Second Street × ICTS — International Consulting & Tax Solutions
Thu, Jul 23 · 6:00 PM ET Save my seat
Free live webinar · Second Street × ICTS

Own property in Costa Rica? The IRS still expects to hear from you.

A plain-English session for US citizens and green-card holders on what you must report, what it costs to get it wrong, and how to fix it if you're behind.

Thu, Jul 23 6:00 PM ET · 5:00 PM CST Live on Zoom
  • Understand your US reporting duties — even if you never rent the property out
  • Learn your options if you're behind, including the IRS Streamlined Procedures
  • Bring your questions for a live Q&A with Jim Cassidy, CPA — 30+ years in US international tax
Hosted by
Presented by
Reserve your spot

Save my free seat

 Free to attend · limited seats
  • Live Q&A with Jim Cassidy, CPA
  • What the IRS expects from US owners abroad
  • Real filing questions, answered live
Save my free seat →
Takes 30 seconds · limited seats
FBAR (FinCEN 114) Form 8938 · FATCA Foreign entity reporting Streamlined Procedures Foreign tax credits Expatriation
Who this is for

If any of these sound like you, this session is worth an hour

You own a home in Costa Rica

A vacation place, a rental, or land — held in your name or through a Costa Rican corporation.

You're planning to buy

Before you close, understand how ownership structure changes what you'll owe and report back home.

You live there full-time

US citizens and green-card holders are taxed on worldwide income — living abroad doesn't end your filing duties.

What we'll cover

A working knowledge of US tax rules for Costa Rica property

Nine focused segments, then a live Q&A. No jargon walls — just what applies to you.

01Overview of US tax issues for citizens and long-term residents in Costa RicaWorldwide income
02Costa Rica income tax treatment vs US worldwide taxationTerritorial vs worldwide
03US tax benefits of owning real estate in Costa RicaDepreciationDeductions
04Ownership structure considerationsEntitiesTitle
05Foreign account and entity reporting requirementsFBARForm 8938Form 5471
06Foreign tax credits and deductionsForm 1116
07Common noncompliance for Costa Rica property ownersRisk areas
08Remediation options: Streamlined Procedures and delinquent filingsStreamlined
09Expatriation considerations — renunciation and relinquishmentForm 8854
Live Q&A

Real questions we'll answer on the call

These come straight from Costa Rica property owners. Bring your own — you'll have time to ask.

I live full-time in Costa Rica. Do I still have to file US returns as a citizen or green-card holder?
If my property is personal-use only and I don't rent it out, do I still have US reporting obligations?
How is rental income from Costa Rica real estate reported on a US return?
If I sell Costa Rica real estate, how is the gain taxed in the United States?
Do I have to report a Costa Rica bank account used only to collect rent or pay expenses?
Is the foreign real estate itself reported on the FBAR or Form 8938?
What happens if my property is owned through a Costa Rican corporation or other local entity?
How does the IRS decide whether a failure to report was non-willful or willful?
What's the difference between the Streamlined Procedures and the IRS voluntary disclosure practice?
What are the penalties for failing to report foreign accounts, entities, or trusts?
If I have no unreported income but missed FBARs or Forms 5471, 8938, or 3520, do I still need relief?
I'm a green-card holder thinking about giving it up — what should I do before I expatriate?

…and more. Register to bring your own questions to the live session.

Your presenters

Led by Jim Cassidy, CPA

James M. Cassidy, CPA
Presenting · ICTS

James M. Cassidy, CPA

Certified Public Accountant · US and international tax

Jim Cassidy is a New York–licensed CPA with more than 30 years advising globally mobile Americans — executives, investors, and high-net-worth families — on US and international tax. His work centers on the exact issues this session covers: cross-border compliance, foreign account and entity reporting, and helping people get back on track with the IRS.

CPA · New York 30+ years AICPA member Ex-Chair · NYSSCPA Int'l Tax Committee
ICTS — International Consulting & Tax Solutions International Consulting & Tax Solutions
Zachary Kay
Hosting · Second StreetZachary Kay Founder & CEO — Second Street brings the US-style 30-year fixed mortgage to Costa Rica buyers.
A quick hello

60 seconds from Jim

Webinar details

The practical stuff

Is the webinar really free?
Yes — it's a free, educational session hosted by Second Street and ICTS. There's nothing to buy to attend.
Do I have to attend live?
Attending live is the only way to join the Q&A and get your specific questions answered.
How long does it run?
A focused presentation followed by live Q&A, held on Zoom — you'll get the link by email after you register.
Who should attend?
US citizens and green-card holders who own — or are planning to buy — real estate in Costa Rica, and anyone unsure whether they're meeting their US reporting obligations.
Will you review my personal situation?
The session is educational and general in nature. It's the right place to understand your options and ask questions; individual advice is handled separately, one-on-one, afterward.

Peace of mind starts with knowing where you stand

Spend an hour with Jim Cassidy, CPA, and leave knowing exactly what you need to do next.

Reserve my free seat →
Thu, Jul 23 · 6:00 PM ET · Live on Zoom · Free
Second Street ICTS — International Consulting & Tax Solutions
Save my seat

This webinar is provided for general educational and informational purposes only and does not constitute tax, legal, accounting, or financial advice, nor does attendance create a client relationship. US tax rules for foreign property, accounts, and entities are complex and depend on your individual facts. Consult a qualified professional about your specific situation before acting. ICTS — International Consulting & Tax Solutions. Registration and financing information provided by Second Street.

© 2026 Second Street & ICTS Register
Free · Jul 236:00 PM ET · Zoom
Save my seat
Thank you for your submission. We will be in touch with you in shortly.
Oops! Something went wrong while submitting the form. Please try again.
Contact Us
+1 949-339-1660hello@mysecondstreet.com
LinkedIn IconFacebook IconInstagram Icon
Company
Real Estate AgentsAbout UsFAQBlogPre-Qualify Today
Legal
Terms of UsePrivacy Policy
© 2025 Second Street.
‍
Equal Housing Lender Icon
Lending services directly provided by Second Street CR, S.R.L., a private lender registered with the Superintendencia General de Entidades Financieras (SUGEF). Second Street CR, S.R.L. provides equal lending opportunities to all applicants and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. All rates and offers are offered for a limited time and subject to change without notice. Rates are based on an evaluation of credit history, loan-to-value, loan term, and other customary factors, so your rate may differ. If an escrow account is required, or requested, the actual monthly payment will also include monthly escrow payments. Other restrictions may apply. All loans are subject to credit, underwriting and property approval guidelines. There is no guarantee that all borrowers will qualify. Restrictions may apply. This is not a commitment to lend. Terms, conditions, and programs are subject to change without notice. U.S Patriot Act Disclosure: To help the government fight the funding of terrorism and money laundering activities, Federal law requires all financial institutions to obtain, verify and record information that identifies every customer.