As I understand it the first 75 colonists in Virginia were planted in August 1585 and were promised a supply convoy in April 1586. No supply convoy had arrived when Francis Drake appeared in June 1586 on his way home from a Carribean raid, so Drake took the colonists home. Days after Drake took the colonists the supply convoy arrived at Roanoke to find that the people had left, so they left too, unsurprisingly. Then in July 1587 a second group of 117 were sent to Roanoke, these became the Lost Colony.
So WI, due to the vagaries of wind and weather, the supply convoy arrived at Roanoke days or weeks before Drake? The colonists would have faith that the backers of the colony hadn't forgotten them, even if June isn't April the promised supplies did arrive. Furthermore Drake's surprise arrival would fortify both the colonists themselves, knowing that the navy could come calling, and the colony's backers, because one of the colony's rationales was as a privateering base.
Could the original 75 colonists stick it out for another year if resupplied and then visited by Drake? Would adding another 117 colonists to make the numbers up to 180-190 give the colony critical mass which the initial groups of 75 and 117, planted 2 years apart, lacked?