Want to win cash just by selling Med Supps? Join the Quest for Cash!

Each year, Ritter rewards our top Med Supp agents who write and issue the most qualifying Med Supp apps. In 2024, our top 20 producers at the end of each calendar quarter and our top three producers for the year will earn cash bonuses from a more than $32,000 prize pot. Our top producer 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 start your quest!

Production for quarterly prizes is based on the qualifying applications for that quarter.

Quarters 1 to 4 Prizes


End-of-the-Year Prizes


Want to join our next quest? 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 how many qualifying Medicare Supplement applications they wrote and issued. First place will be awarded to the direct-to-Ritter agent with the most qualifying Medicare Supplement apps written and issued, second place will go to the direct-to-Ritter agent with the second most apps written and issued, etc.

Q: How will ties be broken?

A: Ties will be broken based on premium. If three agents wrote and issued the same number of qualifying apps, 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 for all participating companies* through which you’re contracted with Ritter as the direct upline. Just use our Medicare Quote Engine or Shop & Enroll to find a competitive product in your market, get contracted with Ritter, and start writing!

*Applications submitted for disability/under 65 will not count. Medicare Supplement applications submitted through Humana will not count.

Q: I produced Medicare Supplement business through Ritter Insurance Marketing in 2023, 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.

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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, under 65, or certain carriers (e.g., Humana) will not count. Winners will be determined based on the number of qualifying apps they write and issue. Ties will be broken based on premium.