Yes everything seems to go full circle from mainframe to PC to the cloud (Mainframes). It may be the same problem but someone younger might know how to tailor that solution to the younger generation.
The other thing is all these founders are so young they may lack the experience or maturity to hire an older person.
I work at a software company that most likely will be bankrupt by year end due to a young developer's desire to rewrite our flagship product from the ground up using "new" technology. Three years later this new product has 40% of the functionality of the pervious version and has customers canceling contracts that have been with us for 10+ years.
The other thing is all these founders are so young they may lack the experience or maturity to hire an older person.