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Caruso Insights
Rain King Insights
Back at Pier Sixty-Six

Elevate
Conference 2026

Market Leadership β€’ Risk Management β€’ Execution
October 15–17, 2026 Fort Lauderdale, Florida
For serious traders and investors focused on process, performance, and market leadership

Join us back at Pier Sixty-Six for three days of market strategy, execution insight, and real-world trade management with traders who live this process every day.

Why Attend

Real market substance in a destination setting

This weekend is designed for traders and investors who want thoughtful market discussion, practical takeaways, and meaningful conversations β€” all in a setting that feels elevated, relaxed, and worth traveling for.
πŸ“ˆ

Serious market conversations

Focused discussion around process, execution, risk, and market behavior for active traders and investors.

🀝

Meaningful networking

Meet like-minded members, hosts, and guest speakers in a more personal conference environment.

🌴

Back at Pier Sixty-Six

Return to one of South Florida’s most iconic waterfront settings for a conference experience that feels elevated from start to finish.

Trading Focus

What this conference is really about

This is not a generic event built around broad inspiration. It is built for people who care about the market, process, decision-making, and hearing from serious participants.

Built for traders and investors who want:

A more thoughtful conversation about markets, beyond surface-level commentary.
Clearer perspective on execution, process, and navigating real market conditions.
Direct access to hosts and guest speakers with different but complementary viewpoints.
An environment where the conversations off stage are just as valuable as the sessions themselves.
Pass Options

Choose the conference experience that fits you best

Both passes include full access to the core conference experience, with VIP designed for attendees who want the most exclusive access of the weekend.
VIP tier for Elevate Conference 2026 is limited. If you want the most access and the most complete weekend experience, VIP is the tier for you.
Featured Tier Limited VIP Seating

VIP Pass

The most complete conference experience, including premium small-group access beyond the main event.
Regular Pricing: $3,499
$2,999
USD
Early Bird Offer
Limited Time Only
  • βœ“ Exclusive small-group VIP dinner on Friday, October 16
  • βœ“ Exclusive VIP afternoon session on Saturday, October 17
  • βœ“ Welcome cocktail
  • βœ“ Light breakfast on both days
  • βœ“ Lunch on both days
  • βœ“ Printed conference manual
Secure VIP Pass
VIP is limited and expected to be the first tier to fill.
Core Conference Access

Executive Pass

Full access to the main conference experience for attendees focused on the core event.
Regular Pricing: $1,999
$1,899
USD
Early Bird Offer
Limited Time Only
  • βœ“ Welcome cocktail
  • βœ“ Light breakfast on both days
  • βœ“ Lunch on both days
  • βœ“ Printed conference manual
  • βœ“ Access to main conference sessions
Get Executive Pass
A strong option for attendees who want the full main-stage experience.
Hotel Room Block: We also have a very limited hotel room block at an exclusive rate of $369 per night, which is a meaningful discount from regular hotel rates. There is also no resort fee, which makes a real difference versus most hotels in the area. Once you register, just reach out to us and we will send over the next steps for booking.
Hosts & Speakers

Learn directly from experienced market professionals

Elevate Conference 2026 brings together respected traders, investors, and educators for a weekend built around process, execution, market insight, and real conversation.
Hosts
Matt Caruso
Host

Matt Caruso

Matt Caruso is a market professional known for blending real-world trading experience with clear teaching. A former market maker and former finance professor, he has also been featured in financial media including FOX Business and Investor’s Business Daily.

Market Strategy Growth Stocks Risk Management
John Pocorobba
Host

John Pocorobba

John Pocorobba leads Rain King Insights and has over 20 years of market experience as an active individual growth stock investor. He is the leader of the Boston IBD Meetup and founder of the Annual BlueSky Investing Conference, with a teaching style built around helping investors visualize concepts and improve execution.

Position Trading Swing Timeframes Market Visualization
Guest Speakers
Tom Basso
Guest Speaker

Tom Basso

Tom Basso is a veteran trader, educator, and author known to many through the Market Wizards series. He currently runs EnjoyTheRide.world, where he shares trading education and market wisdom built from decades of experience.

System Trading Trader Psychology Long-Term Process
Christian Flanders
Guest Speaker

Christian Flanders

Christian Flanders is an independent trader focused on super performance in the stock market. He finished second in the U.S. Investing Championship in 2024 with a +433% return, and followed that with another second-place finish in 2025 with a +167% return.

Super Performance Growth Stocks Execution
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Guest Speaker

To Be Announced

Additional guest speakers will be released in the coming months as the conference lineup continues to come together.

More Soon
Tentative Agenda

A full weekend of market-focused content and connection

This is the current working agenda and timing may still shift slightly as speakers and sessions are finalized.
Main stage presentations, live market review, and VIP sessions
Thursday Β· October 15, 2026

Arrival & Welcome

3:00 – 5:00 PM
Arrival, registration, and opening networking with hosts, speakers, and attendees.
6:00 – 9:00 PM
Welcome cocktail and opening meet-and-greet with hosts, attendees, and speakers.
Friday Β· October 16, 2026

Main Stage Day

Light breakfast and lunch included
8:00 AM – 5:00 PM
Main stage sessions focused on market opportunity, leadership trends, execution, and trade management β€” including a live market review during market hours.
7:00 PM Onward
VIP dinner for VIP pass attendees in a more intimate setting with hosts, guest speakers, and other VIP attendees.
Saturday Β· October 17, 2026

Closing Sessions

Light breakfast and lunch included
8:00 AM – 12:30 PM
Closing main stage sessions focused on big-picture market context, price targets, and managing winning positions.
1:30 – 5:00 PM
VIP-only afternoon session with deeper discussion, Q&A, and extended access to speakers.
VIP Experience

A more private evening for VIP attendees

VIP attendees will enjoy an exclusive dinner experience in a smaller-group setting designed for deeper conversation, stronger connections, and a more personal close to the day.

Joined by hosts and guest speakers, this part of the weekend is meant to feel more intimate than the main conference environment β€” giving VIP attendees access to a unique and memorable layer of the event.

Smaller-group setting
Hosts and guest speakers
More personal interaction
VIP-only experience
Attendee Feedback

See what last year’s attendees had to say

Stay on property at Pier Sixty-Six
Stay at Pier Sixty-Six

Make the weekend feel like more than just a conference

Returning to Pier Sixty-Six means returning to a setting that already felt right for the event β€” elegant, coastal, and unmistakably South Florida.

We also have a very limited hotel room block at an exclusive rate of $369 per night, which is a meaningful discount from regular hotel rates. There is also no resort fee, which makes a real difference versus most hotels in the area.

Once you register, just reach out to us and we will send over the next steps for booking. Staying on property helps attendees get more out of the experience, from early conversations and relaxed networking to evening events and the overall flow of the weekend.

Very limited room block
$369/night exclusive rate
No resort fee
Booking steps sent after registration
Explore the Venue