I really like Get Your Pretty On Style Challenges, but the Fall Challenge just closed. I should have posted here, but I didn't think about it! She has some fun free resources on the blog (plus instagram) and I have heard that her closet staples guide is great too and I believe it's open all year. Here's my referral link for the closet staples guide:
https://vm235.isrefer.com/go/STAPLES/leahprescott
The pieces I personally have purchased this season are burgandy and camel jogger pants, casual soft hoodie style jean jacket, burgandy flutter sleeve top, floral cross over tank, puffy vest, olive utility jacket, black and white plaid shirt, teal blouse, black flats. Still thinking about a handful of other items but I'm almost happy with it!