| 53 | 301 | Michele | Massari | F | Blue Buffalo Co. LTD | 30:31 | 30:42 | 9:53 |
| 326 | 302 | Jagjiwan | Singh | M | First County Bank | 30:44 | 30:44 | 9:54 |
| 138 | 303 | Michael | Kudrzycki | M | Brooks & Falotico | 30:18 | 30:45 | 9:54 |
| 246 | 304 | David | Seah | M | FactSet | 30:48 | 30:48 | 9:55 |
| 217 | 305 | Jenifer | Bastoni | F | Datto | 30:49 | 30:49 | 9:56 |
| 480 | 306 | Brian | Barrett | M | Melissa & Doug | 29:57 | 30:50 | 9:56 |
| 289 | 307 | Sara | Rutkowski | F | FactSet | 30:51 | 30:51 | 9:56 |
| 373 | 308 | Brittany | Anderson | F | GigMasters/The Bash | 30:04 | 30:52 | 9:56 |
| 532 | 309 | Melanie | Schlicher | F | Mets Board Americas Corporation | 30:19 | 30:53 | 9:57 |
| 732 | 310 | Beck | Fineman | M | Ryan Ryan Deluca LLP | 30:56 | 30:56 | 9:58 |
| 146 | 311 | Karen | Strauss | F | Cadent Consulting Group | 30:47 | 30:59 | 9:59 |
| 771 | 312 | Lisa | Maybruch | F | Citrin Cooperman | 30:40 | 30:59 | 9:59 |
| 345 | 313 | James | Maccone | M | Foundation Source | 30:19 | 31:01 | 9:59 |
| 531 | 314 | Mallory | Tartaglione | F | Mets Board Americas Corporation | 30:35 | 31:08 | 10:01 |
| 425 | 315 | Gabriel | Bennett | M | Jaffe Holden | 30:47 | 31:08 | 10:02 |
| 253 | 316 | Flint | Mu | M | FactSet | 30:22 | 31:12 | 10:03 |
| 690 | 317 | Devon | Priola | F | Inspira marketing Group | 30:39 | 31:13 | 10:03 |
| 309 | 318 | Gary | Buesser | M | FAF-FASB-GASB | 31:03 | 31:14 | 10:04 |
| 315 | 319 | Rachel | Cole | F | FAF-FASB-GASB | 30:59 | 31:14 | 10:04 |
| 740 | 320 | Gilynett | Montanez | F | Child Guidance Center | 31:02 | 31:15 | 10:04 |
| 580 | 321 | Herve | Sedky | M | Reed Exhibitions | 31:15 | 31:15 | 10:04 |
| 577 | 322 | Dan | Gacetta | M | Reed Exhibitions | 30:38 | 31:16 | 10:04 |
| 528 | 323 | Ashley | Auddino | F | Mets Board Americas Corporation | 30:45 | 31:17 | 10:04 |
| 209 | 324 | Catherine | Stricklan | F | Darien Library | 31:18 | 31:26 | 10:07 |
| 535 | 325 | Bill | Alexander | M | Moran Towing Corp | 31:20 | 31:26 | 10:07 |
| 713 | 326 | Jan | Cajas | M | Kyo Logic | 31:29 | 31:29 | 10:08 |
| 189 | 327 | Randy | Rodgers | M | Commonfund | 31:11 | 31:33 | 10:10 |
| 782 | 328 | Ashley | Avitabile | F | Signal / Charles Taylor | 31:07 | 31:38 | 10:11 |
| 75 | 329 | Christine | Torres | F | Bridgewater Associates | 31:39 | 31:39 | 10:11 |
| 139 | 330 | Tania | Smith | F | Brooks & Falotico | 31:14 | 31:39 | 10:12 |
| 595 | 331 | Miriam | Tomasova | F | Reynolds + Rowella | 31:00 | 31:39 | 10:12 |
| 600 | 332 | Michelle | Kenney | F | Robert Half | 30:48 | 31:40 | 10:12 |
| 642 | 333 | Mike | McGarry | M | Tauck | 31:12 | 31:41 | 10:12 |
| 135 | 334 | Chris | Oberhammer | M | Brooks & Falotico | 31:13 | 31:41 | 10:12 |
| 296 | 335 | Walker | Seaver | M | FactSet | 30:52 | 31:44 | 10:13 |
| 723 | 336 | Clara | Mesa | F | Child Guidance Center | 31:34 | 31:44 | 10:13 |
| 790 | 337 | Kevin | Kelly | M | Kantar | 30:46 | 31:45 | 10:14 |
| 612 | 338 | Christopher | Cesare | M | Rocaton | 31:14 | 31:51 | 10:15 |
| 669 | 339 | Ali | Hasan | M | Wilton Re | 31:17 | 31:52 | 10:16 |
| 772 | 340 | Tom | Scoville | M | Mercer Health & Benefits LLC | 31:53 | 31:53 | 10:16 |
| 603 | 341 | Sal | Cataldo | M | Robert Half | 31:02 | 31:54 | 10:16 |
| 293 | 342 | Shreyas | Valmiki | M | FactSet | 31:10 | 31:54 | 10:17 |
| 791 | 343 | Roel | Smits | | Kantar | 30:56 | 31:58 | 10:18 |
| 493 | 344 | Jake | Warren | M | Melissa & Doug | 31:52 | 31:58 | 10:18 |
| 430 | 345 | David | Sesay | M | Kantar | 31:59 | 31:59 | 10:18 |
| 611 | 346 | Cecily | Tennyson | F | Rocaton | 31:51 | 31:59 | 10:18 |
| 202 | 347 | Stephanie | Southmayd | F | Connecticut Dermatology Group | 31:48 | 31:59 | 10:18 |
| 636 | 348 | Julita | Chesser | F | Tauck | 31:56 | 32:01 | 10:19 |
| 145 | 349 | Hayley | Howard | F | Cadent Consulting Group | 31:51 | 32:02 | 10:19 |
| 717 | 350 | Gail | Melanson | F | Child Guidance Center | 31:52 | 32:04 | 10:20 |
| 617 | 351 | Lisa | Florentine | F | Rocaton | 31:29 | 32:06 | 10:20 |
| 689 | 352 | Kevin | Ross | M | MBI Inc. | 32:08 | 32:08 | 10:21 |
| 608 | 353 | Alberto | Cota | M | Rocaton | 31:35 | 32:08 | 10:21 |
| 336 | 354 | Sara | Tucker | F | First County Bank | 31:33 | 32:08 | 10:21 |
| 715 | 355 | Matt | Licio | M | Ganim Financial | 31:40 | 32:11 | 10:22 |
| 573 | 356 | Trushar | Tandel | M | Public Power | 31:37 | 32:13 | 10:22 |
| 38 | 357 | David | Kimball | M | Blue Buffalo Co. LTD | 32:03 | 32:14 | 10:23 |
| 70 | 358 | Berkan | Gunel | M | Bridgewater Associates | 32:14 | 32:14 | 10:23 |
| 349 | 359 | Sharon | ReidDeFlori | F | Foundation Source | 31:30 | 32:19 | 10:24 |
| 106 | 360 | Matt | Battaglia | M | Bridgewater Associates | 32:19 | 32:19 | 10:25 |
| 625 | 361 | Natalie | Havens | F | Signal / Charles Taylor | 31:42 | 32:20 | 10:25 |
| 623 | 362 | Gabriella | Weireter | F | Signal / Charles Taylor | 31:46 | 32:20 | 10:25 |
| 530 | 363 | Heli | Kuorikoski | F | Mets Board Americas Corporation | 31:50 | 32:23 | 10:26 |
| 213 | 364 | Mallory | Arents | F | Darien Library | 32:17 | 32:30 | 10:28 |
| 563 | 365 | Eric | Arena | M | Public Power | 31:39 | 32:32 | 10:29 |
| 785 | 366 | Olga | Lilke | F | GE Capital | 32:24 | 32:34 | 10:29 |
| 463 | 367 | Mary | Watson | F | M.T. Maritime Management | 31:50 | 32:35 | 10:30 |
| 153 | 368 | Ruth | Ayles | F | Canine Company | 32:39 | 32:39 | 10:31 |
| 615 | 369 | Jeri | Savage | F | Rocaton | 32:09 | 32:41 | 10:32 |
| 17 | 370 | Jesse | Novak | M | Alight Solutions | 32:44 | 32:44 | 10:32 |
| 357 | 371 | Jim | Hickey | M | Gault Family Companies | 32:38 | 32:44 | 10:32 |
| 180 | 372 | Vanessa | Valadares | F | City of Norwalk | 32:42 | 32:46 | 10:33 |
| 788 | 373 | Joann | McGrata | F | Merritt 7 Venture | 32:43 | 32:53 | 10:35 |
| 727 | 374 | Victoria | Pena-Perell | F | Child Guidance Center | 32:42 | 32:54 | 10:36 |
| 268 | 375 | Kent | Dunlevy | M | FactSet | 32:22 | 32:54 | 10:36 |
| 371 | 376 | Alyssa | VanAman | F | GigMasters/The Bash | 32:10 | 33:00 | 10:37 |
| 381 | 377 | Samantha | Eisner | F | GigMasters/The Bash | 32:10 | 33:00 | 10:38 |
| 187 | 378 | Keith | Luke | M | Commonfund | 32:41 | 33:01 | 10:38 |
| 416 | 379 | Jeffrey | Elliott | M | Iridian Asset Management LLC | 33:09 | 33:09 | 10:40 |
| 671 | 380 | Carleton | Mak | M | Wilton Re | 32:35 | 33:11 | 10:41 |
| 307 | 381 | Darien | Williams | M | FAF-FASB-GASB | 32:57 | 33:12 | 10:42 |
| 318 | 382 | Tyler | Padgett | M | FAF-FASB-GASB | 32:57 | 33:13 | 10:42 |
| 551 | 383 | Georganne | Stohr | F | People's United Bank | 32:48 | 33:14 | 10:42 |
| 43 | 384 | Jonathan | Man | M | Blue Buffalo Co. LTD | 33:06 | 33:16 | 10:43 |
| 237 | 385 | Andrew | Manickas | M | FactSet | 33:18 | 33:18 | 10:43 |
| 333 | 386 | Oscar | Roca | M | First County Bank | 32:34 | 33:23 | 10:45 |
| 337 | 387 | Shaun | Intriago | F | First County Bank | 32:45 | 33:23 | 10:45 |
| 195 | 388 | Frank | Pinto | M | Connecticut Dermatology Group | 33:11 | 33:30 | 10:47 |
| 789 | 389 | Ed | Farmer | M | Merritt 7 Venture | 33:33 | 33:33 | 10:48 |
| 196 | 390 | Hallie | King | F | Connecticut Dermatology Group | 33:20 | 33:41 | 10:51 |
| 545 | 391 | Anya | Reed | F | NN Life Sciences | 33:15 | 33:50 | 10:54 |
| 559 | 392 | Brayand | Carpio | M | Public Power | 33:01 | 33:52 | 10:54 |
| 568 | 393 | Martine | Trinka | F | Public Power | 32:47 | 33:56 | 10:56 |
| 348 | 394 | Michael | Ramos | M | Foundation Source | 33:36 | 33:56 | 10:56 |
| 305 | 395 | Christine | Klimek | F | FAF-FASB-GASB | 33:43 | 33:57 | 10:56 |
| 626 | 396 | Robert | Weireter | M | Signal / Charles Taylor | 33:29 | 34:02 | 10:58 |
| 254 | 397 | Franco | Spadafora | M | FactSet | 33:22 | 34:17 | 11:03 |
| 481 | 398 | Candice | Martinez | F | Melissa & Doug | 34:12 | 34:19 | 11:03 |
| 286 | 399 | Sameer | Sawla | M | FactSet | 34:20 | 34:20 | 11:03 |
| 181 | 400 | Wilber | Giron | M | City of Norwalk | 34:15 | 34:21 | 11:04 |