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It should be added that you have to play from start to finish on Classic. If you change the difficulty at any point or go to Free Ride on a different difficulty and don't change it back before going back to Story Mode( because it will stick with that difficulty), it will void the achievement and you will have to start all over again. Found that out the hard way.

I don't understand this. My only play through has been on Classic and this achievement hasn't unlocked for me. As a matter of fact, the achievement for beating the last chapter didn't unlock so I cleared my save, loaded up the game and replayed the last chapter then it unlocked.

However, Made Man didn't unlock. Instead, the achievement for beating the game on any difficulty unlocked. I did not mess with the difficulty setting at anytime during my Classic play through. Do I need to beat the game twice from start to end?

This is frustrating and annoying.

Can anyone confirm skipping drives and changing aim assist to high doesn't affect this achievement?

This race is going to be the death of me.

It's pretty tough though.. at first.. but the key's i mention in the solution..
But a golden tip/hint is; drive in first person.. and let go off you're gas in corners for a moment.. so you gain more momentum.. or getting the 'flow' if you will.. and you will get it eventually.

I got past the race but it sucked the life out of me. The rest of the game isn't too bad because you can just skip drives, cutscenes and use high aim assist. My biggest tip that got me to master the race is using the ram button which is A to make certain corners much easier. On my successful run I got into 1st place after the 3rd turn. The 3rd turn is the only turn where the AI slows down a lot so master the hairpin turn, the next one is easy and then the 3rd one. Driving over the grass is also highly recommended. Ram, cut some corners (not the S shape one) and you'll be in first. After that make sure to drive quickly, but also safely. Do not make a single mistake just drive careful. I slowed down like hell going around the hairpin turn on lap 2 and 3 but it was the best choice. Just drive safe after you are in first.

Worst. Race. Ever.

I was worried about this racing mission but I really dont understand everyones problem first time for me lol

The race isn't as bad as what people say it is. Just get used to the steering and don't fluff the corners and the AI will mess it up!

Try and get to the top 4 by the first lap and use the grassy areas. If you're 2nd on the final lap, you'll win it

Nice to hear!..
But downvoting because you can't do it.. is just low..
I never D-vote.. think its highly disrespectfull/weak minded

For the race I used the ram to keep myself from losing control in fast turns. In that first hard turn and the one in the middle of the track, as I was sliding out of control, I hit the ram button and the thumb stick back towards the driving line, the car will shift and get back in line. I was trying it for a long time using the speed limiter and tapping the break or gas. As soon as I tried the ram I was in 2nd place by the end of the first lap.

Glad to hear my friend!
And also exactly what i mean.. if you got the feeling/flow right.. it's a peace of cake..

Took me a few tries but I managed to smash my way into sixth during the first turn and just drove carefully after that. Didn't expect everyone in front of me to crash, ended up finishing in first place.

I did it, ooooh boy i thougth i was never win this race!