| Achievement | How to unlock
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| - Keep a train built before 1900 running until the year 2000.
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| - Build a train line with at least 10 trains in motion.
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| - Have a town with a population of at least 750.
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| - Reach at least 60% coverage for every commercial good in a town.
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| - Reach at least 80% passenger line usage in a town.
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| - Have a train filled with at least 100 passengers.
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| - Earn all tutorial medals.
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| - Buy an aircraft and run a line.
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| - Buy a bus and run a line.
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- First cargo item transported
| - Connect industries and transport a cargo item.
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- First electric train arrived
| - Buy an electric train and run a line.
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| - Create a line with at least two stops.
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- First passenger transported
| - Run a line and transport a passenger.
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| - Setup a line so that town residents use your vehicles.
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| - Buy a ship and run a line.
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- First steam train arrived
| - Buy a steam train and run a line.
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| - Have a train line that rises higher than 450 meters.
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| - Have a train filled with at least 250 cargo items.
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| - Reach a top speed of 180 km/h.
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| - Reach at least 60% coverage for every industry good in a town.
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| - Reach 400 production capacity at a production site.
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| - Have a town with a population of at least 1500.
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| - Build one line containing at least one of every passenger road vehicle that was available between 1850 and 2020.
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| - Have a train filled with at least 200 passengers.
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| - Don't take any additional loan until the year 2000.
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- Penny pincher (in Hard mode)
| - Don't take any additional loan until the year 2000 (in Hard mode).
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| - Complete the America campaign.
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| - Complete the Europe campaign.
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| - Reach speeds beyond the sound barrier.
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| - Reach a top speed of 300 km/h.
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- The ugly smell of success
| - Have at least 300 passengers waiting in a train station.
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| - Reach the year 2000 using only trains.
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| - Accumulate a fortune of 10 million (without debt).
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| - Accumulate a fortune of 1 million (without debt).
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| - Accumulate a fortune of 100 million (without debt).
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- Transport shark (in Hard mode)
| - Accumulate a fortune of 100 million (without debt) in Hard mode.
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| - Accumulate a fortune of 1 billion (without debt).
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- Transport tycoon (in Hard mode)
| - Accumulate a fortune of 1 billion (without debt) in Hard mode.
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| - Earn 50 million not using any train.
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| - Earn all America campaign medals.
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| - Earn all Europe campaign medals.
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| - Reach the year 1900 without going bankrupt.
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| - Reach the year 1950 without going bankrupt.
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| - Reach the year 2000 without going bankrupt.
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- Year 2000 reached (in Hard mode)
| - Don't go bankrupt and reach the year 2000 in Hard mode.
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