Achieve Financial Freedom
At Next Season Capital, we help physicians and other high-income professionals turn their hard-earned income into long-term, purpose-driven wealth—through real estate investing, coaching, and short-term rental mastery.
Achieve Financial Freedom
At Next Season Capital, we help physicians and other high-income professionals turn their hard-earned income into long-term, purpose-driven wealth—through real estate investing, coaching, and short-term rental mastery.
Why Next Season Capital?
Meet Karen Jackson
You’ve invested in your education, your profession, and your family. But have you invested in your freedom?
I’m Dr. Karen Jackson—a physician, real estate investor, and founder of Next Season Capital. After 25+ years practicing medicine and raising a family in a high-cost-of-living area, I realized I needed more than just income—I needed a strategy for lasting wealth, time freedom, and legacy.
Real estate gave me that strategy. Now I help others do the same.
At Next Season Capital, we guide high-performing professionals into real estate—passively or actively—so you can build your next season with confidence and clarity.
Why Next Season Capital?
Meet Karen Jackson
You’ve invested in your education, your profession, and your family. But have you invested in your freedom?
I’m Dr. Karen Jackson—a physician, real estate investor, and founder of Next Season Capital. After 25+ years practicing medicine and raising a family in a high-cost-of-living area, I realized I needed more than just income—I needed a strategy for lasting wealth, time freedom, and legacy.
Real estate gave me that strategy. Now I help others do the same.
At Next Season Capital, we guide high-performing professionals into real estate—passively or actively—so you can build your next season with confidence and clarity.
What We Offer ...
Choose the path that fits your goals, time, and lifestyle.
PASSIVE INVESTING
For accredited investors who want to build wealth without managing properties.
We offer access to carefully vetted real estate syndications and passive investment opportunities in partnership with experienced operators. These deals are designed to:
• Create cash flow
• Offer equity growth
• Provide tax-advantaged returns
You stay focused on what you love—your profession, your family, your life—while your money goes to work.
✅ Join the investor list today to get notified when new opportunities open.
STRHoME: Short-Term Rental
Coaching + Management Tools
For professionals who want to build or scale profitable STRs with expert guidance and direct booking tools.
STRHoME combines:
• Education + Coaching in short-term rental strategy
• Management systems for operations and guest experience
• A powerful platform for:
○ Direct booking websites
○Automated guest communications
○CRM, email marketing, and landing pages
Whether you're new to STR or scaling an existing portfolio, we help you earn more and keep more.
✅ Learn about STRHoME and get a demo of the GHL platform.
What We Offer ...
Choose the path that fits your goals, time, and lifestyle.
PASSIVE INVESTING
For accredited investors who want to build wealth without managing properties.
We offer access to carefully vetted real estate syndications and passive investment opportunities in partnership with experienced operators. These deals are designed to:
• Create cash flow
• Offer equity growth
• Provide tax-advantaged returns
You stay focused on what you love—your profession, your family, your life—while your money goes to work.
✅ Join the investor list today to get notified when new opportunities open.
STRHoME: Short-Term Rental
Coaching + Management Tools
For professionals who want to build or scale profitable STRs with expert guidance and direct booking tools.
STRHoME combines:
• Education + Coaching in short-term rental strategy
• Management systems for operations and guest experience
• A powerful platform for:
○ Direct booking websites
○Automated guest communications
○CRM, email marketing, and landing pages
Whether you're new to STR or scaling an existing portfolio, we help you earn more and keep more.
✅ Learn about STRHoME and get a demo of the GHL platform.
Who This Is For
Physicians and other professionals seeking financial security beyond their ordinary income.
How We Help
Pre-vetted real estate syndications with strategic wealth-building opportunities.
What Makes Us Different
Due diligence, and tax-efficient strategies tailored for physicians and professionals' financial goals.
Who This Is For
Physicians and other professionals seeking financial security beyond their ordinary income.
How We Help
Pre-vetted real estate syndications with strategic wealth-building opportunities.
What Makes Us Different
Due diligence, and tax-efficient strategies tailored for physicians and professionals' financial goals.
Ready to Begin Your Next Season?
Whether you’re looking to invest passively, become a confident investor, or master the STR game, we’re here to support you with ethical, data-driven, values-aligned guidance.
Choose your next step
Ready to Begin Your Next Season?
Whether you’re looking to invest passively, become a confident investor, or master the STR game, we’re here to support you with ethical, data-driven, values-aligned guidance.
Choose your next step
Stay in the Loop
Join the Investor List to get:
Early access to new deals
Real estate insights tailored for professionals
STR tools & resources
Join the List Now »
Stay in the Loop
Join the Investor List to get:
Early access to new deals
Real estate insights tailored for professionals
STR tools & resources
Join the List Now »
Location
San Mateo, CA