How It Works

  • Each week we will send you the Challenging Times by first class mail.
  • This publication contains 5 new puzzles EVERY WEEK, predominantly composed of Word Search and Word Success puzzles. For our newest entry puzzle click here
  • You can solve the puzzles just for fun or you can pay the entry fee(s) and enter them into the cash prize contest - pitting your skills against the other puzzlers in our membership. 
  • Not only will you have access to more puzzles by subscribing to Challenging Times, but you will have the opportunity to win cash prizes too - UP TO $3200 PER WEEK! 
  • The cost is very reasonable too - less than 80 cents per week for a year's subscription! So why don't you subscribe today ? 



  1. Winning depends on a contestant’s skill. This is not a sweepstakes or a drawing. 
  2. The entry fee is stipulated on each entry form. Each tiebreaker costs $1 for handling and judging. All puzzles have due dates. 
  3. Approximately 75-85% will qualify for the first tiebreaker. 20-30% will qualify for the second if required. 2-10% will be winners. 
  4. All prize checks will arrive in contestant’s mailbox approximately 8 weeks after the original due date. If the puzzle goes to a second tiebreaker, it will take about 13 weeks from the original due date. 
  5. Winners may expect prize checks up to the maximum stipulated amount for each puzzle with an average of $25-$75, depending upon the skill of the contestants relative to the difficulty of the puzzle. 
  6. Judges are employees of CM Publications, Inc. and a minimum of two people judge the entries. Entries are scored manually by using a key. 


Get Started Now!

  1. Fill in the form below to email us
  2. Full Name*
    Please type your full name.
  3. E-mail*
    Invalid email address.
  4. Phone
    Invalid Input
  5. Address*
    Invalid Input
  6. Address 2*
    Invalid Input
  7. City*
    Invalid Input
  8. State
    Invalid Input
  9. Zip Code
    Invalid Input
  10. *

    Get New NumbersInvalid Input
  1. Ready to start winning?
    Fill out the form to purchase our 3 Month Newsletter Subscription and a chance to play and win thousands of dollars every week!

  2. Please type your full name.
    Invalid email address.
  3. Invalid Input
    Invalid Input
  4. Invalid Input
    Invalid Input
  5. Invalid Input
    Invalid Input
  6. {rsfp_products2:caption}
  7. Invalid Input
  • 6 Month
    Challenging Times Subscription

    Buy Now
  • 12 Month
    Challenging Times Subscription

    Buy Now
  • 1
  • Katie Kappel, MI, has won $22,995

    Katie Kappel, MI, has won $22,995

    "Challenging Times has afforded me the opportunity and satisfaction not only of earning much needed money but also sharpen my memory and reasoning skill while spending many pleasurable hours completing the puzzles. I don’t know how I made it through our cold winters before discovering Challenging Times – what a great way to alleviate cabin fever while cashing in!"
  • Janice Griner, IN, has won $31,405

    Janice Griner, IN, has won $31,405

    "Challenging Times Puzzles are a great way to make some extra money and have fun while doing it…. The puzzles are always entertaining, often educational, and I never get tired…. The best part about them is cashing the checks!!"
  • Ed Dansereau, MA, has won $16,633

    Ed Dansereau, MA, has won $16,633

    "I want you to know how much I enjoy your word success puzzles, win or not. It sure keeps my mind alert."
  • 1
  • 2
  • 3
  • 4
  • 5
  • 6
  • 7
  • 8
  • 9
  • 10
  • 11