For those interested, this is how I went about selling my Chilean bike in Colombia.

Feb 2022 - Bought second hand in Chile
Mar 2023 - Sold in Colombia

I had considered returning to Chile to sell, but I had had the bike out of Chile for over a year so there was a possibility of a fine (when leaving Chile, I'd signed something saying I'd return within 90/180 days or something) but mainly I couldn't return because Ecuador wouldn't let me in. They have a visa policy of '90 days within a 12 month period' and I'd already used my 90 days so couldn't get back through to Chile from Colombia for another six months (without a lot of boats through the Amazon!).

In Colombia, there is no way to import a used vehicle. I speak Spanish and I only heard of a few exceptions for very old or classic cars, and only after speaking with a LOT of dealers and online buyers. Apparently Diplomats get a quota for bringing foreign vehicles in but that's pretty much it! Legend has it even J Balvin had to take his imported Ferrari back to the USA after 6 months.

My best option would've been to sell to a foreigner, completing a sale document at a Notaria and providing them with a 'poder' to allow them to cross borders (not always straighforward) back to Chile where they could officially change the ownership. I did a lot of searching in Medellín for a traveller who might be interested but couldn't find anyone. So my alternative was to sell it to a local who would just ride around small towns / in the countryside where the police wouldn't hassle them about documents.

In most countries, the temporary import permit (TIP) is a physical document given to you by customs as you enter and taken off you as you leave. In Colombia it's digital post-COVID so I just had an email saying my bike was authorised until April. What this meant is that I could take the bike to the border, take it out of the country officially but I would still have an email that says I'm authorised if I'm asked for documents. I agree, it's not ideal, but it meant that I was able to sell it locally and not worry about the TIP expiry, as 'I'd already left'.

I ended up selling by going from dealer to dealer in Pasto. I also tried in Medellín, Mocoa and some other places near the Ecuador border but the best offers I got were in Pasto. Ended up selling it for about ⅓ of what it cost me in Chile, which was also about ⅓ of what it was worth in Colombia, were it Colombian registered. Completed a document of sale and was paid in cash.

Hope this helps, any questions feel free to reach out.