I’ve just read your post on how to know when to leave your startup on VentureBeat, and I wanted to ask you a question, if you don’t mind.
We completely bootstrapped our start up for 1.5 years. We’ve got a beta product, about 5 companies using our product successfully, and over 600 companies signed up to try it.

The problem is all three of our co-founders are at financial and emotional exhaustion and the two married ones including myself at marital exhaustion.

We are working to raise seed round, but we keep hearing that we don’t have enough traction just yet (paying customers will be highly desirable) and our runway is only a month at most. At the same time, we don’t want to give up, because we get a lot of very position reviews from people signing up for our product.

I was wondering if you might have any general advice? You seem to be able to raise money, do you have any advice in regards to that?

In every job I’ve had, after a brief initial buzz (maybe two weeks) I feel despondently bored. This will happen when the role is well suited to my ENFJ personality, if I’m good at the job or even when I’ve initially felt really passionate about the role (like working for a children’s charity). And so I leave with this sense of incompleteness. I’m 33 and I’m torn between pushing through and finding that one amazing something or accepting that, as my father says, I’m just scared of hard work.

I’ve read your articles on quitting several times, and I enjoy all of them.  Some of your posts offer advice like quitting and keeping a good reputation for quality work.

I have been working as an analyst for three months at a company that I do not think I’m a cultural fit.  I believe that I will burn bridges by quitting because of my time frame.  It’s not short enough like two weeks for them to forget about me, and not feel bitter for investing resources like they have done.  But  three months is not long enough to make a lasting reputation for quality work.  In fact,  I started off strong but recently have been having communication problems with my boss.

How do I quit a job when I’m in this gray area, gracefully?

I work in the liquor industry and its unlike any environment I’ve worked in.  I’m often sexually harassed verbally, cursed at, and insulted by my boss.  How do I communicate and leave a good impression when I feel like I’m on the verge of an outburst?