Dh and I are only comfortable, but my parents are rich (think 2 houses, 3 nice cars, no money worries at all).
They both left school at 15. My dad was a panel beater, my mum a typist. My dad was very driven, he came from an extremely poor background but he put himself through tech college whilst on an apprenticeship.
Anyway, he worked hard and became the foreman and then moved into a job doing sales. Did well and was comfortable. Then he was made redundant in 1981 as the company went bust.
He then set up his own business and just worked and worked and worked, selling a product around the country. Worked 7 days a week, would drive from Sussex to Newcastle and back to save on hotels. Stayed with friends, watched every penny.
Over the years the business did well through sheer hard work and not taking on any risky debt. They did everything in the living room and the garage for years before buying a factory in about 1995. Expanded worldwide and the rest is history really.
They are also careful to look for good deals and they never waste money. They bought their home in 1984 and have stayed there ever since, not upsizing for no reason (to be fair it is a lovely cottage). They are very very generous to the family (they paid my uncle's mortgage off when he got cancer etc but they don't throw money around).
My dad is an inspiration to me and I wish I could do what he did but I am far too chicken to do it myself!