Since RichRod took over the Michigan Job:
Combined Big Ten Record
Ohio State 13-2 .867
Penn State 12-3 .800
Iowa 10-5 .667
Michigan State 10-5 .667
Northwestern 9-6 .600
Wisconsin 8-6 .533
Minnesota 6-9 .400
Illinois 5-11 .313
Michigan 3-12 .200
Indiana 2-13 .133
Stated differently
Combined Big Ten wins in 2 seasons under RichRod: 3
Teams with 3 or more Big Ten wins in 2008 alone: Ohio State, Iowa, Penn State, Wisconsin, Northwestern, Michigan State, Minnesota, Illinois (That's 8 of 11 Big 10 teams)
Teams with 3 or more Big Ten wins in 2009 alone: Ohio State, Iowa, Penn State, Wisconsin, Northwestern, Michigan State, Purdue, Minnesota, (That's 8 Big 10 Teams)
In other words, only Indiana (2008, 2009), Illinois (2009) and Purdue (2008) have failed to reach the 3 win plateau in any one season, and it's taken Michigan 2 seasons combined to reach that level. Only Indiana (well, and Michigan) has failed to win 3 games or more in any of the two seasons considered out of each Big Ten school.
Of those 4 squads, Michigan lost to Illinois (2009) and Purdue (2008) and did not play Indiana 2008. They beat Indiana 2009... barely.
The most recent Big Ten sequence of 2 years which saw Michigan struggle the most was 1965-66 where they were 6-8 .429
1965 Michigan was 2-5 in conference
1966 Michigan was 4-3 in conference (including a win over Ohio State, who was 3-4 in conference, 4-5 overall)
Michigan would follow up 1966 with a 3-4 in conference record in 1967.
Now, by way of comparison, as relative to the other Big Ten Schools over that same time span (1965-1966):
Michigan State 14-0
Purdue 11-3
Ohio State 9-5
Minnesota 8-5-1
Illinois 8-6
Michigan 6-8
Northwestern 5-8-1
Wisconsin 4-9-1
Indiana 2-11-1
Iowa 1-13
Consider: It was over 40 years ago that Michigan was this bad. And at their then worst, they were still able to double their current win total (6 to 3) in one less game (to this point). At their worst, they were still 6th best in the Big 10.
Depending on the results from this Saturday, Michigan will have to go 6-2 in conference to tie their worst 3 year span in conference in over 4 decades.