Rubuta ci gaba don wannan sakin layi - Robert ya fito ne daga dangi mai wadataccen gida, kasancewar shi ne na 3 na John "Wynn" ap Maredudd, kuma ya shiga aikin Sir Walter Stonor na farko sannan kuma Sir Philip Hoby, duka masu gudanarwa da manyan jami'ai ga Sarki Henry VIII. Robert ya yi yaƙi kuma ya ji rauni a Siege na Boulogne
a 1544, ya shiga cikin yakin basasa na Scottish na Sarki kuma ya yi tafiya sosai a Turai. Ya saka hannun jari a cikin ƙasa a duk Arewacin Wales kuma ya auri matarsa ta farko, Dorothy Griffith, memba na mazaunin gida, a 1570. Robert yanzu yana bukatar gida da zai dace da iyalinsa kuma ya zaɓi Conwy, wani gari mai arziki da aka san shi a ƙarni na 16 da al'ummarsa. Ya gina gidan Plas Mawr a can tsakanin 1576 da 1585.