#78 - Lifestyle Investments: Leveraging Seaside Property for Passive Income with Casey Roloff

Passive Income Pilots

In this episode of Passive Income Pilots, Tait and Ryan sit down with Casey Roloff, the visionary behind Seabrook, a seaside town in Washington. They explore how pilots and high-income professionals can strategically invest in real estate within Opportunity Zones while leveraging short-term rental tax loopholes and self-directed IRAs for significant tax benefits. Casey shares his inspiring journey from house painting to developing Seabrook, highlighting how investors can balance lifestyle with passive income opportunities. Discover how a well-placed seaside investment can create long-term value, financial gains, and personal enjoyment.

Casey Roloff is the founder and developer of Seabrook, Washington, a master-planned seaside community. With no prior development experience, Casey started by building custom homes and eventually expanded his vision to develop Seabrook, now a thriving 700-acre coastal town. He specializes in combining walkable, community-focused design with real estate investment strategies, particularly within Opportunity Zones. Casey’s unique approach offers investors a rare blend of lifestyle enhancement and financial growth, making him a leading figure in sustainable real estate development.

Show notes:

(0:00) Intro

(1:04) Casey’s journey to town developer

(11:21) Lessons on perseverance and financing

(13:37) Financials of owning in Seabrook

(26:27) Opportunity Zones and tax benefits

(31:14) Combining OZs and STR loopholes

(43:34) Seabrook's future developments preview

(49:55) How to learn more about Seabrook

(50:30) Outro

Connect with Casey:

Seabrook Website: https://www.seabrookwa.com

Seabrook Instagram: https://www.instagram.com/seabrookwa

Seabrook Facebook: https://www.facebook.com/SeabrookWA

Seabrook YouTube: https://www.youtube.com/user/seabrookwa

—

You've found the number one resource for financial education for aviators! Please consider leaving a rating and sharing this podcast with your colleagues in the aviation community, as it can serve as a valuable resource for all those involved in the industry.

Remember to subscribe for more insights at PassiveIncomePilots.com! https://passiveincomepilots.com/

Join our growing community on Facebook: https://www.facebook.com/groups/passivepilots

Check us out on Instagram @PassiveIncomePilots: https://www.instagram.com/passiveincomepilots/

Follow us on X @IncomePilots: https://twitter.com/IncomePilots

Get our updates on LinkedIn: https://www.linkedin.com/company/passive-income-pilots/

Have questions or want to discuss this episode? Contact us at [email protected]

See you on the next one!

*Legal Disclaimer*

The content of this podcast is provided solely for educational and informational purposes. The views and opinions expressed are those of the hosts, Tait Duryea and Ryan Gibson, and do not reflect those of any organization they are associated with, including Turbine Capital or Spartan Investment Group. The opinions of our guests are their own and should not be construed as financial advice. This podcast does not offer tax, legal, or investment advice. Listeners are advised to consult with their own legal or financial counsel and to conduct their own due diligence before making any financial decisions.