This was based on a comment from Satin Storm and this is what I did to get it. Thank you!
If you are like me and many others the requests stop comming up a few hours into the game. Once I completed the game I started a new garden and made sure to have $22,000. Because you are starting a new garden you won't have any Pinatas but that's ok. Go to Paper Pets and buy the Cluckles which is the cheapest. Place it in you garden and almost right away you will get a request. Place the crate, pack the Pinata and send him on his way. After the request is done just save and quit then keep doing this until the achievement pops.
Depending on how many you did before doing this it should take around 20-30 mins. Enjoy!