People do not read the damn threads?, at least half the comments here suggest to try localbitcoins, even though he clearly stated that the sellers were asking a profit % higher than that paid in bank fees (later he also clarified that no one in localbitcoins was willing to sell the needed amount of bitcoin).
I am a Colombian and as far as I know our government is not exactly positive about btc (Read "superintendencia financiera"'s position
here, or just google about it and you will find the information on their own site), hence, not many people will be willing to trade Bitcoin as a business.
I am not going to tell you how to manage your stuff, but, why do not you hire a local? (teach him/her how the software works, then let him/her handle your needs). There are very talented individuals here and salaries are low compared to that of foreigners. I am curious about what software is that, why the Canadian guy does not come to (live to) the country? (it has to be something really unique that he can impose his conditions to you).
I am a co-founder of lottery/sportsbook/bingo operation. I have lived in Medellín for two years with my wife (paisa), don't plan on ever going back. Hired two devleopers from Ruta N, a big tech office downtown in the city. The first developer took over the software and attempted to hold it for ransom which ended in a complete mess. The second was just unable to handle the workload and set me back a month. I was paying 18,000,000 COP a month, and it got me no where. Paying 2-3X that per month to someone in Canada gives me peace of mind, which for me is well worth it.
Bancolombia wire limits as well as their ever fluctuating exchange rate makes it difficult. Localbitcoins made it even worse, as people here just aren't willing or capable to handle the volume at any rate that makes it even the slightest bit worthwhile. But to build on what you said, not only are people not willing to buy Bitcoin, few people are willing to buy anything online. The couple times I tried to purchase from local vendors online, Chevignon, Adidas, it was a complete nightmare. I still have a dispute on my credit card open with Adidas Colombia. Getting online payments to be widely accepted here is just the first step in a long process to even get 1% of the population here thinking about Bitcoin, let alone using it often.
I was just disappointed. Bitcoin is broadcast as a solution for all of the problems I am experiencing. Download a wallet and have "cash" on your smartphone you can transfer anywhere in the world instantly for free...yeah, right. At the end of the day it seems 98/100 people have a very small balance and do this only as a hobby, 1/100 have large balances and do this only as an investment, and 1/100 people are willing to do business, but charge absurd prices to do so and required large amounts of verification. So at the end of the day, Bitcoin really isn't any different than any of the financial systems already in place, in-fact, it is more difficult and painful to try use...for me anyway.