"No other contest sponsor sends out prize checks every week. Unlike other contest publications, your puzzles are not hard to solve, so you have a better chance at winning cash prizes."
Robert Hailey, FL, has won $19,778
"I don’t expect to win all the time, but win or lose, I have a lot of fun."
Dan has won $25,340 so far!
Challenging Times has been an exceptional puzzle club that I have been amazed with over the last 13 years. If anyone is willing to challenge their mind with puzzles and earn supplemental income then Challenging Times is the way to go!
Patricia Bradley, IL, has won $41,281
"I enjoy the challenge and intrigue. I also find it very helpful in obtaining a better vocabulary."
Pat Walsh, IN, has won $28,797
"As a long-time contestant in through-the-mail puzzles offered by various organizations, I have been happiest with Challenging Times as a sponsor. Your various puzzle formats, with their mixed degrees of difficulty, are interesting and challenging. Best of all, I know that I can count on you to send your puzzles and tiebreakers on schedule… And I really appreciate the way you pay your prizes promptly."
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!!"
Earle Smith, MA, has won $3,059
"Challenging Times has been a rewarding, stimulating and therapeutic experience."
Al Germic, MI, has won $51,339
"Thank you for the recent check for $525.00. I enter most of the puzzles every week, ever since I started subscribing."
Pam has won $21,389 so far!
My experience, throughout the years, is that Challenging Times has always been thoroughly honest and reliable, offering a good variety of fun puzzles every week. The reporting of puzzle solutions and the winners is always timely and on schedule, as is the distribution of the prizes. The rules for the puzzels are easy to follow. It is a very great pleasure to take part in the fun and honest games that Challenging Times offers.
Frank Provost, FL, has won $27,806
"Your puzzles have lived up to their name, for they are indeed challenging. Additionally, your system of judging has been more than fair, for I have won prizes I did not expect to win."
Carole Shaffer, MI, has won $28,830
"I’m so glad you somehow found my name."
Patty P. has won $17,781 so far!
Patience, perseverance, persistence - all are needed to successfully complete these puzzles. Implementing these strategies has made me mentally, intellectually, emotionally and financially richer and sharper.
Gilbert Topp, OK, has won $25,579
"I like the idea of receiving money in the mail, so I tried a couple of puzzles. I won and have been entering every week for several years."
Suzanne Borash, MN, has won $46,945
"I have always loved doing word puzzles and learning about different topics. Challenging Times offers the opportunity to do both. I particularly enjoy Winning Words because it’s fun researching the answers and unscrambling the letters. The Presidents Payoff, States, and State Capitals puzzles help sharpen memory…. Thank you, Challenging Times, for making life more fun!"
Ellen Tong has won $19,995 so far!
I so enjoy the Challenging Times Puzzles! I have always liked mind challenges and, with these puzzles, you are rewarded both intellectually and financially. The company is honest and efficient. Games, results and payments are prompt and fair. I am very happy I found this company. Challenging Times provides me with a hobby I can enjoy, a pasttime that I can learn from, and an activity that stimulates my mind. Receiving a check in the mail is always exciting. I look forward to the weekly mailings!
Marilyn Baker, OH, has won $70,647
"Thanks to the Challenging Times I have an interest that I can pursue. It not only keeps my mind occupied, but also challenged."
Bonita Hauff, SD, has won $37,219
"I have been a Challenging Times Subscriber for many years and have found the puzzle contests to be stimulating, enjoyable and rewarding. The communication, judging and prize payouts have always been courteous, reliable and prompt."
Robert Arthur, AZ, has won $81,673
"Years ago I almost didn’t send $5.00 to play Challenging Times puzzles. Boy! Am I glad I did! Now weekly (for years), I can hardly wait for the Challenging Times to arrive. Eagerly I open the envelope to see how many puzzles I’ve won and how much prize money….Working puzzles and “winning” money is fun."
Chris Connor, IL, has won $3,493
"First of all, I like the weekly themes, the quick return of tiebreakers, and prize checks. And, I also enjoy the sizeable checks and payoffs."
T.J. Panaccio, PA, has won $27,837
"My wife and I thank you for the $525 check that you sent me Friday....it came at a most opportune time...You really know how to make a person’s day."
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!"
Sharon Sovereign, OR, has won $25,598 so far!
I have been playing Challenging Times contests for several years now. I had to end my full-time career as an accountant when my mother became too ill to live alone, and moved in with me. After she died in 2013, my husband of 54 years became ill, and I am now his full-time caregiver. Your puzzles keep my brain sharp, my spirits up, and provide a much needed respite from caregiving. And it's really fun to look forward to the mail each week for my new puzzles, and the money I win. I particularly enjoy the number puzzles. Thank you.
Midge Rappenecker, IA, has won $2,582
"Keep up your good work & hurrah for winning 3 weeks in a row."
Bill Baranowski, NV, has won $7,914
"My love of words has helped me to win several times."
Elizabeth Nolte, OK, has won $84,917
"What a thrill to open the envelope and find a check. Low entry fees and a variety of interesting and challenging, workable puzzles are a winning contribution."
Mary Salvatore, IL, has won $60,818
"Contests are judged fairly and prize checks arrive promptly. It’s exciting to open the mail and find a prize check."
Norman Koon has won $24,704 so far!
I look forward to the weekly letter from Challenging Times. The puzzles are fun, plus I earn some extra money for the bills. I have subscribed for years, and a week almost never goes by without me entering several of the puzzles. Thanks for the chance to play and earn money.
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."
Peter Newman, FL, has won $30,464
"You really brighten my day. Thank you for the huge prize check you sent me for trivial triumph."
Steve Lent has won $36,787 so far!
I have a lot of fun solving the puzzles, and particularly look forward to getting Winning Words and Hidden Treasures tiebreakers and unraveling the clues, and in doing so broadening my perspective on how to approach solving them. And the prize checks don't hurt either! Also, the issues arrive on time every Friday and the judging is done fairly.