Some stories need to be told. Stories that teach, that sharpen, that give a glimpse behind the scenes of international investment. This is the story of an Israeli real-estate developer whose dreams of a property empire in Bucharest nearly shattered – and how careful checking and a developer's eye saved him from financial disaster.
The phone rang. On the line was a frightened, frustrated, almost desperate voice. Yossi, a real-estate developer with big dreams, found himself at a dead end. He had put the best of his money into a small, charming apartment in Bucharest, Romania. The goal was clear: Airbnb. Tourism, returns, an empire. He had dreamed of it for years, ever since he built towers of blocks in the living room. He took the brave step. But like many before him, he fell into the most common trap – the assumption that “it'll be fine.”
When saving thousands of dollars costs millions.
Yossi, carried away by enthusiasm and wanting to save money, gave up on thorough legal support. He relied on a local management company recommended to him by an acquaintance. “They'll take care of everything,” they promised him. Letting, maintenance, paperwork – everything. He signed a few “standard” documents, transferred the money, and the apartment was registered in his name. Everything looked perfect. The first reports were a dream: money coming in, everything working, Yossi on top of the world.
And then, one day, it came. Like a hammer to the head. An email from the management company: “A fine from the authorities.”
“A fine for what?” Yossi was stunned. The local representative was embarrassed. “Listen, Yossi… in Romania you need a special permit from the city hall for short-term rentals. Without it, it's an offence. We thought you'd handle it.” “Me?!” Yossi fumed. “You said you'd take care of everything!” Boom. In a single moment, the shiny investment turned into a snowball of trouble. Not just an astronomical fine, but also an order to stop operating immediately. The income stopped, the dream evaporated, and the apartment became a burden.
That's where I came into the picture.
When the phone rang, I immediately understood the scale of the problem. I heard the despair and frustration in Yossi's voice. “Ilan Leibovitch & Co.,” I said to myself, “this is no routine consultation call. This is a classic case of an investment made in good faith, but without in-depth knowledge of local regulation.”
As a lawyer specialising in international real estate, and especially in Romania, Romanian is a mother tongue for me, and I have an active office in Bucharest with an experienced legal team. I listened to Yossi's story and nodded in understanding. “It's a common mistake,” I told him. “The regulation here really is strict on this point.” I didn't judge him, I didn't criticise him. I listened. I understood the pressure. I understood the pain. I understood his immediate need.
The truth is, many people fall into this trap. They see the potential, the return, the possibilities, and forget the bureaucratic requirements. In countries like Romania, where the market is developing fast, regulation is also developing and changing. What was true a year ago isn't necessarily true today.
Starting over: holistic due diligence.
Right after that, we got to work. Not just “looking over” the file. We started with holistic due diligence – not only legal, but also financial and physical. We dug deep into the file at the city hall and checked every piece of paper related to the property's registration and the specific requirements for a rental permit. At the same time, I held direct talks with the authorities to see how the fine could be reduced and the closure order lifted.
A developer's eye: not just solving problems, but creating opportunities.
What amazed Yossi wasn't only my team's legal knowledge, but also my developer's perspective. As a developer myself, I understand there's no point solving a problem if it doesn't serve a bigger goal – getting the property making money again. I didn't just solve the problem; I also advised him on how to streamline his dealings with the management company, and even recommended he consider switching to another company that better understands the specific requirements of short-term rentals. I “spoke his language,” because I'm a developer too.
After a few weeks of intensive work, meetings with city-hall officials and close support, Yossi's investment started breathing again. The fine was reduced significantly, he was given an extension to sort out the permit, and most importantly – the approval process moved forward amazingly fast thanks to the firm's knowledge and connections. Within a few months, Yossi received the long-awaited permit. The apartment was fully back in operation, and the rent started flowing again.
The most important lesson: investing in professional support isn't an expense, it's peace of mind and security – two things that are priceless when it comes to your money overseas.
Yossi's case is a great example of how international real-estate investments hold enormous potential, but also no small number of risks. The dangers usually lie in not knowing the small details, the legal nuances, the local business culture. A lawyer who specialises in the field, knows the ground, speaks the language and has the right connections isn't a luxury – he's a necessity.
What's the message I want to give every international real-estate investor?
- Don't skimp on professional advice: this investment is an investment in your future. A small saving at the start can cost you dearly later on.
- Carry out thorough due diligence: not only legal. Make sure the property meets every requirement, financial and physical.
- Find a lawyer who is also a developer: someone who understands how you think and your business goals, not just the dry clauses of the law.
- Get to know the locals: work with people who have connections and a deep understanding of the local market.
Yossi's story isn't just a success story; it's a cautionary tale. It's a lighthouse in the storm for investors who want to make their dreams come true overseas. I see myself not only as a lawyer, but as a partner on the journey for investors. My goal is to make your investments safe, smart and productive, and to make sure your real-estate dreams don't turn into a nightmare.
If you're international real-estate investors, if you're considering investing abroad, or if you're already there and have run into difficulties – now is the time to stop, think and act correctly. Don't wait for the hammer to fall. Get in touch. I'm here to be your lighthouse in the storm.
This story first appeared in Ilan Leibovitch's weekly LinkedIn column, "Two International Real Estate Stories a Week", issue of 5.7.2025, in Hebrew.
More stories: Management, tenants and rentals
- Story 25What to buy: a two-room apartment off-plan, or two studios near the university?
- Story 32Bucharest leaps ahead: the next boom in global real estate starts here – and Trump just fired the starting gun!
- Story 35When the apartment speaks a language they never taught you in real-estate school
- Story 20From Collapse to a Real-Estate Empire: The Arbitrage Story That Saved Ilana
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Ilan speaks Hebrew, English and Romanian. Book a half-hour call, or send this story to someone who is about to sign.
This story is general information, not legal, tax or financial advice. Every deal is different; consult professionals before deciding.

