When Investing in a Sure Bet Goes Wrong

by | Aug 20, 2025

Losing money hurts your wallet; missing out hurts your pride.

When investing, we have all come across that ‘sure bet’: a one-chance in a lifetime investment opportunity that cannot be missed. The rise of social influencers or ‘finfluencers’ has led to a proliferation of high risk, illiquid and unregulated investments promoted on the internet that, in many cases, will end up losing investors part or all their savings. 

Of course, some of them will make money and the finfluencers will show how much investors could have made had they invested. Finfluencer-pushed get-rich-quick schemes usually benefit the promoter far more than the audience. So, is losing out on a ‘sure bet’ a bad thing?

The difference between investing money and losing it all vs. missing the chance to invest in a sure bet is primarily about risk vs. opportunity cost. 

Here are two scenarios that can happen when an investor comes across a ‘sure bet’.

Scenario 1: Investing Money and Losing It All
  • Definition: You put money into an investment (e.g., stocks, real estate, crypto) and the value drops to zero or near-zero.
  • What You Experience: A real loss — your capital is gone.
  • Psychological Impact: Pain, regret, fear, self-blame.
  • Financial Impact: Your net worth is directly reduced.

This is a tangible, realized loss. It can sometimes be devastating. 

Scenario 2: Missing the Chance to Invest in a Sure Bet
  • Definition: You had the opportunity to invest in something highly profitable (e.g., Apple in 2003, Bitcoin in 2011), but didn’t.
  • What You Experience: A missed gain — you didn’t lose money, but you didn’t make what you could have.
  • Psychological Impact: Regret, “what if” thoughts, envy.
  • Financial Impact: Your net worth stays the same, but the potential wealth you could have had is lost.

This is an opportunity cost. It’s painful emotionally, but not financially damaging in the present. In other words, you are no better off or worse off than before and are in a far better situation than in the first scenario. 

Examples of some of the investments promoted by finfluencers

Crypto & Altcoins 

  • Pitch: “This coin is the next Bitcoin! 100x potential!”
  • Reality: Many are low-liquidity, pump-and-dump schemes with no fundamentals.
  • Risks: Extreme volatility, rug pulls, scams.

Options Trading / Day Trading 

  • Pitch: “I turned $1,000 into $50,000 with this options strategy!”
  • Reality: Most retail traders lose money. Short-term trading is a skill few master.
  • Risks: Leverage amplifies losses; emotional trading can destroy capital.

Real Estate Wholesaling or Airbnb Arbitrage  

These are sold heavily by regulated advisers in places like Dubai. 

  • Pitch: “No money down! You can make thousands a month renting properties you don’t own!”
  • Reality: Highly competitive, requires local legal knowledge, and can fall apart with regulation changes.
  • Risks: Legal gray areas, unreliable income, market saturation.

Forex and Binary Options

  • Pitch: “Trade global currencies from your phone — make money in minutes!”
  • Reality: Highly leveraged, often tied to scam platforms.
  • Risks: Huge losses, often affiliated with fraudulent brokers.

Whisky Cask Scam 

  • Pitch:  Buy a cask, let it sit, then sell at a profit. Promise of high returns – “Profits initially 12% to 13%. Then, the longer you keep it, profits could be up to 45% to 50%.”
  • Reality: The certificates investors were given were worthless. They didn’t relate to any casks anywhere.
  • Risks: No casks existed, and all their money was lost. 
Key Red Flags to Watch For
  • “Guaranteed returns”
  • “Anyone can do it — no experience needed”
  • Lavish lifestyle marketing (Lamborghinis, villas, luxury)
  • Affiliate links to shady platforms
  • Urgency (“Don’t miss out!” “Limited spots!”)
Investing in a Sure Bet- final thoughts

Losing out hurts, either financially or via a lost opportunity.  

Losing money hurts your wallet; missing out hurts your pride.  

When investing, long-term success involves balancing risk avoidance (not losing it all) with opportunity, ideally with professional, regulated advice. 

Remember, you have no regulatory recourse to a financial regulator, compensation scheme or professional indemnity cover without regulated advice on regulated investments! 

The views expressed in this article are not to be construed as personal advice. Therefore, you should contact a qualified, and ideally, regulated adviser in order to obtain up-to-date personal advice with regard to your own personal circumstances. Consequently, if you do not, then you are acting under your own authority and deemed “execution only”. The author does not accept any liability for people acting without personalised advice, who base a decision on views expressed in this generic article. Importantly, where this article is dated then it is based on legislation as of the date. Legislation changes but articles are rarely updated, although sometimes a new article is written; so, please check for later articles or changes in legislation on official government websites, as this article should not be relied on in isolation.

Vyjádřené názory v tomto článku nelze považovat za osobní poradenství. Vždy se proto obraťte na kvalifikovaného, ideálně regulovaného poradce, který vám poskytne aktuální, osobní doporučení šitá na míru vaší konkrétní situaci. Pokud se rozhodnete jednat bez takového poradenství, činíte tak na vlastní odpovědnost a vaše jednání spadá pod režim „execution only“ (pouhá realizace pokynu bez poradenství). Autor nepřijímá žádnou odpovědnost za rozhodnutí osob, které se spoléhají na názory uvedené v tomto obecném článku bez personalizovaného poradenství. Je důležité si uvědomit, že pokud je článek datován, vychází z právních předpisů platných k uvedenému datu. Právní předpisy se mohou měnit a články jsou aktualizovány jen zřídka. Doporučujeme proto vždy ověřit případné novější články nebo změny legislativy na oficiálních vládních stránkách, protože na tento článek nelze spoléhat izolovaně.

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Post written by:
Autorem článku je:

Chris Lean

In the UK he worked with accountants as an independent financial adviser, qualified as a Chartered Financial Planner and became an examiner for the Chartered Insurance Institute. He also qualified as a European Financial Planner and specializes in investment and pension advice to clients.

Aisa International is the only financial advice service company specialising in advice for expats that is regulated as a Securities Trader in the Czech Republic, USA, and UK.