Reddit reviews Tingley Men's Storm Stretch Overshoe,Black,Large /9.5-11 M US

Overshoes

It's cold but unless he's going to be spending a lot of time outside you don't need to get too crazy. For outside, a hat (or 180's to not ruin your hair), gloves & a peacoat or ski coat is fine. Maybe some Tingley Rubbers :) I either squeeze my regular coat over my suit jacket or carry the jacket (or better yet leave it in the office). For the office I'd suggest a merino v-neck sweater to wear over his dress shirt.

• Feet: Since you're wearing dress shoes I recommend you either a) pack galoshes or b) pack a pair of sandals or very lightweight shoes to change into when it rains. You can keep a pack towel in your bag to dry your feet when you get to work, or use paper towel from the bathroom.
  
• Legs: I have some Bellwether Aqua-NO Pants. They work great and are relatively inexpensive. There are ankle zips so you can put them on without removing your shoes and they don't take up much space in a bag. Are they the best? No. Is your commute two miles? Yup. Unless you're riding two miles up the side of a mountain I wouldn't worry about them making you overly sweaty. If you can't find the Bellwethers any other cycling specific rain pant with ankle zips should do. Stay away from hiking pants because they usually have too much material at the ankles and tend to get caught in your chain.