her cousin.
Good luck on any research you undertake! You are fortunate to live in one of your key areas of research! I can't say that for any of my lines.
Regards,
Josephine