I selected by a mansion and party all the time for the first year. The second year on forward i would get down to the nitty gritty of my master plan muahahahah. The mansion would be build on in the middle of no where PA on a compound that would house my friends and the associated companies that would employ them. I would need about 100- 150 acres to accommodate the 2.5 mile road course and 40 + miles of mountain biking trails. The garage would start off with a capacity for 15 cars and include a full down draft spray booth and full fabrication shop. Keep in mind I worked a year of weekends at a body shop and 14 years as a tool and die maker in a blow mold fabrication machine shop. That's all to restore and maintain my toys eerrrrr cars

I would have a bunch of cows soully for tax purposes to qualify as a farm. I would rent out the track and charge people a small fee for access to the trails and room and board at a B&B
The first business I would get off the ground is a brick and mortar high end mountain bike shop with an internet bike company to keep the operation rolling year round. Then I would open my own beer brewery to employ my friend who is an excellant brewer and utimately will have some sort of master brewer position in real life. I would also keep detailing cars in my free time if I have any only because I enjoy it so much.
As far as cars go where to I start
1. 65 mustang (already own it)
2, 08 TBSS (see above)
3. Factory five Daytona Coupe (actually working on the financing of this one)
4. NC Miata
5. NA miata
6. NA miat with big turbo kit
7. Lamborghini Muira
8. 1965 Shelby GT350R
9. 1959 Beetle
10. Fiat Abarth 1000 TCR
11. '32 ford lowboy
12. Ford GT40 mkIV
13. 1969 Boss 302 mustang
14. 1970 Torino 429 SCJ
15. 194 Merc hotrod
But before all of this happens I will buy my gf a diamond that is as big as her heart.