This guide complains how to get Transport Tycoon achievement step-by-step.
How To Get Transport Tycoon Achievement
Step 1
Select the U.K (They start with 800 convoys already) and start the game.
Step 2
Once you are in, cancel all your ship production and build convoys.
Step 3
As your first focus choose "Steady as you go" as this stops the abdication crisis (Choose limited re-armament as your second focus).
Step 4
Now delete your oversea army and research production 1, construction 1 and concentrated industry.
Step 5
Build full shipyards in Sussex and Greater London Area.
Step 6
When you are done your second focus, don't choose another focus and save your PP and select Free Trade and war industrialist.
Step 7
Now you have to wait until around August 1936 and you should get the achievement.
Now you should have the Transport Tycoon achievement.
Source: https://gameplay.tips/guides/6262-hearts-of-iron-iv.html
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