Annuities
The big one. Protecting the savings your clients already have and turning it into income they cannot outlive. This is where the $7,000 is.
Topflight presents
The 
Ascend Retreat Cross-sell training for Medicare agents
Leadership • Growth • Momentum
Your Medicare clients already trust you. Learn the conversation that comes next: annuities, life insurance and retirement income. Stop collecting $725 and walking away from $7,000.
- Feb 23–25, 2027
- The Grove Resort & Water Park, Orlando
- Early bird $249
Early bird ends in
--days--hrs--min--sec
Price goes up November 2.
The $7,000 question
Same client. Same kitchen table.
Ten times the opportunity.
Your Medicare clients are turning 65 with savings sitting in CDs, bank accounts and old 401(k)s. If you only talk about the Medicare plan, the next advisor gets the retirement money. And usually the client too.
The Medicare-only agent
$725
CMS 2027 maximum first-year commission for one Medicare Advantage enrollment in most states.
The retirement specialist
$7,000
Example: a 7% commission on a $100,000 annuity, written for the same client you already enrolled.
Medicare figure: CMS CY2027 agent and broker compensation, national rate. The annuity figure is an illustration; commissions vary by carrier, product and client age.
Four conversations most Medicare agents never start
Life insurance
Final expense, legacy and the "what happens to my spouse" question every Medicare client is already thinking about.
Retirement education
How to teach Social Security and retirement basics to your clients and your community, so they bring the money questions to you.
The everyday cross-sells
Dental, home health care and the add-ons that protect the Medicare plan and round out every household.
Medicare gets you in the door.
The retirement conversation is why they keep you.
What you're walking into
This is not another conference.
This is not
- A carrier pitch with stale slides
- A webinar you half watch with your camera off
- Theory you never use on a real appointment
- Another conference where you leave with a notebook full of ideas
This is
- Three days of in-person cross-sell training
- How to open the annuity conversation with the Medicare clients you already have
- Life insurance and retirement education, taught by agents who write it
- Word-for-word conversations you can use at your next annual review
Three days, three themes
Leadership. Growth. Momentum.
Leadership
Lead the retirement conversation. Become the client’s retirement specialist, not just their Medicare person.
Growth
Grow every household. Annuities, life and the right cross-sells, in the right order, inside the CMS marketing rules.
Momentum
Leave with a plan to review your book for 2027 and start those conversations the week you get home.
Full agenda and speakers coming soon.
Your host
Joanna Wyckoff
Founder & CEO, Topflight Insurance Solutions
U.S. Air Force veteran and former Social Security Administration claims specialist who started selling insurance part time in 2016, moved into Medicare in 2017 and built Topflight into a boutique FMO. She still answers agents in The Tribe.
"We can no longer be Medicare agents. We have to be life and health agents, retirement specialists."
Joanna Wyckoff
Is this for you?
Built for agents who implement.
Perfect for
- Medicare agents with a book who have never written an annuity
- Agents who write some life or annuities and want a repeatable process
- Annuity and life agents who want Medicare clients to serve
- Topflight agents ready to grow every household in 2027
Not for
- Agents looking for a magic button
- People who take notes and never implement
- Anyone not willing to invest in their own business
Not with Topflight yet? Come anyway.
You don't need a Topflight contract to buy a ticket. Come see how we train, meet the team and the agents, and decide for yourself. If it fits, we'll walk you through contracting. If it doesn't, you still go home a retirement specialist.
The venue
Train hard. Then hit the lazy river.
The Grove Resort & Water Park in Orlando. Sessions during the day, palm trees and a water park outside the door. Easy to turn into a family trip.
- Water park and lazy river on site
- Suites with room for the whole family
- Minutes from Disney and Universal
Investment
Lock in early bird pricing.
Early bird
$249/agent
Price goes up November 2
- In-person admission for all three days, February 23 to 25, 2027
- Annuity, life insurance and retirement education training
- How to cross-sell the Medicare book you already have
- Time with Joanna Wyckoff and Topflight leadership
One ticket per agent. Questions? Email [email protected].
Questions
Before you book.
When and where is the Ascend Retreat?
February 23 to 25, 2027 at The Grove Resort & Water Park in Orlando, Florida.
How much is a ticket to the Ascend Retreat?
Early bird tickets are $249 per agent until November 2, 2026. The price goes up after that.
What does the Ascend Retreat teach?
How Medicare agents grow into retirement specialists: annuities first, then life insurance, retirement education and everyday cross-sells like dental and home health care, using the clients already in your book.
How much more can a Medicare agent earn by cross-selling annuities?
The CMS 2027 maximum first-year commission for a Medicare Advantage enrollment is $725 in most states. As an example, a 7% commission on a $100,000 annuity is $7,000. Annuity commissions vary by carrier, product and client age.
Do I need to be contracted with Topflight to attend?
No. You can buy a ticket without a Topflight contract. Come see how Topflight trains its agents, meet the team, and decide for yourself.
Your 2027 starts
in Orlando.
Top producers. Big ideas. Real momentum.
- When
- Feb 23–25
- Where
- Orlando, FL
- Early bird
- $249
Early bird $249Price goes up Nov 2
Get my ticket