| Time Period | Player | From | Achievement |
| Player of the Year | Jason Whalls | Haslett, Michigan | 11th-4th Comeback! |
| Winter | Jonathan Bernier | Montmangny, Canada | Played So Well, Voodoo Dolls Were Made To Look Like Him! |
| 1st Quarter | Kevin Booth | Pleasant Hill-Springfield, Oregon | Almost Regained Championship On 3rd Comeback |
| Spring | Peter Elsaesser | Innsbruck, Austria | Hitting NTSC #3 in World and Was #2 for a fraction! |
| 2nd Quarter | Jonathan Bernier | Montmagny, Canada | WR's and Shortcut Dominance! |
| Summer | Jason Whalls | Haslett, Michigan | The Comeback Kid |
| 3rd Quarter | Jason Whalls | Haslett, Michigan | Now One Of World's Best |
| Fall | Jason Whalls | Haslett, Michigan | Is 2nd in NTSC at Total WR's |
| 4th Quarter | Myles Bukrim | Morgantown, West Virginia | Getting Close To Sorce |
| Time Period | Player | From | Achievement |
| POM | Dave Hines | South Yorkshire, England | Makes England Proud With 2 WR's! |
| Week 1 | Jonathan Bernier | Montmagny, Canada | Combined Lead is Over 100 LAUNDA PTS! |
| Week 2 | Dave Hines | South Yorkshire, England | Becoming The ONLY ELITE in England |
| Week 3 | Dave Hines | South Yorkshire, England | Several Non-SC Improvements |
| Week 4 | Dave Hines | South Yorkshire, England | World Records in Luigi Raceway and Royal Raceway! |
| Time Period | Player | From | Achievement |
| POM | Kevin Booth | Pleasant Hill-Springfield, Oregon | 3rd comback Triumph |
| Week 1 | Kevin Booth | Pleasant Hill, Oregon | 1'39"99 In Choco Non-Sc |
| Week 2 | Kevin Booth | Pleasant Hill, Oregon | Lot's Of Bernier-Lead-Chopping PR's! |
| Week 3 | Kevin Booth | Pleasant Hill, Oregon | 1'46"83 In Kalimari Desert |
| Week 4 | Kevin Booth | Pleasant Hill-Springfield, Oregon | Banshee Boardwalk Fast Lap & Luigi |
| Time Period | Player | From | Achievement |
| POM | Peter Elsaesser | Innsbruck, Austria | Goes NTSC in Style! |
| Week 1 | Jonathan Bernier | Montmagny, Canada | Turnpike, Frappe, Rainbow and Defending Championship |
| Week 2 | Dave Hines | South Yorkshire, England | Choco SC and Royal Times |
| Week 3 | Peter Elsaesser | Innsbruck, Austria | Frappe, Choco, Especially Yoshi Valley |
| Week 4 | Peter Elsaesser | Innsbruck, Austria | Wario Stadium |
| Time Period | Player | From | Achievement |
| POM | David Wonn | Gahanna, Ohio | Set's 3 Shortcut Records! |
| Week 1 | David Wonn | Gahanna, Ohio | Luigi SC WR |
| Week 2 | Nathan Johnson | Lexington, Virgina | 20+ PR's This Week |
| Week 3 | David Wonn | Gahanna, Ohio | Choco, and Frappe SC WR's! |
| Week 4 | Kevin Booth | Springfield, Oregon | Achieves Under 1'40 On Luigi |
| Time Period | Player | From | Achievement |
| POM | Kevin Booth | Springfield, Oregon | Kevin Booth's 4th Comeback! |
| Week 1 | Kevin Booth | Springfield, Oregon | Plays Frappe Snowland and Luigi |
| Week 2 | Kevin Booth | Springfield, Oregon | Almost Sets New Luigi WR! |
| Week 3 | Kevin Booth | Springfield, Oregon | 49"95 on Turnpike |
| Week 4 | Kevin Booth | Springfield, Oregon | Luigi and Bowser Lap WR |
| Time Period | Player | From | Achievement |
| POM | Jonathan Bernier | Montmagny, Canada | Bernier Slaughters Me Again! |
| Week 1 | Kevin Booth | Springfield, Oregon | Getting the #1 Rank by LAUNDA and PHONEYWR statistics! |
| Week 2 | Kevin Booth | Springfield, Oregon | History Making Frappe SC Lap Of 5"45! |
| Week 3 | Jonathan Bernier | Montmagny, Canada | Wario SC, Luigi SC! |
| Week 4 | Jonathan Bernier | Montmagny, Canada | BOWSER'S CASTLE! Need I say More? |
| Time Period | Player | From | Achievement |
| POM | Jason Whalls | Haslett, Michigan | Comeback With about 100 LAUNDA PTS! |
| Week 1 | Peter Elsaesser | Innsbruck, Austria | 3 New World Records This Week! |
| Week 2 | Louis-Phillipe Sabbagh | Quebec City, Canada | Massive Improvements During Comeback! |
| Week 3 | Jonathan Bernier | Montmagny, Canada | 4 WR's This Week |
| Week 4 | Peter Elsaesser | Innsbruck, Austria | WR's and Taking #2 In The World |
| Time Period | Player | From | Achievement |
| POM | Jason Whalls | Haslett, Michigan | #4 in World |
| Week 1 | Kevin Towles | North Carolina | Expert To Elite This Week |
| Week 2 | Jason Whalls | Haslett, Michigan | 2 WR's and Promotion |
| Week 3 | Peter Elsaesser | Innsbruck, Austria | WR's on 4 Boards |
| Week 4 | Tony Nguyen | Laguna Niguel, CA | 49 PR's! |
| Time Period | Player | From | Achievement |
| POM | Jason Whalls | Haslett, Michigan | Another Great Month |
| Week 1 | Peter Elsaesser | Innsbruck, Austria | Several WRS |
| Week 2 | Kevin Booth | Springfield, Oregon | Taking Over #1 In World |
| Week 3 | Peter Elsaessr | Innsbruck, Austria | The Week Of His Career |
| Week 4 | Alex Penev | Sydney, Australia | Several WRS |
| Time Period | Player | From | Achievement |
| POM | Myles Bukrim | Morgantown, West Virgina | Our Next Phenom |
| Week 1 | Alex Penev | Sydney, Australia | Several WRS |
| Week 2 | Alex Penev | Sydney, Australia | Several WRS |
| Week 3 | Myles Bukrim | Morgantown, West Virginia | Exellent Improvements |
| Week 4 | Myles Bukrim | Morgantown, West Virginia | Won The Johnson/Bukrim PR Battle |
| Time Period | Player | From | Achievement |
| POM | Myles Bukrim | Morgantown, West Virginia | Edges Gallo/Marsden |
| Week 1 | Myles Bukrim | Morgantown, West Virginia | 15 PRS 11/7/98 |
| Week 2 | Myles Bukrim | Morgantown, West Virginia | To Beat Simmons/Launspach |
| Week 3 | Kevin Booth | Springfield, Oregon | 18 Unique PRS, 10 WRS! |
| Week 4 | Neil Marsden | New Jersey | Gains A Promo A Day! |
| Time Period | Player | From | Achievement |
| POM | Brian Gallo | New Jersey | Passes Elsaesser |
| Week 1 | Jason Whalls | Haslett, Michigan | Moo Moo Clinched It! |
| Week 2 | Brian Gallo | New Jersey | Finally Gallo! |
| Week 3 | Jonathan Bernier | Montmagny, Canada | Best Comeback! |
| Week 4 | Dave Hines | Doncaster, England | Defending His Spot |