Marriage Proposals

“I was ready to propose to my girlfriend but had no idea what to do. My brother recommended making her laugh, so I contacted Winning Wit. They wrote me a HILARIOUS routine that had my GF cracking up…and saying yes. These guys were amazing.”


Trevor P., Chandler, AZ

Like our friend Trevor, it’s now your time to pop the question, and you need to make this proposal epic.


So, you have options to make this happen.
  • Skywriting (crazy expensive)
  • Proposing at the ballgame (50,000 of your closest friends?)
  • Organizing a flash mob of dancers (good luck)
  • …or just sitting on the couch and saying, “Umm, do you wanna, like, marry me or something?” (We’ve actually seen this done. Wouldn’t recommend.)
OR…you can do something that’s guaranteed to make a splash and get a YES.


You can propose with a comedy routine about your relationship.


A funny, heartfelt story that will have them laughing, crying, and talking about it forever.


A story written by professional comedians that captures all the quirks, adventures and inside jokes, and creates a moment you two will never forget.


And we’ll not only write you an awesome proposal that’s funny and sentimental, we’ll also teach you techniques to conquer the nerves leading up to it…on the house!


When it’s time to get up and deliver your proposal, you’ll be confident, prepared, and ready to get yourself a fiance’.


Wedding Proposal


We’ve written proposals for people all across the U.S. and Canada and look forward to helping you shine on one of the most important days of your life.


To take the first steps toward a memorable proposal, all you need to do is follow our simple 3-step process:


  1. Fill out the contact form below and select the best package for you
  2. Fill out the questionnaire we send you and click “submit”
  3. We’ll write your proposal and have a first draft to you within 24 hours!



You ready to deliver a proposal for the ages? We’re ready to write one for you!


Don’t love contact forms? No problem!


Call us at 571-800-9191 or email us at


And for you folks on the U.S. East Coast, we’ve partnered with Vadym Guliuk Photography to give you an amazing deal if you want to capture this incredible moment on video and camera!


…in the mean time, you can check out our great reviews here!


And if you know a Best Man or Father of the Bride who also needs speech help for your wedding when you get your YES, we offer bundled discounts!
Marriage Proposal