If I’ve heard it once, I’ve heard it a million times, “You find the cutest stuff at Goodwill. I never find anything.” Contrary to popular belief, I don’t have any magic Goodwill pixie dust or magic thrifting power. If you’ve read my Tips for Gold Digging and still leave the store defeated and empty-handed, you may be making one of these five thrifting mistakes!

  1. You don’t have a plan. Goodwill is big, really big, like Forever 21 in Times Square big. The vast size and inventory at most Goodwills can intimidate many newbie and virgin thrift shoppers.  You need a plan of attack as soon as you walk in the door. This varies by store because each Goodwill store is laid out differently. If I walk into a new store, I scope out the sections first then prioritize based on time. If I’m short on time, I always go to dresses or shoes first.
  2. You don’t try everything on. I know the dressing rooms are a little cramped and not too fancy, but you can’t skip trying on your finds! I usually have a buggy full of clothing and can easily narrow my haul in half after trying on. This is also a good time to inspect each garment carefully any missing buttons, broken zippers, frayed hems, or holes.
  3. You are too distracted. Yes, there are McDonald Flintstone cups from the 90’s, oodles of Bill Cosby sweaters, and tons of other tchotchkes that will take you back to a fond childhood memory. Acknowledge this memory and move on because you have Goodwill gold to find!
  4. You are caught up by the cheap price tag. Yes, it’s cheap. That does NOT mean you have to buy it. This is one of the mistakes I often make. J.Crew sweater for $3? Cool graphic tee for $2? Being mesmerized by the affordable price does not change the fact that the cool graphic tee may hang in your closet unworn for the next 2 years! I set a budget for my shopping trips and force myself to stick to that budget to ensure I only buy items I really like or need in my wardrobe.
  5. You are in a hurry. Time is an invaluable commodity. We live in a society where busyness is glorified and we’re all in a hurry. You cannot have the same mindset when you walk into a Goodwill store. If I’m making a serious trip, I try to allocate at least 2 hours in the store. I know it seems like a lot, but you would spend just as long at the mall or TJ Maxx. I make quick trips if I’m looking for something specific, but I always leave feeling like I left treasures on the racks.

 Are you guilty of making any of these thrifting mistakes?  I hope my tips help you become a better Goodwill shopper! Share your finds on Instagram with the hashtag #goldwilldigger!

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Shirt: Madewill via Goodwill (New Here); Jeans: Levis via Goodwill (Similar Here); Scarf: Goodwill (Similar Splurge // Save); Purse: Vintage via Goodwill (Similar Splurge // Save); Shoes: adidas

Doubling up on denim doesn’t mean you have to look like Jay Leno or Britney Spears and Justin Timberlake, circa 2001. Sporting a “Canadian tuxedo” is a staple of the fashionistas and off-duty model wardrobes, but pairing denim on denim can be a bit intimidating. Goodwill has a plethora of denim pieces, shirts, jackets, jeans, dresses, skirts, etc. in every shade under the denim rainbow.  I’m currently on the hunt for an oversized denim jacket to get monogrammed like this popular Madewell version. This trend is for the guys, too! Have no fear, you can pull off the denim on denim trend with a couple of quick tips!

It’s all about contrast. Wearing contrasting denim shades breaks up the outfit. The easiest way to do this is pairing a chambray top like this one with dark denim jeans or vice versa. Dark denim on the bottom creates an instant slimming effect. So simple, yet effortless and chic!

Mix in prints and color. Accessorize with a printed or bright heel, flat, scarf or clutch. Mixing up the denim with bright colors or fabric breaks up the color block of denim. Accessories can also transform the look from casual to dressy. I actually had a pair of heels in the car when I wore this that I could easily switch out for a night look.

What is your favorite way to pair denim on denim? Leave me a comment below!

Since starting Goldwill Digger, I’ve met sooooo many thrift store queens! A mutual friend and head of Creative Souls, Sarah, introduced us. Sharing the same hometown, strong relationships with our moms, and a love for Goodwill, we instantly clicked. Sheena has one of the biggest hearts of anyone I’ve ever met and celebrating her birthday month with #snsbdaygooddeed! She sends $5 to a friend/family member to complete a random act of kindness every day leading up to her birthday on October 21st! I am so excited to have Sheena on the blog today sharing her fall style tips!


My name is Sheena Steward, and I want to let you in on a little secret. I’m a serial thrifter! I’m extremely thrilled that Betsy was gracious enough to let me appear on the blog. I love fashion, because it gives me the opportunity to express myself. I’m quirky, and thrifting lets me explore various styles without breaking the bank. Of course, my go-to thrift store is Goodwill. Every time I walk into a Goodwill store, I hear Macklemore’s Thrift Shop in my head.,“I’m gonna pop some tags only got twenty dollars in my pocket. I – I – I’m hunting, looking for a come-up. This is freaking awesome!”



Blazer: Goodwill (Similar Splurge // Save); Crop Top: Similar Here; Culottes: Goodwill (Similar Splurge // Save); Shoes: Goodwill (Similar Splurge // Save)

As we all know, fall is everyone’s favorite clothing season. It’s the time of year where the weather is just right, and you’re allowed to layer and play with blazers, boots, and scarves (oh my!). One of my favorite things to do with fall fashion is to explore an androgynous look with fitted blazers, ties and loafers. 

My first look I pair the softness of my lace crop top with the comfort of a nice pair of culottes and loafers. My oversized blazer adds a pop of color and flare to the outfit. This look is perfect for a fall day date to a pumpkin patch or a girls’ brunch at a hip restaurant. Fall can be a bit non-committal about the temperature, so the blazer adds an extra layer when the temperature drops and the winds picks up. This look let’s me express my love for vintage (hence the culottes), my love of fall and the ever so slight touch of whimsy in the lace crop top. The blazer, culottes, and loafers are all Goodwill finds!

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Blazer: Goodwill (Similar Splurge // Save); Shorts: Similar; Booties: Goodwill (Similar Splurge // Save)

In the second look, I paired a fitted blazer with shorts and booties. The blazer is the “IT” piece of this look and doesn’t require much to make it pop. The solid  navy shorts partner well with the outspoken striped blazer. Blazer and booties are both Goodwill finds. This look is perfect for an evening out on the town with a cute little clutch. Now you’re ready to conquer the night! 

I’ll leave you with a few of my tips for fall. First, don’t be afraid to layer. This adds character to your look and it’s easier to take off than add more pieces. A denim button down is a must have, layering under dresses, cardigans, blazers, or even worn alone. Scarves are an easy and versatile way to style your fall look. Don’t be afraid to wear them around your neck, in your hair, or even as a belt. Of course what’s fall fashion without a couple pair of good boots?

Want to see more from Sheena? Follower her on Instagram at @sheena_nichelle21!