| 619 | 403 | 24:29 | 9:51 | 24:51 | Nisrine | Abdou | F | 26 | STATE STREET |
| 373 | 244 | 21:06 | 8:30 | 21:36 | Rich | Ackerman | M | 38 | HARPOON BREWERY |
| 714 | 182 | 19:51 | 8:00 | 20:00 | Jay | Affanato | M | 51 | SULLIVAN & MCLAUGHLIN COMPANIES (SULLYMAC) |
| 715 | 605 | 42:09 | 16:58 | 42:28 | Taylor | Ahearn | F | 25 | SULLIVAN & MCLAUGHLIN COMPANIES (SULLYMAC) |
| 755 | 380 | 23:59 | 9:39 | 24:39 | Marc | Albert | M | 50 | THOMPSON ISLAND PARTNERS |
| 374 | 230 | 20:52 | 8:24 | 21:07 | Michael | Alessandro | M | 33 | HARPOON BREWERY |
| 447 | 97 | 17:51 | 7:11 | 18:03 | Daniel | Allen | M | 33 | JOHN HANCOCK INVESTMENTS |
| 620 | 562 | 32:08 | 12:56 | 32:57 | Diana | Altieri Dickinson | F | 35 | STATE STREET |
| 621 | 486 | 27:37 | 11:07 | 27:59 | Cristiana | Amara | F | 39 | STATE STREET |
| 1 | 259 | 21:22 | 8:36 | 21:32 | Gary | Amberik | M | 45 | |
| 477 | 192 | 20:08 | 8:06 | 20:24 | Tyler | Ambrose | M | 23 | JP MORGAN CHASE |
| 534 | 534 | 29:21 | 11:49 | 29:32 | Allison | Andrews | F | 25 | |
| 740 | 229 | 20:51 | 8:24 | 21:01 | Hannah | Andry | F | 24 | THOMPSON ISLAND OUTWARD BOUND STAFF TEAM |
| 4 | 433 | 25:28 | 10:15 | 25:56 | Peter | Antonelli | M | 48 | |
| 481 | 40 | 16:36 | 6:41 | 16:53 | Tim | Antonellis | M | 22 | JP MORGAN CHASE |
| 448 | 141 | 18:57 | 7:38 | 19:02 | Bill | Apken | M | 45 | JOHN HANCOCK INVESTMENTS |
| 347 | 235 | 21:00 | 8:27 | 21:17 | Victoria | Armishaw | F | 25 | GILBANE BUILDING COMPANY |
| 593 | 592 | 36:44 | 14:47 | 37:00 | Jill | Arsenault | F | 31 | RED THREAD / STEELCASE |
| 507 | 578 | 33:49 | 13:37 | 34:32 | Kathleen | Artz | F | 53 | MORGAN LEWIS & BOCKIUS |
| 622 | 588 | 35:43 | 14:23 | 36:08 | Anbazhagan | Arunachalam | M | 40 | STATE STREET |
| 267 | 11 | 14:45 | 5:56 | 14:46 | Dan | Austin | M | 27 | EATON VANCE |
| 268 | 226 | 20:45 | 8:21 | 20:55 | Peter | Avallone | M | 34 | EATON VANCE |
| 219 | 563 | 32:08 | 12:56 | 32:36 | Brittany | Avila | F | 24 | CREATIVE OFFICE PAVILION |
| 348 | 228 | 20:51 | 8:23 | 20:57 | Daniel | Awad | M | 25 | GILBANE BUILDING COMPANY |
| 623 | 195 | 20:10 | 8:07 | 20:26 | Sarah | Azargoon | F | 33 | STATE STREET |
| 153 | 130 | 18:35 | 7:29 | 18:48 | Sarah | Babcock | F | 24 | BOSTON PRIVATE WEALTH |
| 625 | 439 | 25:35 | 10:18 | 26:08 | Manish | Babel | M | 37 | STATE STREET |
| 626 | 248 | 21:09 | 8:31 | 21:23 | Elizabeth | Bagshaw | F | 35 | STATE STREET |
| 427 | 146 | 19:04 | 7:41 | 19:18 | Geoffrey | Bagshaw | M | 39 | JOHN HANCOCK / MANULIFE |
| 786 | 307 | 22:20 | 8:59 | 22:45 | Greg | Bailey | M | 28 | WB ENGINEERS+CONSULTANTS |
| 1831 | 129 | 18:32 | 7:28 | 18:42 | Dave | Bajgrowicz | M | 0 | SULLIVAN & MCLAUGHLIN COMPANIES (SULLYMAC) |
| 259 | 277 | 21:39 | 8:43 | 22:05 | Naresh | Bandaru | M | 30 | DELTA DENTAL |
| 596 | 115 | 18:21 | 7:23 | 18:30 | Rachel | Bandi | F | 34 | ROCKLAND TRUST |
| 535 | 30 | 16:07 | 6:29 | 16:10 | Sean | Barbary | M | 25 | |
| 220 | 508 | 28:16 | 11:23 | 28:39 | Emily | Barrett | F | 27 | CREATIVE OFFICE PAVILION |
| 409 | 583 | 34:33 | 13:54 | 35:18 | Liz | Barrett | F | 42 | JAMESTOWN |
| 191 | 428 | 25:22 | 10:13 | 25:50 | Laura | Barsano | F | 28 | CONSIGLI CONSTRUCTION |
| 536 | 242 | 21:05 | 8:29 | 21:17 | Jake | Bartlett | M | 37 | |
| 508 | 48 | 16:49 | 6:46 | 16:55 | Jim | Bartling | M | 31 | MORGAN LEWIS & BOCKIUS |
| 537 | 356 | 23:28 | 9:27 | 23:40 | Lisa | Barton | F | 46 | |
| 590 | 384 | 24:01 | 9:40 | 24:04 | John | Bearse | M | 31 | RED THREAD / STEELCASE |
| 597 | 323 | 22:36 | 9:06 | 22:57 | Ashley | Bedard | F | 29 | ROCKLAND TRUST |
| 627 | 337 | 22:53 | 9:13 | 23:22 | Sarah | Bellem | F | 34 | STATE STREET |
| 37 | 417 | 25:02 | 10:05 | 25:15 | Gina | Benedetto | F | 23 | ISLE SOCIETY TEAM |
| 527 | 179 | 19:47 | 7:58 | 19:59 | Charles | Bennett | M | 69 | MURPHY & KING |
| 591 | 593 | 36:44 | 14:47 | 37:00 | Michelle | Bernard | F | 31 | RED THREAD / STEELCASE |
| 269 | 107 | 18:12 | 7:19 | 18:22 | Lee | Bertram | M | 30 | EATON VANCE |
| 5 | 505 | 28:11 | 11:20 | 28:46 | Alyssa | Bicchieri | F | 30 | |
| 756 | 187 | 19:57 | 8:02 | 20:12 | Gretchen | Biesecker | F | 50 | THOMPSON ISLAND PARTNERS |
| 6 | 497 | 27:57 | 11:15 | 28:31 | Alarico | Bittarelli | M | 43 | |
| 312 | 45 | 16:43 | 6:44 | 17:06 | Kenneth | Blaney | M | 49 | FIDUCIARY TRUST COMPANY |
| 137 | 116 | 18:21 | 7:23 | 18:26 | Jay | Blazo | M | 31 | BOSTON AIR SYSTEMS |
| 221 | 480 | 27:26 | 11:03 | 27:50 | James | Bleiler | M | 45 | CREATIVE OFFICE PAVILION |
| 154 | 55 | 17:01 | 6:51 | 17:04 | Scott | Blumenthal | M | 26 | BOSTON PRIVATE WEALTH |
| 410 | 331 | 22:44 | 9:09 | 23:02 | Andy | Bobbitt | M | 38 | JAMESTOWN |
| 7 | 81 | 17:33 | 7:04 | 17:34 | Jim | Boland | M | 35 | |
| 767 | 2 | 13:46 | 5:33 | 13:47 | Thomas | Boland | M | 34 | WALDEN ASSET MANAGEMENT |
| 8 | 190 | 20:04 | 8:05 | 20:25 | Matt | Bomes | M | 23 | |
| 538 | 531 | 28:58 | 11:40 | 29:32 | Kelsey | Bonnett | F | 31 | |
| 211 | 386 | 24:06 | 9:42 | 24:24 | Lisa | Borelli | F | 30 | CORDERMAN & COMPANY |
| 566 | 373 | 23:44 | 9:33 | 24:09 | Rachel | Bourne | F | 31 | RADIUS BANK |
| 552 | 603 | 40:31 | 16:19 | 41:08 | Yaissha | Box | F | 41 | PABIAN RUSSELL |
| 192 | 46 | 16:43 | 6:44 | 16:45 | Christopher | Boyle | M | 29 | CONSIGLI CONSTRUCTION |
| 288 | 225 | 20:44 | 8:21 | 21:08 | Matt | Breen | M | 24 | ENDURANCE INTERNATIONAL GROUP (& WARBURG PINCUS) |
| 85 | 536 | 29:28 | 11:52 | 30:06 | Kara | Brennan | F | 33 | AMAZON WEB SERVICES |
| 691 | 157 | 19:19 | 7:47 | 19:38 | Melissa | Brian | F | 24 | STATE STREET |
| 787 | 272 | 21:33 | 8:41 | 22:28 | Tom | Broderick | M | 28 | WB ENGINEERS+CONSULTANTS |
| 730 | 410 | 24:43 | 9:57 | 25:04 | Gregory | Brown | M | 33 | TEAMLOGIC IT OF NORTHEAST MASSACHUSETTS |
| 449 | 86 | 17:37 | 7:06 | 17:45 | Jeffrey | Brown | M | 41 | JOHN HANCOCK INVESTMENTS |
| 38 | 222 | 20:41 | 8:20 | 20:56 | Nicholas | Brown | M | 30 | ISLE SOCIETY TEAM |
| 9 | 367 | 23:37 | 9:30 | 24:11 | Heather | Brunini | F | 34 | |
| 222 | 538 | 29:52 | 12:01 | 30:16 | Kate | Buffo | F | 46 | CREATIVE OFFICE PAVILION |
| 592 | 565 | 32:08 | 12:56 | 32:24 | Ariana | Burdett | F | 31 | RED THREAD / STEELCASE |
| 375 | 561 | 32:06 | 12:55 | 32:43 | Linnea | Burgess | F | 27 | HARPOON BREWERY |
| 10 | 446 | 26:06 | 10:30 | 26:46 | Ed | Burke | M | 45 | |
| 115 | 71 | 17:22 | 6:59 | 17:25 | Robert | Burns | M | 57 | BEANTOWN BOOTCAMP |
| 631 | 94 | 17:49 | 7:10 | 17:59 | Read | Burns | M | 44 | STATE STREET |
| 249 | 149 | 19:08 | 7:42 | 19:34 | Ryan | Caldwell | M | 24 | DATAXU |
| 716 | 257 | 21:20 | 8:35 | 21:41 | Cris | Camacho | M | 40 | SULLIVAN & MCLAUGHLIN COMPANIES (SULLYMAC) |
| 11 | 27 | 16:03 | 6:28 | 16:03 | Ciara | Camire | F | 30 | |
| 788 | 123 | 18:28 | 7:26 | 18:52 | Keith | Cannizzaro | M | 43 | WB ENGINEERS+CONSULTANTS |
| 223 | 92 | 17:46 | 7:09 | 17:56 | John | Canuto | M | 31 | CREATIVE OFFICE PAVILION |
| 260 | 402 | 24:26 | 9:50 | 24:59 | Agostino | Capobianco | M | 62 | DELTA DENTAL |
| 155 | 540 | 29:57 | 12:03 | 30:29 | Diane | Carolan | F | 57 | BOSTON PRIVATE WEALTH |
| 156 | 559 | 32:03 | 12:54 | 32:49 | Laurie | Carr | F | 35 | BOSTON PRIVATE WEALTH |
| 607 | 587 | 35:34 | 14:19 | 36:04 | Dani | Carr | F | 34 | STATE FUND INSURANCE |
| 87 | 202 | 20:16 | 8:09 | 20:28 | Dan | Carr | M | 33 | ANCHOR CAPITAL |
| 157 | 548 | 30:58 | 12:28 | 31:46 | Jamileth | Carranza | F | 29 | BOSTON PRIVATE WEALTH |
| 193 | 124 | 18:28 | 7:26 | 18:33 | Erica | Cerjanec | F | 34 | CONSIGLI CONSTRUCTION |
| 194 | 120 | 18:26 | 7:25 | 18:31 | Aaron | Champagne | M | 29 | CONSIGLI CONSTRUCTION |
| 635 | 365 | 23:36 | 9:30 | 23:50 | Helen | Chan | F | 34 | STATE STREET |
| 636 | 44 | 16:41 | 6:43 | 16:41 | Paul | Chaplin | M | 50 | STATE STREET |
| 637 | 34 | 16:16 | 6:33 | 16:17 | Robert | Charbonnier | M | 37 | STATE STREET |
| 40 | 206 | 20:18 | 8:10 | 20:38 | Elizabeth | Charpentier | F | 29 | ISLE SOCIETY TEAM |
| 450 | 311 | 22:25 | 9:01 | 22:30 | Andrew | Chasse | M | 24 | JOHN HANCOCK INVESTMENTS |
| 428 | 518 | 28:34 | 11:30 | 29:03 | Jennifer | Chen | F | 39 | JOHN HANCOCK / MANULIFE |
| 181 | 393 | 24:15 | 9:46 | 24:53 | Brian | Chen | M | 54 | CLOUGH CAPITAL PARTNERS LP |
| 451 | 392 | 24:14 | 9:45 | 24:42 | Elisabeth | Christino | F | 29 | JOHN HANCOCK INVESTMENTS |
| 76 | 349 | 23:18 | 9:23 | 23:26 | Tim | Clarke | M | 57 | AGC PARTNERS |
| 638 | 10 | 14:24 | 5:48 | 14:24 | Dan | Cleary | M | 35 | STATE STREET |