How radical was the Buddha? In connection to your starting families question, there's different answers from different Buddhist traditions. Theravada says that ultimately it's better to be a monastic than a lay person. However, in the Mahayana this changes. In fact, the Vimalakirti Sutra is a Mahayana scripture where the key character, Vimalakirti, is a married lay Buddhist man with a family. The scripture belittles the idea that only monastics who are celibate can be the most advanced spiritually.
Also, in regards to life is suffering. My Buddhist studies professor always taught that the original term "dukkha" translates better to "unease." No matter how good someone has it, they will always have a sense of unease at times, especially towards the end of life and then very especially so if they live without the teachings of Buddhism. According to a lot of early Buddhist schools that come from the Abhidharma branch, such as the Theravada, a way to escape attachment to things is by seeing the true nature of reality. For many Abhidharma Buddhists the true nature of reality is the dharmas. The dharmas are atomic constituents that come in a physical form as well as a mental form. So, physical objects are only physical dharmas while sentient creatures are physical and mental dharmas.
If this conversation is interesting to you, I can tell you more. :up: