(First I try to traceroute to Google.com which dies at hop # 7)

C:\Users\rpug>tracert google.com

Tracing route to google.com [216.58.219.238]
over a maximum of 30 hops:

  1     4 ms     3 ms     3 ms  redherring [192.168.1.1]
  2    12 ms    11 ms    18 ms  96.120.68.233
  3    20 ms    20 ms    19 ms  96.108.153.133
  4    24 ms    21 ms    11 ms  be-20-ar01.needham.ma.boston.comcast.net
  [68.85.106.21]
  5    23 ms    35 ms    20 ms 
  be-7015-cr02.newyork.ny.ibone.comcast.net [68.86.90.217]
  6    20 ms    22 ms    26 ms 
  hu-0-11-0-0-pe02.111eighthave.ny.ibone.comcast.net [68.86.85.18]
  7     *        *        *     Request timed out.
  8  ^C
C:\Users\rpug>tracert 68.86.85.18

(Next, I try to traceroute to the hop before hop #7, and it dies at hop #7)

Tracing route to hu-0-11-0-0-pe02.111eighthave.ny.ibone.comcast.net
[68.86.85.18]
over a maximum of 30 hops:

  1     3 ms     1 ms     3 ms  redherring [192.168.1.1]
  2    20 ms    13 ms    13 ms  96.120.68.233
  3    14 ms    15 ms    14 ms  96.108.153.125
  4    13 ms    16 ms    13 ms 
  be-23-sur03.westroxbury.ma.boston.comcast.net [69.139.221.226]
  5    15 ms    16 ms    16 ms  be-20-ar01.needham.ma.boston.comcast.net
  [68.85.106.21]
  6    27 ms    39 ms    32 ms 
  be-7015-cr02.newyork.ny.ibone.comcast.net [68.86.90.217]
  7     *        *        *     Request timed out.
  8     *        *        *     Request timed out.
  9     *     ^C
C:\Users\rpug>tracert 68.86.90.217

(Next, I try to tracert to hop #6 and it dies at hop #5)

Tracing route to be-7015-cr02.newyork.ny.ibone.comcast.net
[68.86.90.217]
over a maximum of 30 hops:

  1     3 ms     3 ms     3 ms  redherring [192.168.1.1]
  2    15 ms    13 ms    14 ms  96.120.68.233
  3    25 ms    13 ms    12 ms  96.108.153.133
  4    16 ms    15 ms    17 ms  be-20-ar01.needham.ma.boston.comcast.net
  [68.85.106.21]
  5     *        *        *     Request timed out.
  6     *        *     ^C
C:\Users\rpug>tracert 68.85.106.21

(Next I tracert to hop #4 and it dies at hop #5)

Tracing route to be-20-ar01.needham.ma.boston.comcast.net [68.85.106.21]
over a maximum of 30 hops:

  1     3 ms     3 ms     4 ms  redherring [192.168.1.1]
  2    43 ms    42 ms    46 ms  96.120.68.233
  3    12 ms    13 ms    14 ms  96.108.153.133
  4     *        *        *     Request timed out.
  5  ^C

(Next I tracert to hop #4 and it dies at hop #3)

C:\Users\rpug>tracert 96.108.153.133

Tracing route to 96.108.153.133 over a maximum of 30 hops

  1     5 ms     1 ms     3 ms  redherring [192.168.1.1]
  2    13 ms    12 ms    29 ms  96.120.68.233
  3     *        *     ^C
C:\Users\rpug>tracert 96.120.68.233

(Next I tracert to hop #3 and it dies at hop #2)

Tracing route to 96.120.68.233 over a maximum of 30 hops

  1     3 ms     3 ms     3 ms  redherring [192.168.1.1]
  2     *        *     ^C

(Lastly, I tracert to hop #1, the router, and that works fine)

C:\Users\rpug>tracert 192.168.1.1

Tracing route to redherring [192.168.1.1]
over a maximum of 30 hops:

  1     4 ms     3 ms     3 ms  redherring [192.168.1.1]

Trace complete.

C:\Users\rpug>


(This is what the traceroute looks like when the connection is working - and it looks like this for my Mac on the same network while the Windows machine has the above issue)


C:\Users\rpug>tracert 216.58.219.238

Tracing route to lga25s41-in-f14.1e100.net [216.58.219.238]
over a maximum of 30 hops:

  1     3 ms     2 ms     3 ms  redherring [192.168.1.1]
  2    32 ms    35 ms    34 ms  96.120.68.233
  3    13 ms    13 ms    13 ms  96.108.153.133
  4    18 ms    20 ms    27 ms  be-20-ar01.needham.ma.boston.comcast.net [68.85.106.21]
  5    21 ms    21 ms    23 ms  be-7015-cr02.newyork.ny.ibone.comcast.net [68.86.90.217]
  6    21 ms    19 ms    21 ms  hu-0-11-0-0-pe02.111eighthave.ny.ibone.comcast.net [68.86.85.18]
  7    21 ms    20 ms    21 ms  50.248.116.186
  8    21 ms    20 ms    19 ms  209.85.245.116
  9    21 ms    22 ms    28 ms  64.233.174.117
 10    22 ms    20 ms    22 ms  lga25s41-in-f14.1e100.net [216.58.219.238]

Trace complete.