Quarterly Business Conferences | The Winners Circle with Jay
Winners Circle Quarterly Conference Series

Four premium rooms for the decisions that shape your business year.

Strategy, sales, AI and systems, and CEO leadership—organized into four focused live online conferences designed to help entrepreneurs make stronger decisions, improve execution, and prepare for the next stage of growth.

Register for a Conference → Explore All Four Conferences
4 ConferencesOne across each quarter
Last FridayOf every quarter
4:00 PM ETLive online experience
Free General$200 VIP with replay
Jay Adewole hosting a Winners Circle quarterly business conference
The Quarterly Standard

Come for perspective. Leave with priorities, decisions, and a clearer next move.

Strategy
Systems
Scale Live With Jay
Format Premium Live Online Conference
Schedule Last Friday of Each Quarter
Start Time 4:00 PM Eastern Time
Access Registration Required
The Conference Year

One business year. Four strategic priorities.

Each conference is built around a different stage of business growth. Attend the conference that matches your current priority—or follow the full series to strengthen strategy, revenue, operations, and leadership across the year.

Quarter One Conference March · Last Friday · 4:00 PM ET

Business Growth & Strategy Conference

Build a clearer direction for the year by identifying the growth priorities, operating decisions, goals, and execution rhythm that deserve attention first.

Business Clarity Growth Priorities Strategic Planning Execution Rhythm Scorecards 90-Day Focus
Conference Outcome

A more focused growth strategy and a clearer set of decisions for the quarter ahead.

General Admission · Free Register for the live Q1 conference VIP Admission · $200 Live conference + Q1 replay
Quarter Two Conference June · Last Friday · 4:00 PM ET

Sales & Client Attraction Conference

Strengthen the path from visibility to revenue by improving positioning, lead generation, trust, sales conversations, follow-up, conversion, and client acquisition.

Positioning Lead Generation Visibility Sales Conversations Follow-Up Conversion
Conference Outcome

A stronger client-attraction system and a more intentional path from attention to purchase.

General Admission · Free Register for the live Q2 conference VIP Admission · $200 Live conference + Q2 replay
Quarter Three Conference September · Last Friday · 4:00 PM ET

AI, Systems & Scale Conference

Use AI, automation, CRM, documented processes, and stronger operating systems to improve execution, reduce founder dependency, and build greater business capacity.

AI Workflows CRM & Follow-Up Automation Operating Systems Capacity Scalable Execution
Conference Outcome

A practical systems roadmap for improving productivity, consistency, visibility, and scale.

General Admission · Free Register for the live Q3 conference VIP Admission · $200 Live conference + Q3 replay
Quarter Four Conference December · Last Friday · 4:00 PM ET

CEO Leadership & Growth Conference

Strengthen leadership, delegation, accountability, strategic thinking, year-end review, and preparation for the company’s next level of growth.

CEO Thinking Delegation Team Accountability Leadership Systems Year-End Review Next-Level Planning
Conference Outcome

A stronger leadership posture and a clearer operating plan for the year ahead.

General Admission · Free Register for the live Q4 conference VIP Admission · $200 Live conference + Q4 replay
The Conference Experience

Built to move from insight to implementation.

The quarterly conference is designed as a premium strategy room—not passive business content. The program may include Jay Adewole, invited experts, focused teaching, applied frameworks, moderated conversations, and direct next-step planning.

Reserve VIP Access → View All Webinar Options
01

Strategic Opening

Frame the central business challenge, establish the conference theme, and identify the decisions participants should be prepared to make.

02

Focused Business Education

Practical teaching connected to the quarter’s priority—strategy, sales, systems, AI, scale, or CEO leadership.

03

Frameworks and Application

Models, examples, and business questions that help attendees translate the ideas into their own company.

04

Leadership Conversation

Selected expert insight, founder discussion, moderated conversation, or strategic perspective where applicable.

05

Your Next-Move Plan

Close with stronger priorities, clearer decisions, and a practical action focus for the next stage of implementation.

Who This Is For

For builders carrying real responsibility.

The quarterly series is designed for entrepreneurs and leaders who need more than motivation. It is for people making decisions about revenue, teams, systems, visibility, operations, and growth.

01

Founders & Business Owners

Clarify what deserves attention, where the business is stuck, and which decisions will create the most leverage.

02

Coaches & Consultants

Strengthen positioning, offers, delivery systems, lead generation, authority, and client experience.

03

Service-Based Companies

Improve sales, follow-up, CRM use, systems, operational capacity, and execution consistency.

04

Executives & Team Leaders

Build stronger leadership habits, accountability, delegation, decision clarity, and cross-functional alignment.

05

Growth-Stage Entrepreneurs

Move beyond founder dependency and prepare the company for a larger team, more clients, and greater complexity.

06

Ambitious Early-Stage Builders

Avoid preventable confusion by learning the strategy, structure, and systems required before growth accelerates.

Choose Your Conference Access

Attend free—or choose VIP and keep the replay.

General admission provides access to the selected live quarterly conference. VIP admission adds the replay for that selected quarterly conference so you can revisit the teaching, frameworks, and implementation priorities afterward.

Private live-room and replay instructions are delivered only through the official registration and payment-confirmation process. No private attendee links are published publicly.
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Jay Adewole, host of the Winners Circle Quarterly Conference Series
Hosted by Jay Adewole

Business strategy for entrepreneurs who are ready to build beyond hustle.

Olanrewaju “Jay” Adewole is a two-time award-winning business coach, Harvard alumnus, author, business consultant, and host of The Winners Circle Podcast. He helps entrepreneurs build with clarity, systems, leadership, and scale.

Through the quarterly conference series, Jay creates a premium business room focused on stronger decisions, practical frameworks, and implementation that moves beyond generic motivation.

Two-Time Award-Winning Business Coach Harvard Alumnus Business Consultant Author Podcast Host
About Jay Invite Jay to Speak →
Official Conference Registration

Choose your quarterly conference and complete registration.

Use the official registration form to select the conference you want to attend. Private access instructions are delivered after registration and payment confirmation.

Quarterly schedule Last Friday of each quarter at 4:00 PM ET.
General and VIP admission General admission is free. VIP is $200 and includes the replay for the selected conference.
Private attendee access Live-room and replay instructions are not published on this public page.
Confirmation required Follow the registration and payment instructions before expecting event access.
Conference Questions

Before you reserve your quarterly seat.

The quarterly series is distinct from the free weekly webinars and monthly Business Growth Clinics. It is the premium conference experience inside the Winners Circle event calendar.

When are the quarterly conferences held?

Each conference is scheduled for the last Friday of its quarter at 4:00 PM Eastern Time.

How much does the quarterly conference cost?

General admission is free. VIP admission is $200 and includes the replay for the selected quarterly conference.

Do all four conferences cover the same topic?

No. Q1 focuses on growth strategy, Q2 on sales and client attraction, Q3 on AI, systems and scale, and Q4 on CEO leadership and growth.

Where will I receive the conference link?

Private attendee access instructions are delivered through the official registration and payment-confirmation process.

Is a replay included?

Yes. The quarterly VIP admission includes the replay for the selected quarterly conference.

Can I attend more than one conference?

Yes. Each conference addresses a different business priority, so entrepreneurs may register for the individual events that match their needs across the year.

Enter the Quarterly Room

Make the decisions your next quarter deserves.

Choose the conference that matches your current business priority and reserve your place inside a premium Winners Circle strategy experience.

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