Free Coaching Month:
AGENT AS CEO
Think Like an Entrepreneur. Lead Like a CEO.
You’re not just closing transactions, you’re building a business. The Agent as CEO Challenge is four weeks of FREE COACHING designed to help you think and lead like the CEO, COO, CTO, CMO, and CFO of your business.
Led by TOP COACHES, you’ll strengthen your technology, systems, financial strategy, marketing, and mindset to build a more intentional, consistent business designed for growth. And we’re not stopping at coaching. We’re investing BIG in the Compass real estate professionals who put the coaching into action, with prizes up to $50,000 for those who use this opportunity to strengthen their systems, build better habits, and grow their business through the Compass platform.
Program Dates: October 19 – November 13, 2026
Registration Deadline: Friday, October 16, 2026
Prizes: Up to $50,000 to invest directly in your business
Enroll in as many programs as you want!
Free Coaching Month is designed to help you run your business like a CEO so your business doesn't run you.
What To Expect:
5 FREE PROGRAMS WITH TOP COACHES: Master Mindset, Brand, Operational Systems, Building Relationships, & Financial Strategy. Enroll in one program or as many as you’d like
WEEKLY SUNDAY EMAIL: Weekly Look-Ahead Email containing daily actions to complete and earn entries
UP TO $50,000: Earn entries daily just by building your business
15-MIN TECH DEMOS: Turn strategy into instant execution
PROGRAM OVERVIEW
Enroll in as many programs as you want!
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Agent as CTO (Technology, Relationships, Business Growth)
Schedule: Mondays | 1:00 PM – 1:45 PM ET / 12:00 PM – 12:45 PM CT / 10:00 AM – 10:45 AM PT / 7:00 AM – 7:45 AM HT
Coaches: Jacqueline Lechner & Fritz Frigan - Compass Platform experts and Compass Ninja Selling Mentors, who specialize in helping agents make technology simpler, more practical, and more relevant to how they run their business
You’ll learn how to use the foundations of the Compass Platform to work smarter by automating administrative tasks and daily workflows, stay better connected to your clients and sphere, and turn technology into a system for generating more business.
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Agent as CEO (Mindset, Leadership, Performance)
Schedule: Mondays | 3:00 PM – 4:00 PM ET / 2:00 PM – 3:00 PM CT / 12:00 PM – 1:00 PM PT / 9:00 AM – 10:00 AM HT
Coach: Dr. Julius Thomas - Clinical health psychologist, performance expert, a two-time NFL Pro Bowler, and NBA mental development coach to the San Antonio Spurs
Drawing on his experience in elite performance, neuroscience, and business, Dr. Thomas will take you through his 4 R’s of Leadership: Regulate. Relate. Refocus. Reinforce. You’ll learn how to manage your mindset under pressure, make more intentional decisions, strengthen your leadership, and perform at a higher level in your business and personal life.
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Agent as COO (Operations, Systems, Scaling)
Schedule: Tuesdays | 2:30 – 3:30 PM ET / 1:30 PM – 2:30 PM CT / 11:30 AM – 12:30 PM PT / 8:30 AM – 9:30 AM HT
Coaches: Caroline Wilkins (Director of Operations and CRM expert at Steve Shull’s Performance Coaching) & Susie Adamson (Compass principal and certified productivity coach)
Caroline has spent the last decade helping agents leverage simple processes to grow more sustainable repeat-and-referral businesses. Susie draws on more than ten years as a top-producing agent and team leader to help agents turn overwhelm into clear systems, stronger habits, and greater productivity.
Together, they’ll help you streamline how you work and build systems within the Compass Platform to run a business that can grow without everything depending on you.
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Agent as CFO (Financial Strategy, Profitability, ROI)
Schedule: Wednesdays | 2:00 PM – 3:00 PM ET / 1:00 PM – 2:00 PM CT / 11:00 AM – 12:00 PM PT / 8:00 AM – 9:00 AM HT
Coach: Jarrod Davis - a top Tom Ferry business coach with nearly 30 years of real estate experience building, scaling, and coaching high-performing businesses
Jarrod specializes in helping real estate professionals understand the numbers behind their businesses and turn growth into profitability. You’ll learn how to think like the CFO of your business, make smarter financial decisions, evaluate where your time and money are generating the greatest return, and build a business that isn’t just producing more, but setting you up for the future.
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Agent as CMO (AI Strategy, Brand Credibility, Execution)
Schedule: Thursdays | 2:00 PM – 3:00 PM ET / 1:00 PM – 2:00 PM CT / 11:00 AM – 12:00 PM PT / 8:00 AM – 9:00 AM HT
Coach: Matt Spangler - former Chief Marketing Officer at Compass and an AI and brand strategy specialist who helps real estate professionals use AI to elevate their marketing and grow their business
Matt will show you how to build your 2027 Marketing Plan and use the AI tools already available to you to market with greater speed and consistency. This series will turn AI into your marketing advantage and you'll walk away knowing what it takes for AI to recommend you, a plan for the year, and a weekly rhythm you can actually keep.
MEET THE COACHES
Jacqueline Lechner & Fritz Frigan
Dr. Julius Thomas
Caroline Wilkins & Susie Adamson
Jarrod Davis
Matt Spangler
WIN UP TO $50,000 IN CASH PRIZES
We’re investing BIG in the real estate professionals who put the coaching into action, with prizes up to $50,000 for those who use this opportunity to strengthen their systems, build better habits, and grow their business through the Compass platform.
Contact your Sales Manager or Agent Experience Manager for more details.
REGISTER NOW
1. REGISTER BY OCTOBER 16: Choose your program (you can select as many programs as you want!)
2. ATTEND WEEKLY WEBINARS: Tune in for one hour per week of world-class coaching, that includes a 15 minute Compass platform demo
3. USE THE PLATFORM & WIN: Use the Compass Platform daily to run your business, serve your clients, and earn up to $50,000 to invest back into your business
FREQUENTLY ASKED QUESTIONS (FAQS)
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A: No! The Fall Coaching Challenge is 100% free and exclusive to Compass agents and team members
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A: Absolutely. You are encouraged to enroll in all tracks that support your 2027 business goals
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A: The challenge schedule is designed to complement RETREAT! If you are attending RETREAT, you can still participate in this Challenge. All sessions will be recorded
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A: Prizes are awarded based on Compass platform usage during the Challenge period (logging CRM activity, using AI Assistant, etc.) and live session attendance recorded between Oct. 19 and Nov. 13.
In order to be eligible for any of the above prizes you must attend at least 2 live coaching sessions (from a single program), use the Compass platform daily through the duration of the 4-week program, and be a Compass Principal or Licensed Team Member.
Ready to Lead Your Business Like A CEO?
Don’t wait for 2027 to start building the business you deserve. Registration closes Friday, October 16 at 11:59 PM ET.
Challenge Rules & Guidelines
Please Read Carefully. Below are the official guidelines on how to earn points, qualify for prizes, and enter the grand prize drawing. If you have additional questions, please reference our FAQs.
Eligibility
Any licensed Compass real estate agent may participate in Free Coaching Month (“Agent as CEO”). Agents must register to enter. Participation includes attendance at Challenge sessions and constitutes acknowledgment and acceptance of these Official Rules. Nothing in this challenge shall be construed as modifying or altering the terms of the Participant's Independent Contractor Agreement ("ICA") or applicable broker terms, which remain fully binding. NO PURCHASE OR CONTRIBUTION IS NECESSARY TO ENTER TO WIN.
Prizes may be subject to eligibility and financial/tax reporting rules. Prizes may be substituted with another prize of greater than equal value depending on availability. All potential winners are "provisional" and subject to verification. This Challenge may be modified, suspended, canceled or otherwise terminated. Contestants will be notified of any such changes.
Prize Rules
Prizes will be awarded to agents who attend Challenge sessions and use the Compass platform, based on the terms listed below:
1 real estate professional who uses the Compass platform the most to grow their business will win a large cash prize or business investment.
How to win: Each Compass platform session lasting more than 5 seconds will count toward an agent’s total usage. Individual sessions will be counted for up to 30 minutes. The agent with the highest number of qualifying sessions during the Challenge will be selected as winner.
6 real estate professionals who use AI Assistant the most to save time will win cash prizes or business investments.
How to win: Each qualifying action completed through the AI Assistant will count toward an agent’s total AI Assistant usage. Qualifying actions include, but are not limited to using the AI Assistant to: update a contact, draft an email, or write a listing description. The 6 agents with the highest number of qualifying actions during the Challenge will be selected as winners.
12 real estate professionals who have engaged the most with their CRM - logging in-person meetings, phone calls, and text messages - within the Contest Period will win cash prizes or business investments.
Each phone call, text message, or in-person meeting logged in CRM will count toward an agent’s total activity. The 12 agents with the highest number of qualifying logged activities during the Challenge will be selected as winners.
* In order to be eligible for any of the above prizes you must attend at least 2 coaching webinar sessions, use the Compass platform daily through the duration of the 4-week program, and be a Compass Principal or Licensed Team Member.
Prizes will vary, please reach out to your sales manager for more details.
Key Deadlines & Timeline
Contest Period: The Contest will begin at 12:00 AM ET on October 19, 2026, and run through 11:59 PM ET on November 13, 2026 (“Contest Period”). Only actions submitted within the Contest Period will be considered for points or prizes.
Notification of Prizes: Winners will be announced and notified by a representative via email on or about December 15, 2026. If selected as a winner, additional internal tax or confirmation documentation may be required.
Expiration of Winnings: Any prize that has a financial value (i.e., marketplace credits, client event stipends, or travel reimbursements) must be used/submitted by 11:59pm ET on December 31, 2027. Winnings will not roll over to the following calendar year.
Compass, Inc., through Compass International Holdings, has an agreement with the named coaches participating in Free Coaching Month to provide services to Compass agents. Participation in these services is voluntary, and Compass agents are not required to use their services. Services are provided by the named coaches participating in Free Coaching Month, and any questions regarding those services should be directed to each coach directly. Compass, Inc. and Compass International Holdings do not guarantee the effectiveness of these services or any specific results or outcomes. Any opinions, recommendations, or guidance provided by the named coaches participating in Free Coaching Month or their services are their own and do not necessarily reflect the views of Compass, Inc. or Compass International Holdings.
Release of Liability
All entrants, by entering into the Challenge, hereby agree to release and forever discharge Compass, Inc (and their affiliated prize partners), its subsidiaries, agents, officers, employees, affiliates, and assigns from any and all rights, claims, demands, damages, actions, causes of action, or suits of any kind or nature whatsoever, known or unknown, existing or arising in the future resulting from or in any way related to the Challenge.
Texas Real Estate Commission Consumer Protection Notice
Compass, Inc. fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each Office is Independently Owned and Operated. Compass, the Compass logo, "For the Ongoing Collection of Life" and RESIDE are registered (or unregistered) service marks owned or licensed to Compass, Inc.
Your Questions, Answered
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Free Coaching Month is a 4-week program designed to help Compass real estate professionals build productive habits and put the Compass Platform to work in their business. Registrants receive business coaching and practical training focused on using the Compass platform to grow their business, strengthen client relationships, and work more efficiently.
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The challenge officially launches for registered agents on Monday, October 19, 2026 and concludes on Friday, November 13.
The deadline to register is Friday, October 16 at 11:59 PM ET.
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The overarching goal is to help real estate professionals grow their businesses, help them deliver an elevated client experience, and save them time by using the Compass Platform. They will build strong daily habits while gaining the strategic context and professional coaching needed to grow their business.
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No. The coaching webinars and weekly task emails are provided entirely free of charge to all participating Compass agents.
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To be eligible for any of the prizes, registered agents:
Must attend at least 2 coaching session webinars from a single program (watching recordings does not count)
Use the Compass platform daily through the duration of the 4-week program
Be a Principal or Licensed Team Member
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Yes! While not eligible to win prizes, we still encourage Unlicensed Team Members and third-party Transaction Coordinators to register and participate, as concepts covered directly support ops administration and learning the platform
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Sundays
Weekly Look-Ahead Email
Registered agents receive a weekly email with daily actions to complete using the Compass Platform to grow their business.
Mondays - Thursdays
Coaching Sessions with selected coaches
Build the business strategies, systems, and relationship-building practices you can apply throughout the week.
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Yes! “Agent as CTO” is the most platform-centric program and will directly help registrants learn the Compass tech.
All registrants (across all five programs) will also receive a weekly Sunday email with daily platform tasks designed to help them adopt the Compass tech and qualify for prizes.
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We are tracking three core categories tied to agent business-building activities. Many actions may count toward more than one category.
Compass Technology Prizer: (1 winner) - agent who uses the platform the most to help them grow their business by sharing listings through Collections, using the mobile app to access off-market inventory, sending emails, and more.
Examples of Actions: Generate a Daily Briefing, check Private Exclusives, use Collections, share listings, update CRM notes, use Marketing Center, set tasks and reminders
AI Assistant Prizes (6 winners): 6 agents who use the AI Assistant the most to save time and work more efficiently, including using AI Assistant to draft emails, create reminders, and more.
Examples of Actions: Ask AI Assistant to send an email, create reminders, set tasks, or use AI Assistant to complete other activities in the Compass Platform
CRM Prizes (12 winners): 12 agents who are consistently using the Compass Platform to stay connected to their sphere by engaging clients via calls, texts, and in-person meetings.
Examples of Actions: Log phone calls, log texts and in-person meetings in your CRM.
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There is a strict limit of one prize per participant ($50,000, $25,000, $12,500).
If a participant qualifies for a prize in more than one category, they may receive only one prize and will be contacted to select which prize they wish to accept.
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Yes! Recordings will be shared by the coaches directly. Please allow up to 7 days for recordings to be shared
In order to access livestream links, session recordings, and takeaway resources related to a specific program, agents must be registered for that program
Please register for all/multiple programs if you foresee wanting access to all recordings
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To remain eligible for prizes and ensure individual attendance is recorded, agents must log in to virtual sessions using a personal device. All agents need to access the calls from their own device and set a clear, easily recognizable display name.
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To remain eligible for prizes, agents participating in person must also sign in on their individual devices using a clearly identifiable display name. It is crucial that all in-person attendees log into the virtual webinar so their attendance can be properly recorded.
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If we cannot verify an agent’s attendance based on their display name, their attendance will not count toward Challenge participation or eligibility for prizes.
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Prize winners will be announced and notified on or about December 15, 2026
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No. Anyone who wishes to participate must register using this form by October 16 at 11:59pm ET.
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Please email coaching@compass.com.