What do you do at the age I am when faced with big choices, huge life altering decisions? There are forks in the road at any age, but I think as we get older either we get less brave or they get more daunting, perhaps it is a bit of both. You would think it would be easier, these choices as there are less people and things to consider yet oddly it is not.

Let me give you some background. The strangeness of it all and my thinking on the subject of big decisions at this stage of life.

After a terrible run, I ended up in a job that suits me in many ways doing work that fits my skills and background. Like any position there is always good and bad. With this one the scale is fairly equally balanced. Odd to say that, but when I really look at it with clear eyes it is quite true. The issue? I don’t know that it is stable, not my position so much as the organization itself. This frightens me to death. At my age finding work is hard, I found that out after looking for six months, running through my entire savings and nearly losing everything. It was terrifying.

Dating at 62 is petrifying, looking for work is even more so.

Every now and then something comes along though, something that causes you to stop and think, stop and question. One of those questions is always, “what if?”

What if I take this risk? What will it cost me vs. what do I have to gain.

A few weeks ago a headhunter presented me with one of those conundrums, at least on paper. Usually I read these with a jaundiced eye. This one though, for some reason it caught me. This one seemed at least on paper to have been written for me. So, with a bit of ‘what the hell’ I responded to the request for me resume, my current status and my standard hourly rate. The next day I got a call back, would I be willing to negotiate my rate by $5, it was after all a long-term contract and it came with great benefits for the right candidate. Well, sure that did make a difference.

Then nothing. For a couple of weeks. I didn’t think much of the nothing, that is how things go. Then, well they really want a local candidate so that is what they are interviewing, well that really does make sense given the type of contract. Then, would you be willing to move for the contract duration, they won’t pay travel, but they might negotiate some of the cost of the move.

Hmmmm, that is a big ask for a contract. Give me a day to think about it. With one exception I have never been asked to physically move for job and that was under very different circumstances. My answer? Let’s get through the first round of interviews, see if we even like each other and if there really is a fit then we can talk about the rest.

Well, we did that. Now we are trying to set a schedule for the next round and I am at that proverbial crossroad, though I see it as more of a branch. What is my answer? How much risk am I willing to take? I am 62 years old, I should be thinking about retirement not galivanting off on my next damned adventure. Instead here I am considering:

Do I shut my house down, rent it or sell it.

Do I have another great purge, move some or all of my things. I could always put what I love in storage. Hell some of my stuff is still in boxes from my move to this house three years ago.

Then there are really some personal questions that have to be answered, maybe asked and answered is a better way to think about these:

For four years I have been in and out of a relationship that sometimes works and sometimes doesn’t. Recently it truly doesn’t and it has caused a great deal of hurt. I am using this as an opportunity to escape?

Will a move to a completely new city, new state cause me to act any differently than I do today? Will I suddenly become more extroverted, get out more?

Will going to an office everyday rather than working from home force me to form more human bonds?

Finally there are the financial questions, both short term and long term that loom at my age that have to be considered carefully. We all face these at any age, but I think as we get older they become more obvious and perhaps in some cases are more perilous.

My six months of unemployment wiped out my savings and damaged my debt. I have worked on debt but have not rebuilt savings. This opportunity would allow me to finish wiping out debt and rebuild a great deal of what I lost in savings, if I sold my current house and banked the equity for the two years of the contract. Yes, I have run the numbers. Debt free, I would have far more choices than I have today about many things, including:

Where I live

The types of jobs I can accept

The salary I need to live

Two years out of my life doesn’t seem huge in the face of the choice it would give me for a different future. A future with less struggle and less drama. A future less tied to the past. Perhaps the choice should be easy, I wish it were so. Yet, as with every big choice there remains that looming risk of ‘what if?’

Contracts go south every single day. Projects get put on hold or contractors get let go with no warning and no cushion to bounce on. There I would be 62, strange city, strange state, no family or friends and no home to go home to. Thus my challenge. How will I answer if the position is offered? What will I do? There are so many reasons to say yes, is fear the only reason to say no?