Rosebud 500K Solitaire by EuphorialQueen

Tents, coolers and campfires are very helpful during the first stage of this challenge.
If you have the Seasons EP the tents do provide some protection from the elements.

You do not have to do the Leader of the Pack aspiration to benefit from having a club. The club system can be used for skill boosts. Only two people are required to have a club. Create your own club so you can control activities. Social interactions are good as well as things like fishing, searching for frogs (you only have to view them) or playing an instrument. I do not recommend gardening as a club activity. Club members will tend gardens but will also harvest. All your crops will be gone with nothing to show for your hard work.

The yard sale and wall gallery items are useful for selling items for up to 300% mark-up. Unfortunately the wall gallery is not working at the moment. The SimGurus are aware and hopefully it will be fixed soon.

Allowed:
Start with either one cat or one dog with your single Sim.
You must have the appropriate items to keep your pet happy.
Food dish, pet toy and small bed (cat must have a litter box).
IF you start with a pet you can purchase the necessary supplies.
You may fill the pet dish once before reducing funds to Zero.
*Remember §§ are required to feed your pet or to give them treats.
-or-
Start as usual with a single Sim and Zero §§ with the required items.
You must earn enough §§ to buy pet supplies before adopting a stray.
Changing to Cat Hangout / Dog Hangout lot traits will bring strays to your lot.
No need to travel to find them to adopt.

Going on vacation to the Jungle will be allowed any time you wish.
*Money must be earned to pay for lodging and supplies.
*Recommended skills - Charisma, Fitness, Gardening, Handiness and Logic.
The higher the skill levels the better chance for success.
Selling relics can be quite lucrative with very quick financial gains.
Using the City Living -or- Jungle Adventure Yard Sale Table is allowed with any rate of Mark-up.

So many wondrous things added with the Seasons EP. <3
Weather patterns in each world will vary.
Tents do provide shelter but things previous left outdoors may have to be inside.
A simple roof (even without walls) will provide some shelter.
The new glass roofs (added in a patch) are everything <3 <3 <3
Get an umbrella (via the umbrella stand under miscellaneous appliances) for rainy weather.
Build up handy skills to upgrade the machine to control the weather.
Beware this can also backfire and your Sim could get toasty.
Use the calendar for custom holidays that are useful for your Sim. Include a visit from Father Winter or the Flower Bunny for special gifts.
Plants are all seasonal and except for year-round crops have a limited time to harvest.
A Money Tree can be purchased with 5000 satisfaction points. I planted a money tree at the very end of stage one of this challenge. It takes several days to actually start growing. The first yield was about a week or so after planting.
Use features that fit your play style.