Hi moshe, thanks for asking - I was surprised to see this thread! I'd almost forgotten about it.
I have a complicated family set-up, and the answer to the question really depends on which family members you're talking about. My wife has been largely supportive of my inactivity as a JW, and is beginning to fade herself. I suppose she's the family member who matters most. Her parents and mine, on the other hand, make it clear that they are unhappy about our decision to be inactive. My in-laws put gentle pressure on my wife to return to meetings, since she hasn't officially declared herself inactive as yet. My Dad is an active elder, and we have an unspoken rule not to discuss my beliefs (or lack of) so as to avoid upsetting him. However, whenever we talk he tries to sneak in some little snippet of information about the organization in an apparent effort to "encourage" me to return. I've told him how I feel in no uncertain terms, but I think he's in a state of denial. I have a sister who I recently reconciled with after a long-standing argument, however she's heard through others of how strongly I feel, and unsurprisingly her and her husband have little or nothing to do with me anymore despite my efforts to stay in touch.
On the flip side, since I've awakened I've found at least 5 members of my extended family who share my beliefs about the organization to varying degrees, and I'm enjoying my contact with them and comparing notes.
Where do I want to be in 10 or 20 years? Honestly, I'm still figuring that out. I would like to become a father, and leave some sort of legacy for future generations. I'm enjoying my work on jwsurvey, and I would like to progress that project as far as possible. I would also like to write a book one day, but I'm a bit nervous about doing so. I'm aware of how many ex-JW books there are, and I wouldn't just want to add to the paper mountain. I would want to write from a unique angle, and until I find that angle I would rather not start the project. Until then, I am perfectly content to write my blog articles as and when the urge arises.
I hope that answers your questions!