| 1467 | 301 | 20:40 | 8:19 | 20:58 | Caroline | Kistner | F | 28 | |
| 985 | 302 | 20:40 | 8:19 | 20:57 | Brianne | Fennessy | F | 0 | ISLE SOCIETY RUNNERS |
| 1469 | 303 | 20:40 | 8:19 | 20:58 | Katie | Kistner | F | 30 | |
| 553 | 304 | 20:41 | 8:19 | 20:41 | Kyle | Mueller | M | 27 | AKAMAI |
| 665 | 305 | 20:41 | 8:19 | 21:01 | Heather | Lemarier | F | 31 | BROWN RUDNICK |
| 1250 | 306 | 20:42 | 8:20 | 21:05 | David | Swallow | M | 41 | STANDISH ASSET MANAGEMENT |
| 997 | 307 | 20:42 | 8:20 | 21:03 | Dana | Griffin | M | 38 | JAMESTOWN IDB |
| 810 | 308 | 20:43 | 8:20 | 21:12 | Jeffrey | Stanley | M | 36 | DYER BROWN ARCHITECTS |
| 14 | 309 | 20:43 | 8:20 | 20:44 | Chuck | Tortorello | M | 56 | STATE STREET SPARTANS |
| 604 | 310 | 20:46 | 8:22 | 20:59 | Vin | Brod | M | 48 | BLACKROCK |
| 1306 | 311 | 20:46 | 8:22 | 20:50 | Richard | Bullock | M | 35 | THE BOSTON COMPANY |
| 954 | 312 | 20:46 | 8:22 | 20:52 | Katie | Lee | F | 22 | HOWLAND CAPITAL |
| 1447 | 313 | 20:47 | 8:22 | 20:54 | Jemma | Colletta | F | 26 | WINTERWYMAN |
| 1004 | 314 | 20:47 | 8:22 | 21:04 | Shannon | McCarthy | F | 40 | JONES LANG LASALLE |
| 730 | 315 | 20:48 | 8:22 | 21:22 | Jessica | ONeill | F | 27 | CLOUGH CAPITAL PARTNERS |
| 1360 | 316 | 20:48 | 8:23 | 21:13 | Andrew | Caparco | M | 31 | TURNER CONSTRUCTION |
| 1181 | 317 | 20:49 | 8:23 | 20:56 | Brendan | Kimball | M | 27 | PRICEWATERHOUSECOOPERS |
| 988 | 318 | 20:49 | 8:23 | 20:49 | Brendan | Kinnane | | 0 | ISLE SOCIETY RUNNERS |
| 1340 | 319 | 20:50 | 8:23 | 21:07 | Dan | Scholler | M | 26 | TURNER CONSTRUCTION |
| 1372 | 320 | 20:51 | 8:24 | 21:12 | Daymanuel | Sampson | M | 25 | TURNER CONSTRUCTION |
| 646 | 321 | 20:52 | 8:24 | 20:59 | Paul | OConnell | M | 57 | BOSTON AIR SYSTEMS |
| 1052 | 322 | 20:52 | 8:24 | 21:16 | Katelyn | Nerbonne | F | 28 | NEW BALANCE |
| 1208 | 323 | 20:54 | 8:25 | 21:22 | Davey | Mandeux | M | 31 | SANOFI GENZYME |
| 1211 | 324 | 20:54 | 8:25 | 21:10 | Martha | Stapels | F | 39 | SANOFI GENZYME |
| 846 | 325 | 20:54 | 8:25 | 21:12 | Erik | Burns | M | 27 | EQUITY OFFICE |
| 1449 | 326 | 20:55 | 8:25 | 21:15 | Kasey | Jong | F | 24 | WINTERWYMAN |
| 1462 | 327 | 20:58 | 8:27 | 21:12 | Gina | Jones | F | 58 | |
| 1254 | 328 | 20:58 | 8:27 | 21:23 | Paul | Rockwood | M | 51 | STANDISH ASSET MANAGEMENT |
| 677 | 329 | 20:59 | 8:27 | 21:11 | Cara | Nygren | F | 39 | CABOT CORPORATION |
| 1180 | 330 | 21:00 | 8:27 | 21:19 | Casey | Chory | F | 26 | PRICEWATERHOUSECOOPERS |
| 1162 | 331 | 21:00 | 8:27 | 21:19 | Jen | Cook | F | 26 | PRICEWATERHOUSECOOPERS |
| 1145 | 332 | 21:03 | 8:29 | 21:38 | Shawn | Winslow | M | 21 | PIONEER INVESTMENTS |
| 1396 | 333 | 21:04 | 8:29 | 21:18 | Raylene | Worthington | F | 43 | VANTAGE BUILDERS |
| 1419 | 334 | 21:04 | 8:29 | 21:22 | Nick | Caldwell | M | 31 | WALDEN ASSET MANAGEMENT |
| 1316 | 335 | 21:04 | 8:29 | 21:35 | Dylan | Semple | M | 30 | THE BOSTON COMPANY |
| 1300 | 336 | 21:05 | 8:29 | 21:18 | George | Saffaye | M | 49 | THE BOSTON COMPANY |
| 564 | 337 | 21:06 | 8:30 | 21:33 | Kristen | Klein | F | 31 | AKAMAI |
| 888 | 338 | 21:08 | 8:30 | 21:15 | Dani | Wojdyla | F | 25 | GOLDMAN SACHS |
| 1222 | 339 | 21:09 | 8:31 | 21:23 | John | Ebrecht | M | 33 | SANOFI GENZYME |
| 571 | 340 | 21:09 | 8:31 | 21:35 | Daniel | Powers | M | 29 | ARBOR COMMERCIAL MORTGAGE |
| 965 | 341 | 21:10 | 8:31 | 21:27 | Sean | Patterson | M | 29 | INCOME RESEARCH + MANAGEMENT |
| 876 | 342 | 21:11 | 8:31 | 21:32 | Rachel | Lindmark | F | 28 | FACTSET RESEARCH SYSTEMS |
| 759 | 343 | 21:11 | 8:32 | 21:26 | Andrew | Gruet | M | 0 | COLUMBIA THREADNEEDLE |
| 875 | 344 | 21:13 | 8:32 | 21:21 | Thomas | Gray | M | 28 | FACTSET RESEARCH SYSTEMS |
| 1451 | 345 | 21:14 | 8:33 | 21:34 | Jane | Redden | F | 26 | WINTERWYMAN |
| 632 | 346 | 21:17 | 8:34 | 21:42 | Kristin | Penney | F | 38 | BNY MELLON |
| 1479 | 347 | 21:18 | 8:34 | 21:32 | Maggie | Dore | F | 23 | JONES LANG LASALLE |
| 897 | 348 | 21:18 | 8:34 | 21:46 | James | Donaldson | M | 29 | GRANTHAM MAYO VAN OTTERLOO & CO. LL |
| 619 | 349 | 21:18 | 8:34 | 21:25 | Dan | Coleman | M | 25 | BNY MELLON |
| 596 | 350 | 21:19 | 8:35 | 21:41 | Michael | Newhall | M | 53 | BLACKROCK |
| 1499 | 351 | 21:19 | 8:35 | 21:38 | Cory | Jackson | | 0 | TURNER CONSTRUCTION |
| 1328 | 352 | 21:20 | 8:35 | 21:50 | Erin | Connolly | F | 26 | TRANSWESTERN |
| 1015 | 353 | 21:20 | 8:35 | 21:33 | Chelsea | Garvey | F | 27 | JONES LANG LASALLE |
| 1320 | 354 | 21:21 | 8:36 | 21:50 | Kristin | Joyce | F | 27 | TRANSWESTERN |
| 790 | 355 | 21:22 | 8:36 | 21:44 | Andrew | Larson | M | 28 | DISTRICT MANAGEMENT COUNCIL |
| 731 | 356 | 21:22 | 8:36 | 21:55 | Susie | Moore | F | 33 | CLOUGH CAPITAL PARTNERS |
| 1435 | 357 | 21:23 | 8:36 | 21:45 | Bill | Kimball | M | 59 | WALSH MECHANICAL |
| 812 | 358 | 21:24 | 8:37 | 21:50 | Steven | Glover | M | 24 | DYER BROWN ARCHITECTS |
| 560 | 359 | 21:26 | 8:38 | 21:59 | Jason | Stonehouse | M | 39 | AKAMAI |
| 1444 | 360 | 21:26 | 8:38 | 21:52 | Patrick | Williams | M | 26 | WINTERWYMAN |
| 1142 | 361 | 21:27 | 8:38 | 22:00 | Colman | Flanagan | M | 21 | PIONEER INVESTMENTS |
| 908 | 362 | 21:29 | 8:39 | 21:37 | Benny | Yau | M | 43 | GRANTHAM MAYO VAN OTTERLOO & CO. LL |
| 1173 | 363 | 21:29 | 8:39 | 21:48 | Pablo | Hernandez Romero | M | 26 | PRICEWATERHOUSECOOPERS |
| 572 | 364 | 21:30 | 8:39 | 21:51 | Matthew | Tasca | M | 31 | ARBOR COMMERCIAL MORTGAGE |
| 1171 | 365 | 21:30 | 8:39 | 21:49 | Caroline | McCarthy | F | 23 | PRICEWATERHOUSECOOPERS |
| 981 | 366 | 21:31 | 8:40 | 21:41 | Mike | Devens | M | 34 | INCOME RESEARCH + MANAGEMENT |
| 968 | 367 | 21:32 | 8:40 | 21:51 | Mark | Riordan | M | 31 | INCOME RESEARCH + MANAGEMENT |
| 1109 | 368 | 21:32 | 8:40 | 21:51 | Lindsay | Dahlben | F | 30 | NEW BALANCE |
| 552 | 369 | 21:33 | 8:40 | 21:59 | Joshua | Archbold | M | 29 | AKAMAI |
| 1226 | 370 | 21:34 | 8:41 | 22:06 | Frank | Sama | M | 47 | SANOFI GENZYME |
| 1236 | 371 | 21:34 | 8:41 | 22:01 | Patrick | Gillis | M | 39 | STANDISH ASSET MANAGEMENT |
| 1079 | 372 | 21:35 | 8:41 | 21:51 | Deanna | Eng | F | 26 | NEW BALANCE |
| 1455 | 373 | 21:36 | 8:42 | 22:05 | Julie | Pomponi | F | 25 | WINTERWYMAN |
| 1245 | 374 | 21:36 | 8:42 | 21:59 | Patrick | Savery | M | 28 | STANDISH ASSET MANAGEMENT |
| 1087 | 375 | 21:37 | 8:42 | 21:57 | Amy | Markham | F | 30 | NEW BALANCE |
| 1332 | 376 | 21:37 | 8:42 | 21:55 | Kyle | Gillen | M | 22 | TURNER CONSTRUCTION |
| 707 | 377 | 21:38 | 8:42 | 22:22 | Ben | Tucker | M | 47 | CHAPMAN CONSTRUCTION & DESIGN |
| 872 | 378 | 21:40 | 8:43 | 22:01 | Ryan | Piacentini | M | 30 | FACTSET RESEARCH SYSTEMS |
| 828 | 379 | 21:42 | 8:44 | 22:22 | Connor | Hayes | M | 24 | EPILEPSY FOUNDATION OF NEW ENGLAND |
| 652 | 380 | 21:43 | 8:45 | 21:50 | John | Blazo | M | 56 | BOSTON AIR SYSTEMS |
| 794 | 381 | 21:43 | 8:45 | 22:05 | Brian | Mallett | M | 29 | DISTRICT MANAGEMENT COUNCIL |
| 1391 | 382 | 21:47 | 8:46 | 21:47 | Marlon | Lock | M | 21 | UNISPACE |
| 900 | 383 | 21:48 | 8:46 | 22:12 | Michelle | Hicks | F | 45 | GRANTHAM MAYO VAN OTTERLOO & CO. LL |
| 1097 | 384 | 21:48 | 8:46 | 22:05 | Jamie | Tracy | F | 27 | NEW BALANCE |
| 1242 | 385 | 21:50 | 8:47 | 22:18 | Paul | Falvey | M | 23 | STANDISH ASSET MANAGEMENT |
| 1050 | 386 | 21:51 | 8:48 | 22:08 | Becky | Benowicz | F | 36 | NEW BALANCE |
| 813 | 387 | 21:52 | 8:48 | 22:18 | Olivia | Moore | F | 22 | DYER BROWN ARCHITECTS |
| 1442 | 388 | 21:53 | 8:49 | 22:13 | Cheryl | Gunnip | F | 36 | WINTERWYMAN |
| 1314 | 389 | 21:58 | 8:50 | 22:11 | William | Eckel | M | 26 | THE BOSTON COMPANY |
| 594 | 390 | 21:58 | 8:51 | 22:11 | Susan | Schoenig | F | 59 | BLACKROCK |
| 834 | 391 | 21:59 | 8:51 | 22:26 | RR | RR | M | 33 | EQUITY OFFICE |
| 544 | 392 | 21:59 | 8:51 | 22:23 | Chris | Balduino | M | 33 | AKAMAI |
| 629 | 393 | 22:03 | 8:53 | 22:13 | Jason | Apruzzese | M | 30 | BNY MELLON |
| 1176 | 394 | 22:03 | 8:53 | 22:17 | Jeremy | Ferguson | M | 28 | PRICEWATERHOUSECOOPERS |
| 1496 | 395 | 22:04 | 8:53 | 22:29 | Edward | Stone | M | 25 | |
| 1184 | 396 | 22:05 | 8:53 | 22:40 | Alison | Cutting | F | 29 | PRICEWATERHOUSECOOPERS |
| 957 | 397 | 22:05 | 8:53 | 22:13 | Jack | Dings | M | 26 | INCOME RESEARCH + MANAGEMENT |
| 2012 | 398 | 22:07 | 8:54 | 22:25 | David | Chaet | M | 29 | HEATH SCHOOL |
| 958 | 399 | 22:08 | 8:54 | 22:27 | Rory | Brown | M | 31 | INCOME RESEARCH + MANAGEMENT |
| 1259 | 400 | 22:08 | 8:55 | 22:17 | Joseph | Chiurri | M | 32 | STANDISH ASSET MANAGEMENT |