Police looking for Richard Taylor, missing since Thursday, October 12, believe he may have been in the area of Brayton near Selby up until Tuesday this week.
A person matching his description was seen near to the canal close by A19 roundabout with the A63 on Saturday) between 4pm and 5pm, and again on the A63 between A19 and A1041 roundabouts on Tuesday at around 10pm.
"The 30-year-old from South Milford was described as looking unwell and dishevelled," a spoksperson for North Yorkshire Police said.
"On both occasions he appeared to be wearing the same clothing as when he was last sighted before he was reported missing.
"This has now been confirmed as a long white-sleeved top and jeans.
"These sightings have led the police to believe Richard may be living rough in this area, and they are asking the public to check their outhouses and sheds in case he has been taking shelter. If it appears someone may have been sleeping rough in your property, please alert the police immediately"
Officers are also appealing to taxi drivers and others who may have picked up a man who looks like Mr Taylor.
Anyone who knows where he is or has possibly seen him in the Brayton area or other locations are asked to call 101.
Police yesterday said it is known that Mr Taylior last visited the Betfred shop and Morrisons store in Knottingley in the early afternoon of October 12.It is believed he then drove his distinctive gold Ford Ranger Wildcat pick-up truck to a lay-by at the Old Mushroom Farm, near Gateforth.
A man matching his description was seen near to the vehicle at that time, around 2pm.
The vehicle, which was recovered at around 8pm on October, was "left unattended and insecure" but the keys inside.
The dedicated telephone number for the Richard Taylor missing person appeal is 0800 056 0944.