I got a call this morning while I was at work and when I answered it, an automated message told me I was getting a Collect call from Arlington jail.  However, because it was on my cell phone I wasn’t able to accept the charges to find out who it was that was calling me.  It gave me the option to input credit card information to accept the call and I just hung up figuring it was either a scam, or the person trying to call would find another way.  Sure enough, I got a call a few moments later from a bail bonds business informing me that my “friend” Eric was in jail and he had given my name and number as someone who could bail him out.  The question is…would I want to?

Eric and I used to be really close.  Best friends and all that stuff.  Worked together, hung out together, even lived together for 6 months while I was in college.  But it was during the time that we lived together that the friendship went sour and we never fully recovered from that.  I didn’t talk to him for over a year, and didn’t see him for even longer than that.  He wouldn’t admit he’d done anything wrong, and I wouldn’t admit that I had either.  We were both stubborn, and the friendship died off because of it.

Ultimately, it was for the best.  He had made some bad choices in his life (consistently) and felt no remorse or shame for doing so.  It had always irked me, but he had always treated me nicely and stuck up for me when a situation warranted it, and so I didn’t let his life decisions influence our friendship.  That was a mistake I still kick myself for.  Even if you care about someone, their actions will always eventually come back to bite you in the ass, even if you think they’d never do something like that to you.

A little over a year ago Eric contacted me telling me that he was having trouble holding down a job and couldn’t afford anywhere to live and because of the aforementioned bad choices, he had no one else to turn to.  I hesitated, but ultimately allowed him to move in with me for a short time.  He slept on the couch and had all his belongings piled up in a corner of my living room.  Because trust was still an issue, I told him he couldn’t be in the apartment when I was home, and as such I never gave him a key.

Well, he didn’t like that much and one day I was getting ready to leave and he and I left the apartment, I realized that the bar on the sliding glass door had been taken down and the lock itself opened.  Essentially, he had made it so he could get back in the apartment as soon as I left.  I don’t know what he would’ve done if I hadn’t caught this, but he didn’t get the chance; I locked it back and left the apartment without letting him know I’d caught him.  Once I drove off I text messaged him that I was done helping and I would let him know when he could come back for his stuff.  What followed was an afternoon filled with belligerent text messages telling me that I was no help and didn’t trust him and he didn’t know why, which only intensified when I put his stuff outside on the patio and told him he could come get it when he had a chance.

Since that fallout I learned that he joined the Army and he contacted me wanting to patch things up, telling me things had changed and he wanted to make things right.  I foolishly believed him.  I allowed contact a couple times and briefly believed things would be different.  Then the call came today that he was in jail and I was the one he was counting on to bail him out.

So I ask myself – should I?  Is it worth it?  Part of me wants to let him sit there and suffer and realize there are consequences for his actions and that I’m not his rescuer.  Another part of me knows that even if I bail him out, there will still be consequences for whatever it is he did, and this is just to help him not have to sit there and wait.  Granted, he may end up right back there for a long time without me being able to save him again, so me bailing him out now would only be for a short time and would be a waste of money.  But on the other hand, even though we’re not close friends anymore, we once were and there’s something in me that wants to still help due to what was once there.  I don’t want to leave him there out of spite.  Again, part of me knows that he did something wrong and should be there, but ultimately he will end up serving a sentence of some time for any crime he committed – must it start now?  I feel like I should do what little I can, but I also want to wash my hands of the whole situation and consider this a way to achieve closure.

So I pose my question to the masses – what would you do?  Would you turn away and allow someone to sit in jail due to a result of their own actions?  Or would you step in and provide what assistance you’re able to provide?  Would you say that turnabout is fair play?  Or that all is forgiven?  For the sake of the discussion, at this time I will not be answering my own question.  Whether I bail him out or leave him there, I want to know what others think first.  The real twist is, by the time everyone provides their own comments and advise, I will have already either gone and bailed him out, or called and advised that I will not be coming.  Let the discussion begin.

13 Responses to “To bail or not to bail? That is the conundrum.”
  1. Brandon says:

    hell to the no you shouldn’t, you know what he did and what he has always done. sometimes a lesson needs to be learned. whether he learns one or not isn’t the point he knew what could happen and he still did it, for years and years. so now he is in jail…thats how it goes lol. greed and stupidity was his choice not yours so no dont pay for his choice. no bail for Mr. Eric time to sit it out.. we both have known him a long time you know if you do bail him out (again) nothing will change.

  2. Kelsey Little says:

    You know quite well that I made some mistakes when I was a young man. I know very well both sides of this street as I faced it from your side also. The answer is NO! Never forget the great advice”That all people should reap the benefits or take their lumps for their choices in life for it is the best teacher”.

  3. spunk_ransom says:

    I’m gonna have to agree with the others that have commented so far and say NO! From the stories you have told me about Eric and then actually being present during the time when he left your apt. unlocked and you put his stuff outside…he’s seriously not worth it. I mean…when we were dealing with you leaving his stuff out for him to come back and get…you were literally scared of what he might do to you if he came back before we left the apt. That’s just not someone that you bail out of jail. Let his ass rot. Maybe then he’ll learn not to take great people like you for granted.

  4. Amber Jones says:

    I actually got a call like that. When I was 18 a guy that I was dating got thrown in jail. This is after we were at a party together and he ended up making out with a girl in front of me. He left drunk and got pulled over, this ultimately got him a DUI. The bail bondsmen call me and I actually laughed, I was so hurt by what he did but he drank and drove… what did your friend do to get himself in jail? Does he deserve it? probably

    He called you because it seems like to me he knows that no matter how bad he treats you that you will help him. I think that you should wash your hands of him and then see if he calls you when he isn’t in trouble. It just seems like that is the only time that he contacts you.

  5. Brittany Henderson says:

    Oh that Eric. Dean, I dunno. I mean it’s easy to look at the relationship as him only coming to you when he needs help but what if he has changed and he did something stupid to land himself in jail and he needs your help and wants to patch things up? But then again he has walked over you enough and I understand you don’t want to take that chance again. Tough call honey

  6. Yourleastfavorite:) says:

    no. you can still forgive, be a friend, DO THE RIGHT THING, and let him stay it out.

  7. Dan says:

    After all he’s put you thru, he has got to learn the hard way. Keep him in there.

  8. Casey says:

    Put aside how he has treated you (I know that’s hard) and put aside whether you are close to him or not.

    Look at what he did and does he deserve to be where he is. I would like to think that people reap what they sow. Now if it’s just for an unpaid speeding ticket that’s different :)

    I would like to think that if I got caught shopplifting or something that I would know that I deserved to be sitting in jail. That doesn’t mean I wouldn’t call and try to get someone to bail me out but if they wouldn’t I would still understand why.

    Now it’s almost 24 hrs so you need to tell me your decision :p

  9. Pam says:

    Dean,

    Wanting to do the right thing is honorable but being an enabler would only cripple him and I know that is not your goal. The only friendship you and Eric truly had was on your end and even if he had truly been a friend in order for you to be his friend today you must exhibit tough love. If you feed a man a fish you satisfy him today if you teach him how to fish you feed him for life. He has got to learn how to live with the choices he makes. You can pray that he fails forward and that he grows-up to make better decisions. The only thing (I believe) you would be saving him from is an opportunity to grow-up. I don’t believe Eric called you because He needs ” your” help (the help of someone he cares for and respects) I think he called someone he thought might pick him up as you have in the past. I am with Casey on this one. It is not about your friendship, if you indeed even had one, nor is it about whether or not he as a person who did you wrong. This is truly about doing the right thing for the right reasons. I say let Eric grow-up by experiencing the fruits of his labor.

    P.S. I love you Dean, I know you will be thoughtful on this matter as you are with most. I will add this and go. Most important of all do what you can live with.

  10. Janeway says:

    There are three things to remember about being a starship captain: Keep your shirt tucked in, go down with the ship, and never abandon a member of your crew. With that said…. Eric is not and has not been a member of this crew. He’s used you and I know you hope that he won’t anymore but once a user always a user. If we wants to prove himself different let him do that in a different circumstance.

    Set a course for home and know you’re in the company of good friends now and don’t need extra drama from Eric. This isn’t subway, we’re all grown-ups now.

    A wise man once said where you go there you are.

  11. jeremy says:

    thumbs down. the guy sounds like he’s used to you coming to the rescue and although you are a great friend to him for always trying to help him out, I think its time to become a better friend and let him deal with his actions. he may thank you later and if not, at least you wont be kicking yourself if he disses you again afterward.

  12. Kate says:

    Well you know my answer to this….and how I feel about that kid. It’s not like he ended up there on accident anyway, he had it comin. I still think he’s got a lot more comin too.

  13. Aunt Barb says:

    A true friendship involves MUTUAL esteem, respect, affection, loyalty, and the tendency to desire the best for each other. It sounds to me like you have been a friend to Eric. I don’t know Eric but from what I read above, I did not see any MUTUAL respect, etc. on Eric’s part. I didn’t see where he has put Dean’s best interests before his own. I noted that he always seems to have your number only when HE has wants/needs something. I know that friendship is never equal and that there is always one party that gives more than the other, but to really be “friends” there has to be some giving on both sides. The state of friendship exists in your mind, but ask yourself what exists in Eric’s. The fact that you don’t trust him and that he lives down to that expectation is enough for me. After all, after you bail him out, does he have a place to stay or is that the next item he needs from you. I would pass on this one.

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