How to get the most out of your Shop Your Way Rewards

how to get the most out of your shop your way rewards

Disclaimer: This post may contain affiliate links, which means I may earn some money if you click on one. Read the full disclaimer here.

Shop Your Way is a free shopping platform where you purchase items from different retailers in one place. This is similar to Ebates in the sense that you get cash back as rewards points. Shop Your Way partners include Sears, Sears Auto Center, Kmart, Land’s End and more!

Check out this video for a quick tour! As a free Shop Your Way member, you get access to a free personal shopper! Personal shoppers help save client’s time and money. You will get personalized coupons, savings and recommendations you can’t get anywhere else!  Visit for more information, or to sign up for your free Shop Your Way membership and personal shopper!

Shop Your Way has a point system. You receive these points by purchasing items at Kmart, Sears or other Shop Your Way affiliated stores. You can also receive points by entering in sweepstakes, playing the instant win games or WinIt app or receiving FREECASH/Surprise points. I highly recommend taking advantage of the 100% CASHBACK in points offers that Sears and Kmart has periodically.

From experience, Kmart does this with their store brand twice a year and Sears does this on clothing. When this comes around for Kmart I stock up on their name brand Smart Sense trash bags, paper towels, toilet paper, vinegar, spices, bottled water, food and more. Once I receive the 100% back in points I use those points on the same items to give me double for the money. I do at times use them for other things, for example the leaf blower pictured below, but otherwise I make sure to spend points on normal everyday things we need so we don’t have to budget for those items later. It’s also helpful to stock up and have the items on hand when you need them so you don’t pay full price when you run out.

  • If you are not already a member, you can sign up for free here: For the first 90 days of membership you get free MAX 2-day shipping. Once the 90 days are up it converts to a basic account so you don’t have to worry about any charges or cancelling.

Earn FREECASH, points and prizes on Sweeps and Winit app

  • As a free Shop Your Way member you can play sweeps on the website or app or on the Winit app.
  • I see on average 50 sweepstakes going at any given time. There will be different ones and you can choose which ones to enter in. The instant win games will give you a chance to win points and some will allow you to pick the prize of the sweepstakes.
  • To enter a sweep, click on the one you would like to enter and follow the directions. You get extra entries if you watch videos, share the sweep to social media or answer a poll question.
  • There are a few different types of sweeps you can enter. On Shop Your Way, there are instant win games, regular sweeps and xtra sweeps. Each Wednesday there is a bonus game on sweeps to earn bonus points. Some sweeps will ask you to pick the prize you want just like the one I won below.
  • Check out my instant win game win! I won a new gas range and it was delivered for free too! My new stove is patiently waiting in storage until we move to our new home. I can’t wait to be able to use it!How to get the most out of your Shop Your Way Rewards

Read the fine print on FREECASH/Surprise points.

When you receive your FREECASH/Surprise points and you are ready to use them, make sure to check the terms and conditions of each surprise. Often times they will require you to use them for a specific department. Some may not allow you to use them on clearance as well. There may be surprise points that allow you to use them towards any purchase, just make sure you meet the purchase price requirement to redeem. Either way, it will still save you some money, especially if you are already going to purchase those items anyway.

Download the free personal shopper app and sign up for a free personal shopper.

Personal shoppers are there to test deals, help you use your points/FREECASH, look for price comparisons, locate that hard to find gift and send you coupons specific to your shopping needs. Have a grocery list, but too busy to shop? Let your personal shopper shop for you! You make the final say and complete the purchase so you know you’re getting what you need. Have a budget and don’t know where to start? Contact your personal shopper for assistance. If you don’t have a personal shopper you can select me as yours to get shopping help right away! Let me help you by saving you time and money this holiday season. Sign up for a free personal shopper and download the personal shopper app today!

Rewards partners

Did you know that you could earn SYW points at many retailers and restaurants that you may be already using? By linking up a credit/debit card or shopping through Shop Your Way Everywhere you can earn points on most of your purchases. Plus, there are monthly bonuses such as double the points back when you spend $10 with a Rewards Partner. Rewards Partners are not obscure places, we are talking about Target, Best Buy, Sephora, Guitar Center, Carter’s, Macy’s, Old Navy, Car Rentals and so many more places, see more here!

Shop Your Way birthday

Sign up for SYW Birthday and get points for your birthday. Plus, see special offers and giveaways like the one going on right now.

Uber driver and rider partnership

As a Shop Your Way member and Uber rider or driver you get additional point earning benefits.

  • Shop Your Way members who are approved as a new Uber driver-partner can earn up to $425 CASHBACK in points. Driver-partners can earn $25 CASHBACK in points after completing their first trip. Driver-partners earn $15 CASHBACK in points for every 5 additional trips they drive for the next 99 trips. Plus, an additional $100 CASHBACK in points for their 100th trip. The first 100 trips must be completed within 45 days of a driver-partner’s first trip in order to qualify and only available in all markets served by Uber. Offer is limited to SYW Members who create a new Uber driver-partner account through DriveUber
  • You can link your already active accounts you will earn $2 CASHBACK in points per trip up to a maximum of $100 CASHBACK in points over a 3 month period. Uber driver-partner eligible to earn up to $100 CASHBACK in points every 3 months for a maximum of $400 over a one year period. Available in all markets served by Uber. DriveUber
  • Shop Your Way and Uber have teamed up to provide SYW members who drive with Uber the opportunity to earn points and get special service discounts at Sears Auto Centers. Visit to learn more.
  • Get $2 CASHBACK in points for EVERY ride with Uber. Plus, if you’re new to Uber, you will get your first ride FREE (up to $15) and earn $5 CASHBACK in points. With $2 CASHBACK in points per ride, there is no limit to the points you could earn!

Free trial of FuboTV plus $20 cashback your first month

FuboTV has more live sports coverage than any other streaming TV provider. Plus top network TV shows, movies and cloud DVR. There are no contracts, no set-top boxes and no hassles. Get $20 cashback in points for the first month and $3 cashback in points each month after for up to 11 months as long as you stay subscribed! If you don’t watch sports, there is a decent channel lineup and lots of on demand tv shows and movies.

Other benefits of being a Shop Your Way member

  • There are member only sales and non-members do NOT receive cashback.
  • You can clip digital coupons right on the website or app.
  • You may be offered to choose from free 2-day shipping or free economy shipping and earn $1.00 in points for choosing economy. At times you may need to purchase $35.00 or more to qualify for free shipping.
  • Kmart has online layaway, members can usually start with $1 down! I take advantage of layaway for Christmas, it gives me the option to put items on layaway for delivery and in-store pickup giving me options if an item is out of stock in my local store. You get 8 weeks to pay off the layaway contracts at bi-weekly payments.

Check out some of the free orders I have gotten from Kmart and Sears thanks to Shop Your Way and Sweeps!

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