Ole Lehmann Profile picture
Jan 14 26 tweets 5 min read Read on X
2 years ago, I moved my entire life to Cyprus to escape Germany's 50% tax rate.

It was the most expensive "money-saving" decision I've ever made.

Here's 21 brutal realities of tax haven living (that nobody warns you about): Image
1. i was the spreadsheet guy in berlin obsessing over cyprus's 12.5% vs germany's 50% tax rate. it felt like i'd cracked some secret code.

plot twist: i was solving the wrong equation entirely...
2. when you organize your entire life around tax optimization, you end up dividing yourself as a person.

moving to cyprus for tax benefits taught me that you can't spreadsheet your way to a fulfilling life. the numbers looked perfect, but reality hit different...
3. i built a technically perfect life that was practically impossible to live in.

perfect example: a simple squat rack took 3 weeks to arrive because of EU + island logistics.

that's when it hit me - i'd optimized for numbers, not actual livability.
4. cyprus's 60-day residency requirement sounds simple until it starts controlling your entire life.

every family visit, business trip, or spontaneous opportunity becomes a complex calculation of residency risk.

i traded one "prison" (high taxes) for another (day counting).
5. being far from real innovation hubs costs more than any tax break saves you.

the energy and opportunities flowing through places like SF, NYC, and Singapore can't be replicated in a tax haven.

you save money but lose access to the growth engines of business.
6. your identity crisis sneaks up on you slowly, then hits all at once.

in berlin, i was a proud local entrepreneur building something meaningful. in cyprus? just another expat chasing tax benefits. that psychological shift impacts you more than you think
7. living in a tax haven infects everything with a temporary mindset. i never bought my dream desk setup or invested in proper home furnishings.

why?

because when you choose a place purely for tax reasons, your subconscious knows it's not really home.
8. you end up living perpetually at 70% commitment. not fully moved in, not fully invested in the community, not fully building a life.

everything stays in this strange limbo state because deep down, you know this is just a tax strategy masquerading as a life decision.
9. tax havens attract people focused on wealth protection, not wealth creation.

the conversations here never revolve around building or growing something meaningful. instead, it's all about tax schemes and protection strategies. that scarcity mindset becomes contagious faster than you'd expect.
10. maintaining basic life connections becomes a 2nd full-time job.

between quarterly family visits, monthly business trips, and regular escapes to places with actual energy, your life transforms into a complex travel schedule just to feel somewhat normal.
11. living in a tax haven creates a sense of rootlessness that nobody warns you about. you can't truly identify with your new home because you chose it for its tax code, not its culture.

meanwhile your connection to your old home slowly fades, leaving you in a strange limbo.
12. building real, lasting in-person relationships becomes nearly impossible

i've watched friends disappear for months at a time, returning briefly to maintain residency status before vanishing again.

the community never solidifies because it's in constant flux.
13. my real problem with germany wasn't just the 50% tax rate - i realize now it was the fundamental anti-entrepreneurship sentiment that pervades society.

but trading that for a place that values nothing except low taxes? it really wasn't an improvement
14. those impressive tax savings vanish faster than you'd expect.

between emergency flights home, higher shipping costs for basic business needs, maintaining multiple living spaces, and the constant travel required to feel connected - the financial benefits thin.
15. your professional network slowly evaporates when you're far from actual innovation hubs.

no amount of zoom calls can replace the serendipity of being where things actually happen.
16. the infrastructure challenges wear you down over time. simple tasks become multi-step challenges, and your home office setup remains perpetually "almost there" because the effort required to make it perfect feels pointless when you're mentally ready to leave.
17. this place doesn't encourage building anything meaningful - because everyone's just passing through.

when was the last time you heard of someone opening a community space or starting a local business initiative in a tax haven? exactly.
18. your business grows slower in tax-efficient zones, no matter how much you save on paper.

being near actual markets, customers, and innovation hubs matters more than your tax rate. i learned this lesson the expensive way.
19. the psychological weight of being a tax optimizer compounds over time. missing family events, watching your home network fade, living in permanent transit mode - no spreadsheet can calculate these costs to your wellbeing.
20. that perfect tax setup comes at the cost of an imperfect life setup. i traded one form of constraint for another and somehow convinced myself this was optimization.

turns out, life optimization and tax optimization are usually opposing goals.
21. here's the hardest truth that took me 2 years to learn:

if you wouldn't live there without the tax advantage, don't live there for the tax advantage. life's too short to treat it like an accounting exercise.
note to future tax optimizers:

i'm leaving Cyprus next year. not because it's a bad place – its really beautiful tbh.

but i've learned that the true cost of tax optimization is paid in much more valuable currencies:

time, energy, community, and peace of mind.
sometimes you have to optimize for the wrong thing to discover what the right things are.

and no tax saving is worth the cost of putting your actual life on hold.
want to follow my journey back to higher taxes but better living? join my newsletter: aisolopreneur.beehiiv.com
guys relax, lmao

first of all:

i dont know where I'll go

some options :

US/Portugal/Singapore/Spain

btw

i'm not saying that i love to pay taxes (for a broken system...)

i'm saying that you shouldn't move anywhere just because of tax reasons

that's it

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