After a successful 1999 season with the team that saw him score pole positions at the two major American Le Mans Series (ALMS) races; Alex and Holly Job (team owners of Alex Job Racing) were impressed enough with Randy to secure him with a full season contract. The combination of Randy and Alex Job Racing was a potent combination. Pobst took two wins and finished fifth in the ALMS GT points standings.
At the end of the 2000 season there was little doubt that Randy had proved himself a valuable commodity in the Alex Job Racing Porsches. Porsche took notice and signed Pobst to a factory contract for the 2001 season. Being awarded a factory contract is what drivers work for their entire careers. In sportscar racing it is a real mark of distinction to land the title of Porsche factory driver. Very few Americans have landed factory rides with Porsche, adding to the distinction.
Porsche's first assignment for Randy was to campaign the Petersen Motorsports Porsche GT3-R at the Rolex 24 Hours of Daytona. Not only did Randy win the GT class but the team scored a second place finish overall!
After the 24 Hours was over, Porsche put Randy to work once again driving the Alex Job Racing Porsche GT3 R in the ALMS. The team was up against a stiff challenge as BMW was supporting a factory backed effort the same year. Porsche was overpowered by the V8 BMW's and scoring victories against the BMW's were practically impossible. Randy still scored three seconds and a third place finish in the tough ALMS competition.
Throughout the 2001 season, Randy found himself driving the Fordahl Motorsports Porsche at selected Grand Am Rolex Series races that were not in conflict with his ALMS duties. Randy scored two more wins that season co-driving with Kim Hiskey.
The 2002 season once again saw Randy winning in a Porsche; but this time it was in the Speed World Challenge GT Series. A rookie team to the series, 3R-Racing, signed Randy to drive their Porsche GT3 Cup in the last seven events of the season. Randy jumped into the series with a vengeance scoring four wins and five poles in those seven races.
In addition to his World Challenge success Randy raced Porsches in four seperate professional racing series. His results secured him a fourth place finish in the world-wide Porsche Cup Championship.
The 2003 season saw Pobst secure another ride with a German factory effort, this time it wasn't Porsche though. Before Randy got started with the factory Audi effort at Sebring in March he first drove in the Rolex 24 Hours of Daytona. Because of his long time relationship with Porsche and Alex Job Racing, Randy was chosen as a driver in the FABCAR-Porsche Daytona Prototype (Alex Job Racing's crew was serving as the at track crew for one of the team's two entries). Pobst had never really gotten a chance to prove himself in the Prototype class, but as he always has in his career he delivered the results needed. Randy led the race overall and his car may have won overall had it not been for an uncharacteristic Porsche engine failure.
When Randy isn't busy with his Audi factory obligations, he will be driving a Team Turbo Performance Center Porsche in the Grand Am Cup. 2003 started well with an early win at Homestead co-driving with Michael Levitas in the GSI Class, followed by several more.
In 2004, Randy again had the Audi factory contract, winning the Lime Rock race in the revised Audi RS6 Competition, and finishing a credible fourth in the Driver's Championship. Along with teammate Galati and Champion Racing, they again scored for Audi the Manufacturer's Championship.
Randy drove also, and again, with good friend and team owner Michael Levitas in the TPC Racing #36 Porsche in the GT class of the Rolex GT Championship, scoring several wins including a great one at the Mt Tremblant Six-Hour in Quebec.
In 2005, Randy was picked up by old friends Steve Sanders and Craig Nagler at Mazda for their factory sponsored team, Tri-Point Motorsports, in Speed Touring Cars, and continued with TPC Racing and Michael Levitas in Grand American Road Racing competition.
Back in a Mazda 6 after winning a national Championship in a Miata a few years ago, Randy won two races from four poles and finished second in the Speed Touring Car Championship!
With TPC and Levitas in the #36 Porsche 911 GT3 Cup, Randy made the podium time and again.
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