5 Quick Tips To Get Started Winning Sweepstakes

TipsAs my website is currently in flux, I have found an increase in people messaging me across various platforms asking how do they get started winning big and not wasting their time.

Until my new Learn To Win section is online, here are my Top 5 Quick Tips To Get Started Winning:

1) Create a new email address only for entering. This separates your hobby and your personal/business life making it easier to find winning notifications and keep spam under control.

2) Use a sweepstakes aggregate to quickly and easy find legitimate giveaways. Many aggregates are community-based, which means it’s contestors helping other contestors to win. Find Canadian Contests or American Sweepstakes. (International Competitions will be added soon!)

3) Use tools to help you enter faster. My tool of choice is RoboForm. Not only does it fill contest forms, I use it to organize all my sweepstakes. PLUS, all my followers get 60% OFF!

4) Use all 5 entry methods to increase your odds of winning. They are: in-person, mail-in, phone-in, online, and via mobile phone.

5) Always read the rules. I usually make this my #1 tip as it’s the one that people do the least and it’s the most important as you do not want to disqualify yourself.

What is your winning tip for a newbie?


2015-08-04T17:00:02+00:00July 13th, 2015|Contesting, Featured, Sweepstaking|12 Comments

About the Author:

Carolyn Wilman (aka @ContestQueen) is a Digital Marketing Strategist and Sweepstakes Specialist. Carolyn teaches others how to Find, Organize, Enter and Win giveaways along with working with companies to create, and viral market, winning promotions maximizing ROI and loyal customers.


  1. Branka Stefanovic July 13, 2015 at 10:44 pm - Reply

    Great advice Carolyn. I remember reading this when I first started. My tip for newbies: Enter only what you can use. Check the dates if there’s travel is involved. I remember entering a contest in the beginning and finding out I just couldn’t get to the venue. it was heartbreaking. Sharing is good karma, there’s enough out there for everyone to win! Good luck and have fun!!

    • Leslie August 15, 2015 at 6:43 pm - Reply

      Hi, I was wondering if you’ve ever actually won anything? I’ve been entering nonstop but have never won anything.. wondering if contests are even real

      • Carolyn
        Carolyn August 15, 2015 at 6:53 pm - Reply

        I have won over $250,000 in prizes since 2001 (and that’s low as I have taken breaks from entering). Try reading my blog post on How to Win Big.

  2. Walter hall October 3, 2015 at 7:46 pm - Reply

    I don’t win nothing. Lol

  3. good driving space November 18, 2015 at 9:19 am - Reply

    Thanks for the marvelous posting! I definitely enjoyed
    reading it, you happen to be a great author.I will
    be sure to bookmark your blog and definitely will come back later on.
    I want to encourage you to definitely continue your great work, have a nice day!

  4. Barbara Lima December 24, 2016 at 4:54 pm - Reply

    If you continue to enter you will win. Today I just received notice of a win on Facebook of a signed book I won from the author.

  5. Kecia December 26, 2016 at 6:17 am - Reply

    Carolyn, I’m wondering how RoboForm is better than just using Autofill on your phone? Thanks for the tips!

    • Carolyn
      Carolyn December 26, 2016 at 4:59 pm - Reply

      I have no idea as I use neither to answer on my phone, but I will find out!

      • Sam Antonio August 19, 2018 at 4:55 pm - Reply

        But u said “My tool of choice is RoboForm. Not only does it fill contest forms, I use it to organize all my sweepstakes.”

        • Carolyn
          Carolyn August 22, 2018 at 8:50 am - Reply

          That is right, but I use RoboForm to organize sweepstakes and enter on my computer as it doesn’t work as well on my phone or tablet.

  6. Rebecca Bryant December 26, 2016 at 9:54 am - Reply

    I don’t do well winning but i have a great time entering and love seeing others winning.

Leave A Comment

This site uses Akismet to reduce spam. Learn how your comment data is processed.