They struggled in an era of economic upward momentum, much mobility, job creation, with a population boom, and when the US emerged as global leader. And from 30s to 70s, in a much more labor and working class friendly climate, when lots of protections and rights were established (the 8-hour work day, pensions, minimum wages, equal rights for women and foreign workers, work safety, etc).
Not on an era of stagnant wages, job outsourcing, automation, over-concentration of money to too few hands, precariousness, eroded labour rights, when other countries emerge as global leaders, and so on.
When playing life's levels, it's not just the conditions you meet that matter, it's the momentum of the whole game environment too. If the game environment constantly upgrades, gives you more guns, ammo, etc, it's easier than playing easier initial conditions but seeing very slow or negative game environment progress.