Do I confess my feelings to my boss before moving to the other side of the world?

I don’t think telling a friend that you fancy them is quite the same as telling your boss and having to work with them for 7-8 hrs every.single.day

Tell him now. See what he has to say. Then you'll have one month to decide what to do, as you can't date him and stay in the job anyway (If the move is temporary you can keep things long distance).

This ! Having feelings for someone isn’t embarrassing, it’s the stuff of life. If he doesn’t feel the same, that isn’t embarrassing either.
Absolutely tell him you like him.

6 months is a long time when you are not actually dating someone.
It's not just the actual distance, it's the time differences that make contact harder.

I think 6 months apart would be feasible if they were already dating and semi-serious, but asking someone to continue with something very casual for 6 months is not really practical IMO.

You cannot expect a man to wait for 6 months when the relationship isn't off the ground and he may- bluntly- get other offers.

I agree with @LivingTheDreamish, take the job and maintain the friendship. As he's a Kiwi, he presumably goes home sometimes to see his family and if the friendship ensures, you could always meet up.

Or it may be that you decide not to stay after six months and return to the UK.

You probably aren't going to see him again anyway so what have you got to lose?

It brought to mind that brilliant episode in The Office.
I’m sure you could say to him something about the job offer but you’d really miss him and see what he says. Life is about taking up opportunities. As others have said, if he was shocked and said “ you’ve totally misread this” which sounds doubtful, you can go to Australia. Go for it. Good luck.

Life is way too short in my opinion and if you genuinely do feel you’re in love with him, I don’t see what you’ve got to lose by testing the waters. I’d ask him if he wants to go for drinks/food, but this time be a little more open, how much you enjoy his company etc and maybe a few hints that you’re interested and gauge his reaction! If you get on a plane without trying you’ll regret it! I’m only a few pages in and felt compelled to comment, so you may have updated. If you haven’t please do! I feel invested and hopeful!

I wonder if this is more about your fear of leaving to move to another country you said in reply to somebody else that it's a huge move you will have to boost there that you know. Honestly I would sit down who see if the move is the problem...I think you trying to find away not to go to Australia and I totally get but thrir will always be men around but not always life changing opportunities!

Aside from your love issue what on earth will you do if you see one of those spiders out there! And you’re there on your own looking at it argghhh!!

Can you confide in him that you’ve been offered this position and then you’ll know when you see his face how he feels? Throw some alcohol in the mix and I’m sure things will naturally happen between you if he fancies you.

Rather then go out some where could u not invite him over n u maybe cook? The reason i say this as then that might show ur interest to him. Does he know about ur new job lined up? If not then perhaps u could discuss it with him, good luck

You sound like a very cool and confident person and hats off to you for putting yourself out there with your then mate and now husband! I once told a male friend I fancied him and it was one of the most excruciatingly embarrassing moments in my life. He didn’t knock me back (although it didn’t really work out) but my toes still curl to think of it now. I was 23 and too absolutely skint to get drunk before the fessing up of feelings. Cringe.

I’d definitely tell him how you feel.

If he feels the same, that’s great! And you don’t need to worry about the pressure on him of you not going to Australia, because he already knows you’re in 2 minds about it.

If he doesn’t feel the same, then you can either carry on as you are. Or if it’s unbearably embarrassing, you can go to Australia!

I think you need to decide whether or not you will take the job in Australia, first. As if it is based on what he says, and he doesnt say what you want to hear, youll be leaving for the wrong reasons. And, equally, if he says the right thing, you then face the dilemmas you mentioned about working together. Good luck!

If you like him and sense something between you, you don't have to go all in and confess your undying love but love doesn't come round many times in a lifetime (if at all).

The question isn't whether he fancies you - he does, he wouldn't have asked you out or wanted to spend so much one-on-one time with you if he didn't. The question is - does he have feelings for you? & Are those feelings enough for you to stay or consider long-distance for 6 months?

Can you give him an opening. Tell him he looks really handsome in his shirt (way more personal than a nice shirt comment) when you go to the theatre. Or look him in the eyes and tell him you worry about what you'd be leaving behind. If he is looking out for signals from you, you'll know by his reaction, and if he is a sweet, slightly shy man (which the best men are in my opinion!) hopefully it will give him enough confidence to let on how he's feeling himself. You need to be vulnerable and open to hurt feelings with love but you don't have to go all in when you're showing someone you have feelings for them. You'll never regret being honest and there's not a lot of point living life with too many 'what ifs'

Take it & go. He might end up going too, you might end up coming back .... But if you stay as you are nothing will change.
Great work getting this job give it a go

Good luck either way!

Just ask him if the offer of a date is still available?
if he asks why, tell him you thought he was joking / got nervous but actually you’d like to go out on a date with him.

he asked you first, ask him back.

still Accept the job offer in Aus. It only has to be for 6 months if you choose it to be.
it’ll be good for you, he can visit if the date goes anywhere and you can come back if you want to.

This is very wise advice

definitely YES tell him, and let the magic happen or not! If you don’t you’ll wonder all your life. Staying friends will be hard been on the other side of the world, especially when you see him on social media with a girlfriend. If you don’t you’ll regret, if he doesn’t feel the same at least you tried. Best of luck

And how embarrassing he was to Rachel in her workplace when she got that job at Ralph Lauren

Take the job. He’s a Kiwi so the idea of a long flight won’t scare him off. Email him once you’ve been there a month, tell him you miss him and ask him to come and visit. If he does, ❤️❤️❤️. If he doesn’t, you have your answer.

it may also be that by then the lack of proximity has allowed him to fade gracefully from your heart…

Is he married? If not, wait few months once you move then if you still feel the same then do so.

I actually think this is super easy. He’s already asked you out, it’s a fairly safe bet he likes you. I also think you should accept the job, absence makes the heart grow fonder and all that.

If you already talk outside of work and meet up, message and say you definitely need a meet up and drinks before you go, one last time…he’ll say something like “it won’t be the same without you at work”, “I’ll miss seeing you” etc etc. and that is your cue. “I know, it will be a shame won’t it, we’ve had some good times, we never did get that night out…”.

Oh man I’m almost jealous of these days, I loved a flirty text convo! I’m giddy for you!

Quite!