Do I need to show a flight out of Thailand upon arrival on a Canadian Exempt Visa and can I do a border run?

It’s not exempt visa it’s visa exempt. So you have no visa, you have to apply for visas.

Immigration may ask for onward flights but I have entered and left Thailand visa exempt dozens of times in the last 18 months and only ever been asked either how long will you stay or when are you leaving, never asked to show anything.

That said, a more likely scenario is your airline may require you to show onward travel and if you don’t have, may refuse to fly you. I’ve been asked to show by Singapore Airlines and Viet Jet in the last 6 months.

One detail which has caught people out before, be careful not to confuse days with months.

1. Yes this is required. Be prepared.

2. Yes and no. No, it's single entry, but yes, you can exit and immediately enter again.

Visa Exempt entry is single-entry, once you're in you're done.

An interesting scenario now arises while Visa Exempt is 60 days. If you've used your 2 land border Visa Exempt entries for this calendar year can you purchase a single-entry re-entry permit should you need to leave and return by land border. I suspect that should be allowed as your entry is still on your already issued 2nd land border Visa Exempt stamp. Anyone care to try this? lol

From the Thai Embassy site: “Tourist Visa Exemption Scheme

To be eligible for the visa exemption scheme, visitors must meet the following criteria:

* Hold citizenship from an approved country

* Hold a passport with at least 6 months of validity remaining

* Pledge to enter Thailand strictly for tourism purposes

* Provide verifiable proof of accommodation in Thailand such as a hotel or an apartment address

* Provide proof of funds to support their stay (minimum 10,000 THB for single travelers and 20,000 THB per family)

* Provide proof of a return ticket for exiting Thailand (open tickets do not qualify, and the ticket’s destination cannot be a neighboring country of Thailand)

Visitors may be asked to show their travel ticket upon entering Thailand. If they do not possess a ticket proving their exit from Thailand within 60 days of arrival, they will most likely be refused entry.

There is no set entry limit for visitors entering Thailand by air, but visitors who enter Thailand by land or sea border and hold normal (non-diplomatic) passports will be granted visa-free travel to Thailand only twice per calendar year.”

So, you may be asked for proof of your ticket for leaving Thailand.

Another site said that doing a ‘border run’ then coming back, can’t be to a country adjacent to Thailand.

You also only get two visa exemptions a year when entering by land.

You can most likely exit and reenter getting a new 60 day exemption. But this is so new, don't think there will be any experience to rely on. You might be a trailblazer!