Agent Benefits
Benefits of being a WIN agent
By pooling the resources of four Keller Williams offices, WIN gives agents benefits a single office couldn’t offer on its own, starting with group health coverage.
Quick answer: WIN Network agents get access to group medical, dental and vision coverage through UnitedHealthcare, with premiums deducted from commissions. They also get AI tools including BrokerBot, Google Gemini Pro and Canva Enterprise, Keller Williams’ Command platform, free weekly WIN Wednesdays coaching with four national coaches, and the invitation-only MREA Development Program. These benefits are available at all four WIN offices.
Health Coverage
Independent doesn’t have to mean uninsured
As part of the WIN Network, you have access to group medical, dental and vision coverage through UnitedHealthcare, with premiums deducted right from your commissions. Pick the plan that fits your life and your business.
Plan 1
$1,000 deductible plan
- Deductible (individual / family): $1,000 / $2,000
- Out-of-pocket max: $4,500 / $9,000
- Plan pays after deductible: 80%
- Office / specialist visit: $25 / $75
- Generic Rx: $10
- Routine physicals: $0
Plan 2
$5,000 deductible plan
- Deductible (individual / family): $5,000 / $10,000
- Out-of-pocket max: $8,150 / $16,300
- Plan pays after deductible: 100%
- Office / specialist visit: $25 / $75
- Generic Rx: $15
- Routine physicals: $0
Plan 3 · H.S.A.
$6,000 H.S.A. plan
- Deductible (individual / family): $6,000 / $12,000
- Out-of-pocket max: $6,000 / $12,000
- Plan pays after deductible: 100%
- Office / specialist visit: Deductible
- Generic Rx: Deductible
- Routine physicals: $0
Dental & Vision
Dental and vision coverage
Dental and vision plans are available for agents, agent + spouse, agent + child(ren), and families.
Vision highlights (in-network, once every 12 months): $10 eye exam copay, $25 glasses copay, $130 frame allowance, and $105 contact lens allowance.
Enroll
Questions or ready to enroll?
Talk with Tim Becks at Becks Benefits Design, LLC.
2026 plan year (Jan. 1–Dec. 31, 2026). Summary only; full terms are in the UnitedHealthcare plan documents. Plan details are subject to change.
AI & Technology
AI is no longer optional. It’s a competitive advantage.
At Keller Williams, we don’t just talk about innovation. We equip you with it.
AI Assistant
BrokerBot
A custom-trained AI assistant that knows our brokerage inside and out. It answers agent questions, stays on top of compliance requirements and best practices, and is available 24/7.
No additional cost
Google Gemini Pro
Access to Google’s more capable AI models, which are stronger at reasoning and complex, multi-step tasks. It works inside Gmail, Docs, Drive and the other Google tools you already use.
No additional cost
Canva Enterprise
Through Canva’s partnership with KW, agents get Pro-level elements and templates without the extra cost, plus templates made exclusively for Keller Williams.
Your Business Platform
KW Command
Keller Williams’ cloud-based platform for running your whole business:
- Database: organize contacts and automate follow-up with SmartPlans
- Transactions: appointments, listings, deals and projected revenue in one place
- Consumer experience: lead capture, listing sharing, and the KW app for your clients
- Marketing: 1,400+ ready-made templates and data-driven ad campaigns
- Network: connect with trusted partners across KW’s worldwide regions
Also Included
The KW technology suite
- KW Connect and KW University
- Mobile app and training calendar
- Business planning tools
- Lead generation and lead management systems
- Agent websites and customizable marketing
- KW listing and referral systems
- Lone Wolf for preparing, managing and e-signing agreements
Coaching & Training
Coaching at every stage of your career
Whether you’re closing your first deal or scaling past your best year, coaching is part of how WIN works.
Free for WIN agents
WIN Wednesdays
Every Wednesday, a rotating lineup of top national coaches covers mindset, AI and marketing, production, and wealth building.
By invitation
MREA Development Program
A small, hand-selected group of agents committed to building a Millionaire Real Estate Agent business, led by MAPS coach Amber Rutherford.
At your office
Productivity Coaching
Every WIN office runs its own productivity coaching program built on KW’s proven models. Your coach helps you set clear targets, build daily habits that drive production, and holds you accountable week after week.
Intensive
BOLD
Each year, a KW MAPS coach leads an intense seven-week course, one day a week. On average, agents close 11 deals during BOLD.
Private coaching
MAPS Coaching
KW’s award-winning Mastery program offers personalized coaching, business planning and high-level accountability for agents committed to growing their bottom line.
Events
Family Reunion & Mega Camp
Keller Williams’ national events bring together thousands of agents and leaders each year to learn from the best in the business and immerse themselves in KW culture.
Culture & Giving
A culture that takes care of its own
Charity
KW Cares
A charity created by and for Keller Williams associates and their families during times of hardship, so everyone in the KW family feels supported when sudden emergencies happen.
Local Charity
Heartland Partners in Caring
A local KW charity that provides one-time grants to Keller Williams associates and their immediate families facing hardship from a sudden emergency.
Community
RED Day
Every year on the second Thursday in May, KW associates give their time to projects that renew and energize the communities they serve. Each office chooses its own project.
Find Your People
KW Communities
Keller Williams communities connect agents around a specialty or shared interest, including KW Commercial, KW Land, KW Luxury, KW Military, KW Wealth, KW Relocation, KW Young Professionals, KW Wellness and more.
Benefits FAQ
Do WIN Network agents get health insurance?
Yes. WIN Network agents have access to group medical, dental and vision coverage through UnitedHealthcare, with premiums deducted from their commissions.
What health plans are available to WIN agents?
For the 2026 plan year there are three medical plans: a $1,000 deductible plan, a $5,000 deductible plan, and a $6,000 H.S.A. plan, each available for individuals and families. Dental and vision coverage are also available.
How do WIN agents enroll in health coverage?
Contact Tim Becks at Becks Benefits Design, LLC at 913-275-2475 or tim@becksbenefits.com.
What AI tools do WIN agents get?
WIN agents have access to BrokerBot, a custom-trained AI assistant, plus Google Gemini Pro and Canva Enterprise, which are included for Keller Williams agents at no additional cost.
Is WIN Wednesdays free?
Yes. WIN Wednesdays is free for every agent in the WIN Network, across all four offices.
Are benefits the same at every WIN office?
Network benefits like health coverage, WIN Wednesdays and the MREA Development Program are available across all four WIN offices. Each office also runs its own productivity coaching program and office services.
Ready to see what winning looks like here?
Have a confidential conversation with one of our team leaders.