It's an important discussion, but Rogan is taking it too narrowly. At 60, men entering retirement reflect on their work-life-family balance, and that can include not having a family, or not having spent enough time with them (or some born earlier or later).
Of course it is a time to reflect on their work and whether that was what they really wanted to do, and if they took opportunities offered (a common life regret), and made sensible financial and health decisions. Top issues are health, retirement funds and family (not necessarily in that order depending lifestyle, fortunes, divorces and remarriage).
Retirement now lasts a lot longer than it did for past generations, and especially in early retirement, when morbidity spikes, it's important to have a range of contributions and commitments to attend.
Research is still developing on the 'young old', who do see an upswing in life satisfaction compared with the mid life (45-55) nadir. Commitments can include time in-person with family, but offspring move for work and retirees move for retirement too, sometimes internationally.
Rogan's audience and revenue via ads is mainly younger men, but his perspective as put forward on a mass broadcast can be quite different to candid conversations with and amongst men at retirement or a bit before (in the 45-55 mid-life squeeze), especially those who do not come from an entertainment industry career (less kindly a career in the chattering classes), and have not taken the course of forming public opinions through a public life in that direction.
Those conversations with men (often from predominately male-dominated industries or positions), tend to be frank and realistic about what success and life satisfaction and time well spent entails, and can involve harsher takes than would be put in public by most (including on podcasts like Rogan's). Their focus can often be on contribution to real living standards, and the long-term decline of industry and infrastructure and the rise of basic living costs is more prominent than some of the stuff that serves hot takes for podcasts.