Thanks for sharing your own personal experiences Rossco.
Of course you're right, anyone contemplating a full time move to LOS has to realise it won't be like the 2 week holiday. I think you have to ask yourself if Thailand did not have the most beautiful and attainable LB's and GG's would I still be attracted to living there. If the answer is no, well that should ring alarm bells.
My wife and I are planning to make the move to Chiang
Mai in about three years, that's if the Superannuation fund regains the losses of the last 12 months.
We have been visiting LOS for along time, she has business there and I am on the verge of finalising some ongoing business, export from Thailand to Australia.
If our plans come to fruition we will spend about 8 months of the year in Thailand, 2 months in the UK and 2 months in Australia (we have kids in each country) Our hope is that we can get a modest income from the business's, enough to finance a reasonable lifestyle. We will keep our house in Australia and rent it out. We will rent a house in Thailand for the first year or two and depending on how the lifestyle suits us we may then buy a place.
I guess we are talking about a semi retirement situation (I will be 59 in three years) Yes I know the whole visa situation is quite complex regarding retirement and earning money from a business, I have had initial discussions with Sunbelt Asia and I'm confident we will find the way to do everything above board.
So I see my life in Thailand as working some hours every day, learning the language every day and doing some service/volunteer work. We will certainly make the effort to make friends within the ex pat community and hopefully expand our friendships with our Thai business partners.
LB's are my favourite fantasy, but my wife is my real world love. I certainly intend to make time for the fantasy, my business dealings are in BKK hers mainly in Chiang
Mai.But the fantasy is not the sole or even main reason, well nearly the main reason

for wanting to live in Thailand.
The way I see it, i have nothing to lose. I spent the first half of my life in England, the second half in Australia. I'm looking forward to the "third half" in Thailand. If it doesn't work out well Australia is still a great place to live.