Want to get a slice of a $100K pie just by selling Med Supps? Join our $100K Cash Giveaway!

Each year, Ritter rewards our top Med Supp agents who earn the most points by writing and issuing the most qualifying Med Supp apps. In 2025, our top 25 producers at the end of each calendar quarter and our top five producers for the year will earn cash bonuses from a $100,000 prize pot. Our top winner for the year will win $10,000!

If you missed winning a prize by a few apps in the past or have been contemplating some friendly competition, now’s a great time to get a slice of the pie!

Production for quarterly prizes is based on point totals for that quarter.

Quarterly Prizes

PlacesPrizes
1st                          $5,000
2nd                          $2,500
3rd                          $1,500
4th                          $1,000
5th                          $750
6th15th $500  
16th25th $250  

End-of-the-Year Prizes

PlacesPrizes
1st$10,000
2nd$7,500  
3rd$5,000  
4th$2,500  
5th$2,500  

Want to join our next giveaway? For contracting or more info, fill out the form or call your sales specialist.


Frequently Asked Questions

Q: How will winners be determined?

A: Winners will be determined based on point totals for how many qualifying Medicare Supplement applications they wrote and issued. Submitted apps will earn you 1 or 1.5 points, depending on the carrier.

Carriers worth 1.5 points include:

  • Ace
  • Aflac
  • Allstate
  • American Benefit Life
  • Humana
  • ManhattanLife
  • Wellabe
  • Woodmen Life
  • Cigna Healthcare
  • Mutual of Omaha

All other carriers will be worth 1 point.

First place will be awarded to the direct-to-Ritter agent with the highest point total, second place will go to the direct-to-Ritter agent with the second highest point total, etc.

Q: How will ties be broken?

A: Ties will be broken based on premium. If three agents achieve the same point total, the agent with the higher premium total will win the rank. The agent with the next highest premium total will get the next rank, and the third agent will get the rank after that.

Q: For which companies will my Medicare Supplement apps count?

A: Your Medicare Supplement apps* will count through which you’re contracted with Ritter as the direct upline. Just talk to your sales specialist to find a competitive product in your market, get contracted with Ritter, and start writing!

*Applications submitted for disability/under 65 will not count.

Q: When will I receive my winnings?

A: 30 days after the end of each quarter.

Q: I produced Medicare Supplement business through Ritter Insurance Marketing in 2024 but never received a bonus. Why not?

A: To qualify for the bonus, you must meet all criteria, including being ready-to-sell for at least one Medicare Advantage or Medicare Part D (PDP) plan through Ritter Insurance Marketing. It’s also possible you didn’t produce enough to qualify.

Q: I’m a top producer, and I have top-level contracts. Can I still qualify?

A: Yes. You can hold top-level contracts and still qualify.

Q: My contract is not direct to Ritter. (I have an intermediate upline.) Can I still qualify?

A: No. You must be direct to Ritter to qualify for this incentive.

Q: I have an agency. Can I “pool” production from multiple agents?

A: No. This contest is only for writing agents who are direct to Ritter.

Q: Will I get a 1099 for my award?

A: Yes. If you win the end-of-the-year prize or any other monetary prizes.

Q: If I don’t write my Medicare Supplement business through Ritter, does it still count?

A: No.

● ● ●

Med Supp production must be through Ritter. Producer must be direct to Ritter and certified and ready-to-sell for at least one Medicare Advantage or Part D company through Ritter. Applications submitted for disability and under-65 will not count. Winners will be determined based on the points accumulated for submitting qualifying apps. Ties will be broken based on premium and further ties will be resolved at Ritter’s discretion.