Failed entrepreneur, broke, unemployed, now taking care of aging parents. Help.

236 points by mattman ↗ HN
TL;DR - My startup failed, I'm now broke and unemployed, I have no idea who I am anymore professionally, and had to move back to the middle of nowhere to take care of my aging parents. I don't want to get stuck living this life. How do I fix all this?

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Hello HN,

As a long-time reader of HN I would greatly appreciate some advice and/or suggestions of how some of you would deal with this situation. I'd like to believe that as an entrepreneur that I can find solutions to problems but at this point I have to admit I'm a bit shaken. What would you do if this were your situation?

1) I'm a failed startup entrepreneur fighting my way back out of depression, spiritless-ness, and massive debt. I've also been unemployed for over 1.5 years now due to a loss of identity and overall purpose. I have no life savings left to try and squeeze my out of this situation.

2) Concurrently, I had to move back home to a relatively inactive area - no tech scene, no innovators, no night life, no forward-thinking, no excitement. People here are content with 9-5 jobs and staying home at night (edit, removed: want their safe, comfortable, 9-5 jobs, and their must-see-TV at night). There is no ecosystem to help drive and create new things. Local city and business "leaders" I talk to about doing something politely nod their head in agreement but it never leads to anything.

3) I had to move back home to manage my aging parents. They're in their mid-70's, and are starting to need assistance. They are in violent denial that anything needs to be changed, planned, or managed. They will never move, won't help plan for the future, and are constantly and consistently negative about every situation. It's becoming harder and harder to stay levelheaded and sane in such an environment.

4) My entire family suffers from social anxiety disorder and have no friends/extended-family/neighbors whatsoever - zero, zip, nada. This makes life planning almost next to impossible as all new ideas are immediately shot down due to stubbornness, ignorance, or fear. This leaves me with no support at any level in trying to plan for their future quality-of-life in terms of finances, insurance, health care, moving, and attempts at basic human interactions.

5) Net effect, I'm trapped, unfocused, and drowning in guilt. If I relocate in an attempt to find work I leave my troubled family behind and will become the "one who abandoned them." No one is fair enough to comprehend the planning I've done so far (estate, health, day-to-day care, etc). If I stay, I'll lose more and more of my professional momentum and personally run the risk of falling deeper into depression.

I know my objective perspectives are probably a bit skewed at this point, so my goal is to get a clear head as soon as possible, and get back into the ring. Have any of you had similar stories or experiences? How did you go about fixing it?

146 comments

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I've been here before and it's a tough place to be!

I've found a useful first step is to try and regain a sense of control over your life. When your focus is trying to influence others (i.e. your parents, potential employers), it's easy to feel like you have no control over anything. That is a recipe for learned helplessness and depression: http://en.wikipedia.org/wiki/Learned_helplessness

Is there one thing that you can control? It could be blogging every day, it could be going on a run every day (which does wonders for fighting depression!), it could be anything. Whatever it is, it has to be something that you can control and can successfully accomplish without having to get the buy-in of others.

Good luck!!

I second this. The way out of a depression is by regaining your confidence. You can do this with "small wins" that lead to bigger wins and eventually the self confidence to take on the world.

Working out/Getting in shape has the added benefit of reducing stress and produces endorphins helping you feel happier.

But it could be anything. Reading a book, taking a class, solving a puzzle, etc.

Thanks for the learned helplessness link. I'll look into that more.

As for exercise, I take walks, bike, etc. The thing I'm missing the most are having other like minded people around to share ideas and progress. But maybe I need to look into building a small Skype-based network for this, or something similar.

Go to church and pray!
The praying part might be good advice but I'm not sure he needs to go to church first.
I downvoted the parent comment, but maybe I shouldn't have. Church is a pretty great place to network; I'm pretty sure my old boss got 90% of our contracts via churchy connections.
I'm an agnostic, but the parent comment is not a bad idea; I've gotten a tech job via church connections before. (I attend church because I'm a professional singer; lots of us have church gigs.)
while your at it, pray for some kids with cancer to be cured, thats worked real well for them - here's looking at you big man with a beard in the sky
Entrepreneurs don't take risks — they manage them.
I like to say "Entrepreneurs don't take risks. They take advantage!" I think VC's like to say they manage risk.
"People here want their safe, comfortable, 9-5 jobs, and their must-see-TV at night. There is no ecosystem to help drive and create new things."

Considering your situation, a stable 9-5 sounds like a better option for you than a new and risky venture.

Yes I actually agree with you. I should have provided better context: 9-5 meaning that people here are mostly content with what they have. They aren't out and about in the city looking to build new ventures, take risks on big, unproven ideas, etc.
You do not need to be building a new venture, or taking risks, or trying out unproven ideas. You need to get a job and make money so you and your family don't starve to death.

It sucks that you're in a place where nobody shares your motivation, but you still need to eat.

I don't think this is helpful. He can provide for his family with out a "9 to 5". He could contract remotely, for example. And he could work on side projects with an eye to the future, which would help keep his spirits up through this period.
I think the important message isn't that a job is from 9am to 5pm, but that you have a job that pays a regular paycheck based on hours worked. mattman is not in a situation to not be making any money.
They aren't out and about in the city looking to build new ventures, take risks on big, unproven ideas, etc.

Is it really like that in SF? I've never lived there, only visited; and almost got mugged at a gas station.

The description reads like a fairytale or wishful thinking. I hope I'm wrong, though, because that would be amazing.

if you get into the start-up scene, it really is like that. A lot of those people are just talking shit, however. lots of hype, less execution.
Sometimes I get that sense but these days it seems everyone i meet sold everything back home (a bunch of them European) and moved to the bay area. Most of them took. A short trip first and decided that the scene was infinitely better.
If you go to entrepreneur events, it's definitely a reality. I've been part of the scene for about 1.5 years and there are countless meet up group/events for new tech. There are coworking spaces that litter a certain part of SF. In Palo alto, I often run into entrepreneurs I've met at other events. At certain cafes, they are loaded with people hacking.
Sideline topic: Yeah, I can't handle these types of crowds, even though I really need to find a co-founder. I can't go to these specifically because of all the talking of sh__ that goes on. I'm afraid many people in the startup scene may think they will be the next best CEO in the world, so they go to these events and typically spend the entire time droning on with enough business/tech-laced hot air you could fill a balloon with it big enough to have saved the Titanic from sinking. But, when it comes to rolling up sleeves and getting things done...well...crickets.
Right now, is it more beneficial for you to be solving big problems or little problems?
Sounds like those people would like more media, like movie rentals.

Buy a redbox machine? Start a rental store?

Start a video rental store? In the age of Netflix?
I have a netflix account but I still use redbox from time to time. It's nice picking up groceries and a movie on a Friday night. The $1.50 is pocket change and means a movie night doesn't have to be scheduled a week ahead of time.
Sure, maybe he lives in a remote location with crappy internet service. with Blockbuster going down it's a perfect time to offer friendly customer service and enlightened selection.

Or, like I said, buy a vending machine.

No pr0n on Netflix.
Porn is free now, didn't you get the memo?
(comment deleted)
I really don't have much personal experience to draw on here, but just to add my two cents, you might try to think about why you initially became an entrepreneur, techie, developer. Something that always makes me feel better no matter what my work-load or responsibilities is spending some time on a project just for the sake of my own interest. These are NOT money-makers, just rough ideas for anything that truly interests me from a tech standpoint. Like maxdemarzi said, do something to regain confidence, interest in your work, etc. You can't fix all these problems at once.
I'd like to think that I've thought about this, but almost every interest of mine involves something that in no way shape or form includes being around for my family. But you are right in the fact that I need to focus more on what I find enjoyment in / take pride in.
You need to hear this: Get off the bitch train and do something about it.
A few observations:

- Your post is a little judgmental of the people living this area. 9-5 jobs are nothing to be ashamed of and wanting to watch TV after a hard day isn't necessarily a fault. If I were a business leader in this area I'm not sure I'd be interested in working to fix this if such a thing is even possible or desirable.

- What is your skillset? Are you a programmer? If so then you should be able to find work anywhere, you could work remotely, or start a business.

Doing something out of guilt is nothing I'd ever recommend. If you were doing this out of love then maybe this might make sense.

1) Re: 9-5 - Thanks for catching that. My frustration came through on that a bit. I changed the wording.

2) Re: skills - I do everything but program. And by everything I mean everything - funding, prod dev, marketing, sales, operations, strategy, etc.

Great point about not doing something driven by guilt. Thanks for your feedback.

Is it possible that you actually can't really do those things if your startup failed? In other words, is it possible you're representing having skills that you don't actually have? (It reads to me as if you have a willingness to practice those skills, though they aren't well developed.) Maybe it's time to honestly evaluate where you're at and invest some time into personal growth and development. You will reduce cognitive dissonance and through surrender to the mastery process some of your depression will be ameliorated.
Really good point, how do I go about achieving this? I'd like to believe that I have the skills, insights, strength, and endurance for all these things, but yet, I have to accept the reality that so far it has gotten me nothing. I'm open to change/learning - if my family weren't an issue I'd go anywhere in the world to learn, reboot, start over, grow, etc.
Important edit: I recommend buying books if you can afford it. Many reasons for this. One, it's fun to receive packages in the mail. I get a rush every time I rip a package open. Two, it's good for the ego. It helps you keep perspective on how much you've been reading. Three, you can underline the books as you read them, this can be VERY helpful. Unfortunately I do not recommend loaning books to friends, you will never get them back.

Awesome! You can start by reading 1 book a week, which is an aggressive but doable goal. To some it may not sound like much but if you have not been making a habit of reading regularly, it will take you a while to get back into it. In a year you will have read 52 books. I am of the belief that compound interest is most effective when you have staggering sums of money. It is second most effective when it comes to knowledge.

Amazon will sell you books for cheap, but there are many business classics that will probably be available at the local library. I bet your local library will at least have one of these seven books:

How to Win Friends and Influence People by Dale Carnegie

Think and Grow Rich by Napoleon Hill

Seven Habits of Highly Effective People by Stephen Covey

{anything} by Seth Godin

Positioning by Al Ries

Getting Things Done by David Allen

21 Laws of Leadership by John Maxwell

Reading books can be a useful starting point, but by themselves they won't get you those skills. They're called skills for a reason: you have to practice them.

I'll repeat the advice out of one of Peter Drucker's books: the only way to really improve in life is to feed back from actions to results. Try to do something. When you fail (and you probably will, the first time), take an honest look at your performance, and identify one thing that you could've done better. Then do it again, but this time do that one thing differently. Did you get better results? If so, find something else you could've done better, and practice that next. If not, do it differently again, and measure the results. Repeat until you're doing everything awesomely. You have now mastered the skill.

I am still working at finding the right process for absorbing information and integrating it into habit.
You do realize that startups fail for any number of reasons. Founder's not having all the necessary skills may be a contributing factor, but I would be willing to wager quite a bit that it is not a leading cause.
"Sales fixes everything" - Guy Kawasaki
I was going to recommend that living with the parents might free up some time to hack out a new idea, but I see you aren't a developer. As such, I'll suggest a non-programming idea: rebuild the old version of Techcrunch. Write a blog about cool startups. Actually use the products, provide screenshots and reviews. Don't write about Apple,Google,Facebook,Twitter, or funding rounds greater than 1 million. I promise you'll have at least 1 reader ;)
Why not take the time to learn to hack? What with all the internet resources out there, IRC, mailing lists, and whatnot, it doesn't really matter where you are, and some 'peace and quiet' would be good for the concentration you'll need.

At that point, maybe you can have a go at doing something along the lines of "Start Small, Stay Small":

http://www.amazon.com/gp/product/B003YH9MMI?ie=UTF8&tag=...

The idea being that with a niche product, it's not going to be an all-or-nothing venture, and you'll be able to run it just fine from wherever you are - no need to be somewhere where startups are 'hip' and you can recruit 30 people after you get your millions in funding.

Move close in but not with your parents, get a job, and learn programming -- it's very empowering. I had one of my friends over that is doing just that. Six months back when he started he was quite bleak, but now he's close to $0, and on a roll. He seemed not tense for the first time since I've known him.
What is the best way to go about starting to learn programming if you do work a 9-5? I am finishing school and paying for a website to be designed right now but would love to learn more...
The things I have done are to start a side project or find something at work I can write a program to help with.
practice, practice, practice

don't just read, but write too

Think of something simple you'd like to make and learn whatever you need to make it. Perhaps a small but useful widget for your website. Attachment to a creative vision can motivate you in a way that tutorials and classes cannot.
I lost my job in PR earlier this year and used the several months of non-employment to laser focus on becoming a professional programmer. I got my first job doing so last month.

If you don't know who you are professionally, it's probably because your heart isn't in whatever it is you do. Quit feeling sorry for yourself and learn to program.

You need to get a fresh start. I think regardless of the situation (although yours may be more extended), we all have a sense of guilt for "abandoning" people, but you have to realize that you can't help anyone unless you help yourself first. I do have my own story, but it's not something I want to publicly share, though I'd be happy to tell you over skype if you really want to know.

Bottom line is... you can stay around and try to fix things, but your chances for success are low. I have a philosophy in life: Never stay in a place where you're too happy or unhappy. Happiness brews complacency, and unhappiness breeds distrust and hopelessness. I don't know your skill set, but I'd suggest moving somewhere, working to save up, and then restarting your life. The hard part is getting past the loss of time.

Yeah your situation right now sounds awful. Its tough to be under-appreciated by people whom you're trying to help. Here are a few things to try.

0. Put your email in your profile so people can email you suggestions/work/jobs privately.

1. Get ANY locally available job just to get out of the house regularly and interact with people and start earning some $. Then start looking for something you like or enjoy etc. Do you have any skills people buy on ODesk or other places?

2. Start exercising daily. Don't need a gym membership to be effective. Google "body weight exercises."

3. Spend some time (an hour-ish doesn't have to be continuous) outside every day. It can be anything but you could walk dogs for a nearby humane shelter or whatever.

4. What area? I assume USA. How close to an "active" area? Or at least a not-dead-area? The local guys probably aren't against it but more likely have no idea how to start/be successful and don't want to look foolish or fail.

5. If you don't have on spend $5 and get an account on ask.metafilter.com and ask specific questions about your parents anonymously to a wider audience than HN.

6. Maybe this can give you some concrete ideas the local guys can understand: http://news.ycombinator.com/item?id=2566026

Have you considered immigration? Say move to a different country where there is plenty of startup capital, and your skill set might be in need and greatly appreciated. Try look into places like China, India and so on.
Yes, a lot actually. South America is on my radar for this very reason. My thinking is that if employers, clients, or other startups aren't seeing obvious/immediate value in my collective experiences, that companies/projects in other parts of the world might. I'll look around HN to see what others have done in this area.
Entrepreneurial spirit? Needing to care for someone? Start your own senior care facility. Not wanting to wipe asses for the rest of your life? Create a patient database service and sell it to your competitors.
Sounds like it's time to start from 0.

Location: You need to move far enough away from your parents that you don't struggle with their every decision, but close enough to react to an emergency.

Parents: Do NOT attempt to rule their lives. They don't want it and you won't convince them. They have to figure it out for themselves.

Job: You need to settle down and find a 9-5 job. You have nothing with which to start another risky venture, so you need to find a way to pay the bills while you recoup.

Innovation: Feel free to innovate on the side, but pay the bills first.

The upside of starting from rock bottom is there is only one way to go. UP!
You are a very strong person - give yourself a huge amount of respect for having the courage to write this.

Reading this has brought back a whole lot of painful memories - I have been almost exactly where you are. Though exact circumstances were different, I know how it feels to be trapped between two unmovable forces.

When I was there, I started giving myself homework assignments. Basically, I turned self care into an entrepreneurial endeavour. For example, I literally forced myself to:

- start training for a marathon (Kanamekun gave you some amazing advice - physical exercise increases both dopamine and serotonin levels)

- start lifting weights three times a week (strength training is a great tool as you see small improvements constantly. For me, it was also a great opportunity to let out a lot of anger)

- keep a (private) journal and write a minimum of 500 words a day. Sometimes, my 500 words consisted of, "I hate my life and I want to die" repeated over and over again until I hit 500.

- start working on one small project that I always dreamed of doing but never had the time

Needless to say, I was in a really bad place and, if you want brutal honesty, I can say that I am a little surprised that I came out the other side. I found that these four pieces of homework built momentum and eventually I had enough momentum to get out of the pit.

Best of luck, I will be thinking about you, and if you need someone to talk to, just ask and I will put up some contact information.

You're strong and you're not alone.

"no tech scene, no innovators, no night life, no forward-thinking, no excitement."

Sounds to me like a blank canvas and opportunity to be a big fish in a small pond. Your town not being cool enough isn't a good excuse. It's like blaming a chair for making you sit in it.

If you are a true entrepreneur and have the ambition, you'll hustle up make things happen. In the meantime, lower your standards and take the next job that's offered to you.

I think you need to take care of yourself before you can take care of others. Even if you are very close to your parents and don't want to "abandon" them, the most immediate thing you can do is find a job that will give you financial and mental stability - you probably underestimate what it is you are able to bring to a company, and if you are willing to start somewhere with a clean slate there are probably a lot of job opportunities around. You'll then be in a much stronger mental state, and will be able to look for ways to a)help them transition to a retirement home b)pay for someone to help them take care of themselves c)incorporate them into YOUR life, by inviting them to live with you in the future for example. You need to find a purpose for your own life, and it is clear that you do not share the same "apathy" which you are finding in this new environment - therefore staying there can only lead to disappointment. If in the short-term this means disappointing your parents, as sad as it is to say, they won't be around for ever, and disappointing yourself will have a much longer-lasting negative impact. Take care.
Sounds like you should get one of those 9-5 jobs and let your parents figure their own stuff out. If they ask for help, go for it but it's their choice. They are adults after all.
Great direct advice and very true, but tough to stick to in all cases. Thanks.
mattman, I have been through something very similar. I'm a long time developer who has made great sacrifices to put my own plans on the back burner and move back to my hometown to care for my mother with Alzheimer's. It is the most important thing I've ever done. We are both doing exactly the right thing. You should be proud.

A few thoughts...

I have no idea who I am anymore professionally

You are the same person you've always been. You have lost nothing. It may not seem that way right now because you haven't exercised your work muscles for a while, but what we do, like riding a bike, is NOT forgotten. It just needs to become active again. Once you start working again, you will remember pretty much everything and you will most definitely remember who you are professionally.

In addition, one of the most important qualities for anyone in our field is not just what we know, but how well we can learn new stuff. You have already done this; you will do it again. Your skills may become a little outdated but it doesn't matter. You will learn new stuff just like you've done many times before.

I had to move back home to a relatively inactive area - no tech scene, no innovators, no night life, no forward-thinking, no excitement.

Ten years ago, this may have been a problem, but now you can let the wonders of modern technology help overcome a lot of these issues. Use Hacker News for your tech scene, innovators, and forward-thinking. Frankly, these things are overrated in real life. Not so sure about night life; you'll have to find a way to solve that one.

If you have too much trouble finding appropriate local work, remote options are wonderful for people like you and me. Use one of the many remote opportunity posts here on Hacker News to find something. Anyone reading this with a remote opportunity for mattman should contact him off-line to explore the possibilities. mattman, you should fill out your profile to help others help you.

As far as your parents are concerned, please understand that there are incredible options available to you and your family. Attendants can come to your home. There are wonderful adult day care centers. And most importantly, assisted living and nursing homes are NOT to be avoided; they should be embraced if they are the appropriate option. Moving my mother into a nursing home was the best thing we ever did for all concerned. We just didn't realize it until after we had to make the move.

There must be all kinds of resouces in your community, including financial. You just have to go out and find them. Your parents are your new start-up. Your goal is NOT to take care of them; it must be to be an entrepreneur and put people in place to do that for you. I don't know where to start in your community, but get started. Ask anyone and have them point you to the help and the money you are entitled to. We all paid in for this; now is the time for you to use it for what it was intended. Don't let your parents talk you out of what you must do, the roles have been completely reversed. Now is the time for tough love. Do what you must to make this successful for everyone.

Forget about the rest of your family. If they can support you, great. If not, ignore them. They don't matter. Please understand that this advice comes from hard-earned experience. Don't make the same mistakes as me and expect more from others than you're likely to receive.

You are doing the right thing and you will come out of this stronger than ever. Keep your head up, do what you have to do, and eventually get your life back. Contact me off-line if you wish.

Best wishes, mattman!

  fill out your profile
Mattman, in case you're not aware, the email field in your profile is invisible. If you want to allow people to contact you, please add it to "about" textbox.

I have no specific advice for you. But I do want to cheer you on. Good luck and know that many of us are sending you our best wishes

_Books for dealing with the emotional stress_

Also the following books helped me to get my mind straight about all this:

1. The Art of Happiness by HH Dalai Lama and Howard C Cutler 2. The New Earth - Eckhart Tolle

You'll realize that comparing your life the outward projection of other peoples lives is pointless and is mostly useless.

Also the most important thing that you'll realize is that suffering is in your mind. And is something you can control.

_Books on how to care for Alzheimers patients_

Some books I HIGHLY recommend to figure out how to care for your parents and for yourself:

1. Alzheimers - Early Stages by Daniel Kuhn 2. The 36 hour day by Rabins et al.

3. The Anti-Alzheimers Prescription by Vincent Fortanasce. (This is not really anti anything but goes through modalities that _could_ reduce alzheimers in the future.)

To get an idea of what an alzheimers parent is going through you could read: Alzheimers from the inside out by Richard Taylor.

_Dangerous Drugs_

Also the 2 drugs that might get prescribed and that you would want to watch out for because of abnormally high rates of deaths in the trails are: 1. Reminyl(Galantamine) 2. Donepezil 23mg dosage. (The 10mg dosage doesnt seem to have had any side effects for my dad in the last 2 years).

_Personal Situation_

My dad has Alzheimers too. Right now he seems to be able to live on his own. We handle all his taxes, medicines, doctors visits etc.

My dad's case is made worse by him living in a village in rural India. And he vehemently will not leave. Electricity is only present for about 19 hours a day and water only for 4 hours a day. This makes it much more interesting a problem. :) But he is a pretty amazing guy having gone from a village to an engineering degree and high ranking navy officer so he's a got fighting spirit which I think helps him.

(Interestingly theres wireless internet here for 24 hours a day!)

_Other Thoughts_

I absolutely agree with edw519 - you cant expect any help from anyone but you can ask. You'll be surprised by people who will be willing to help. You have to become part of the community you are in. You dont have to even tell them about your parents until you've known them for a while.

Also I think in the US there is a lot of support you can get from local organizations. The Alzheimer's Book number 1 recommendation above lists a lot of helpful resources that could be useful even if your parents dont have alzheimers.

_Practical Advice_

1. Create a strict regimen for your parents. Something they can do on their own. As edw519 says, use attendants, nurses, adult day care etc.

2. Make time for yourself. And use this time to start applying for remote jobs or take on simple work from sites like RentACoder etc.

_Bottom Line_

You arent missing out on ANYTHING. Every friend of yours will have to deal with aging parents at one point or another. Or worse they've already lost theirs. You are able to get some quality time with these people which I think you are lucky to be able to do.

I dont know at what stage your parents are but I aired out all my past grievances with my dad and its made our relationship that much more stronger. I admire him a little bit more now.

Dads situation has also brought my whole family closer.

_My Contact_

You can contact me at railsnoob at yahoo dot com if you like for whatever - just to vent (I always feel like venting after a few days iwth dad :) ... or talk about our experiences or anything.

(comment deleted)
Your situation with your family sounds terrible, but I think one important thing you should realise is that you are NOT responsible for their well-being. The desire to help is both understandable and laudable, but you should not confuse it with obligation.

Ultimately each of us makes our own choices about our lives (even if that choice is to depend upon others - many make that choice without consciously realising it), and in this case it sounds like your family are choosing not to improve their situation, and also trying to make your life choices for you. I have a friend with similar familial issues and from experience I would suggest that you at least enforce some boundaries so that you can live your own life successfully, and if they won't play along with that, consider that you may have to leave them to fend for themselves and forge your own path elsewhere.

We only get one, short life - please don't spend it in the service of people who don't appreciate what you're giving them, or actively obstruct your efforts to help and improve your own lot.

Their situation is NOT YOUR FAULT. Repeat that every day until you believe it - if you want to help them, of course do so, but make it a matter of choice and try to do it in a way that doesn't ruin your own life.

I just accidentally deleted my post, but here's a rewrite.

Constraints: - little/no capital required. - location independent, or available at your current location. - must provide enough income to service/remove debt. - should provide a routine.

Assets: - can do "everything but coding", with most experience in a tech sector - a reasonably large amount of free time.

Possible opportunities: - sales, for either a local or a remote company, either in-person or on-line. any product. - consulting (niche yourself and show you're really good at one of your many skills, and pick something that can be sold without always being at the client site.) - what else can you do?

I'm attempting to strip away the emotional baggage from the situation, to make it easier to see what might be possible. Maybe that could help.

I'll second the Learned Helplessness - your strategy currently seems to revolve around changing your parents, changing your immediate family and changing your town in order to stablize your life. Unfortunately, though other people can change, they can rarely (if ever) be changed by others. You need to stop focusing on the townspeople, the parents and the family, and start focusing on the thing you can change - your circumstance-strategy and your goals.

Here are a few things to consider, and some hard questions:

#5 - Why are you drowning in guilt, what have you done to feel guilty about? Your business failing? Your inability to support others who are not supporting themselves? Is your guilt misplaced, should you really be feeling responsibility?

I ask because guilt has a downward affect, responsibility upward - if you feel guilty that you can't support your family, you continue to sink into depression as you continue to fail. If you feel responsible for supporting your family, you find yourself needing to do just that and rising to goals that will fulfill that responsibility.

In regards to #2, I would consider this a cop-out. If there are no leaders, then you lead. If there are no innovators, then you innovate. If people want 9-5 jobs, then hire them, don't co-found with them. I realize that being in an "active" area can help in networking and support, but it also comes with disadvantages - competition for those same resources, false prophets and snake-oil salesmen, superstition-based strategy "Only 21 year olds can innovate, you need a 21 year old!", and it's own built in (false) positive-feedback loop. In my experience, "safe" or "inactive" areas are also usually somewhat economically depressed or limited - they rely on a factory or a set of services (hospitals, trucking depots) to supply most of the jobs. This can be a golden opportunity for an entrepreneur: there are probably lots of people there that need jobs or are working dead-end or low-wage jobs that would love a new business to open up in their neighborhood.

#4 Time to break the chain. If your whole family suffers from social-anxiety, it's time to ease them in to some new relationships. People need friends, and families need anchors. You can't do something creative or risky when you're floating anchorless. Your family needs to join the community, even if they do it awkwardly or slowly. My suggestion is this: choose an activity, sport, hobby or interest that at least 3 of your family share. I'm talking things like hiking, climbing, reading books, video games, sailing, motorboating, motorcyling, bicycling ... whatever it is that a few of you like to do. Find a local club that's related and join it. If there isn't one, start it. In fact, that may help you get your business chops back - running a small community club. Either way, you need to get your family "out there" and slowly the relationships will start to build. Once they have a few friends, they'll feel anchored to their community, their lives won't feel so out of balance, and taking risks will not seem so dangerous.

#3 I've never been faced with this situation so I'm not sure I can respond well. I'm tempted to say that if they don't want your help or won't admit they need it, perhaps you should let them make their own choices and back off.

Finally #1 - have you considered bankruptcy? If you're being smashed by crushing debt, the contracts you signed with those lenders hold escape clauses for you and them. Perhaps it is time to exercise yours?