I get the feeling Raghav wasn't this well put together when he was younger. He must have been rougher around the edges as he was building his business and she was young too. He probably wasn't well off when they were dating, may even have been 'poor' in the early days.
It wasn't a mature romance like what he has this time, so maybe the classiness and aura we see in him today wasn't there back then as he was just a young man dreaming of success. The fallout with Esha must've hardened him and then I'm guessing the Raghav we see today started to form, the one who focused even more on money, power, dressing, styling, attitude, etc. If this is indeed the case, then we won't get a suave dashing Raghav like we see today but more of a Raghav working day and night to earn money and sharing his dreams with Esha. If she ditched him for xyz reason then it must have left him feeling betrayed and cynical. I think he must have been gentle with her, and all of that went out the window after he betrayed her, and the sarcasm and cynicism made way into his life, as well as the ruthlessness we see from time to time.
Farhad doesn't seem to know about her so I'm guessing all this happened before he met Farhad.
Esha plays a huge role in molding Raghav the way we saw him in the very first episode.
Ignorant at the concept of love and heartbreak. He was at a phase in his life where everyone needs an emotional support so when Esha came along he may have found a shoulder to lean on and that's where all of us make a mistake. We take that emotional connect as something called love until we finally find that person who makes us understand the true terminology.
Quoting a little of Pallavi here,
Esha is a phase in Raghav's life. A phase that happened, helped him mold and was left behind but Pallavi right here, is the story of his life.
Esha ek kissa hai Raghav ki life ka lekin Pallavi, Pallavi uski poori kahaani hai.