Career
Willoughby is the third eldest child of Bridget and Percival Willoughby. He landed at Renews in 1612 before proceeding to Cuper"s Cove. Willoughby had taken part in the exploration of the territory around the peninsula and took part in the fishery and was allowed to return to England in 1613.
The winter prior to his departure back to England he tried to make amends for his troublesome ways in a letter to his family, where he stated:
indever selfe in all goodnesse, that I hope in time you may live to se mee become a newe manitoba