Tuhia he whakamāramatanga mō tēnei wāhanga - Ko Roos te tama matamua a Robert Roos, Ariki o Moor End me Anne Halsham. I te matenga o tona papa i te tau 1448, ka riro a Henry hei Kaitiaki o Rockingham Ngahere. I tohua a Henare hei Constable o Roxburgh Castle, Scotland i te 1458 tae noa ki te 1460. I whawhai ia i te taha o Henry VI me te Whare o Lancaster i te Pakanga o Wakefield (30 Tihema 1460), i te ripeka o Mortimer (2 Hui-tanguru 1461), i te Pakanga Tuarua o St Albans (17 Hui-tanguru 1461) me te Pakanga o Towton (29 Poutu-te-rangi 1461). I rere ia ki Scotland i muri i te Pakanga o Towton, me Margaret o Anjou ka haere tahi me Margaret ki France. I whawhai hoki a Henare i te Pakanga o Tewkesbury
I te 4 o Mei 1471 i hinga ai te ope Lancaster, a, i whai wāhi ki Tewkesbury Abbey i muri i te pakanga. I murua ia i muri mai, a ka tohua ia hei Sheriff o Sussex & Surrey i te 1477 me te 1483. I te tau 1491, ko Henry te Mema o te Paremata mo Sussex.