I stayed for about 5 weeks for work and leisure, so this post will focus on any recommendations I have for travelers planning on a similar or longer trip. Overall, Rob is an excellent host!
Location
The location is within walking distance to everything downtown Chicago has to offer. Lyft-owned bicycles are literally across the street and can be rented. The L and CTA bus are other options available.
Room
The bed is comfortable and view from the window stunning. All amenities are as described. My only suggestion would be to bring a firm pillow if you're used to that. The pillows are quite soft, so it's just a preference. Plenty of space and hangers in the closet to store nice clothes. Bathroom is very clean and towels are soft.
For anyone planning on staying for longer durations for business who may plan to stay inside a lot, I would suggest finding a cafe instead because the desk in the room is small and probably not super comfortable for anyone taller than 5' 5". The living room or high countertops in the main room are other options provided you don't mind sharing the space with Rob, as he frequently works from home. I usually was in meetings so I preferred to stay in my room with the door shut.
Amenities
Ample space in the drawer and refrigerator are provided. I brought a large bottle of protein, boxes of cereal, and other dry goods that easily fit in the drawer. Rob has dishes, but nothing for storing food so if you're staying for a while, you may want to bring storage containers. He has basic cooking utensils (pots, pans, spatula, etc.) and appliances, including the community grills.
Cat
The host has a very well-behaved, quiet cat. Hardly any shedding and the cat will not bother you at all. Sleeps most of the time.