Taiki Maeda
August 26, 2025

Why I Sold Some Crypto & Prediction Markets Alpha

Crypto analyst and content creator Taiki Maeda explains his recent decision to de-risk his portfolio after a heavily levered bet on Maker (MKR). He details his cautious macro outlook and pivots toward what he sees as the next major asymmetric opportunity: prediction markets.

De-Risking in a Heated Market

  • “My opinion is that maybe there's 50% left in Ethereum... But on the downside, there's 50-60% downside. You can argue that the risk-reward is fairly balanced where you're not really being paid that much upside for the amount of risk that you're paying.”
  • “I was previously 200% long Maker... now it's closer to 50%. The rest of my bags are stablecoins and JLP.”
  • Taiki has significantly reduced his exposure after being over 100% of his net worth long on Maker, citing increased anxiety and a less favorable risk/reward profile for major assets like Ethereum. He believes the odds of a market top have risen significantly.
  • He draws a parallel to the last cycle, suggesting that just as Bitcoin topped at $70k despite calls for $100k, Ethereum may top around $6-7k instead of the widely anticipated $10k.
  • His portfolio has shifted to a more defensive posture, with core holdings now including stablecoins and JLP (Jupiter’s LP token on Solana), which he values for its ability to capture upside while mitigating downside risk due to its stablecoin components and fee accrual.

The Prediction Market Pivot

  • “If I think about what is an asymmetric sector that I should pay attention to, I think it's prediction markets.”
  • Maeda identifies prediction markets as a fascinating, inefficient, and still-small sector with the potential to 100x in users and volume. He is actively using platforms to position himself for potential airdrops and alpha.
  • He highlights specific, actionable farming opportunities for users: Limitless, a prediction market on Base with a points program ending mid-September, and Outcome, a project on HyperEVM running a zero-risk testnet trading competition.
  • This pivot also marks a shift in his content strategy, moving away from DeFi altcoin picks—where he feels his edge has diminished—and toward an area he finds more engaging and potentially more valuable for his audience.

Key Takeaways:

  • As the crypto market cycle matures, the hunt for alpha shifts from high-beta majors to nascent, inefficient sectors. Taking a more defensive stance while placing small, asymmetric bets in emerging arenas like prediction markets can offer a superior risk-adjusted strategy.
  1. Re-evaluate Risk/Reward. With majors like Ethereum potentially offering symmetrical 50% upside vs. 50% downside, the rationale for holding heavy, levered positions weakens. It's time to take some chips off the table.
  2. Explore Prediction Markets. This sector offers a fresh frontier for alpha. Get active on Polymarket, farm the Limitless airdrop on Base (min. $200 bet), and join Outcome’s risk-free testnet competition to get exposure.
  3. Build a Defensive Core. Adopt assets like JLP on Solana as a portfolio cornerstone. It provides market exposure while protecting capital through its diversified pool and fees generated from retail traders, outperforming most crypto assets in a downturn.

For further insights and detailed discussions, watch the full podcast: Link

This episode reveals a strategic pivot from a high-leverage DeFi position to a defensive, yield-focused portfolio, highlighting why prediction markets may represent the next frontier for asymmetric alpha in a maturing crypto cycle.

Reflection on a High-Leverage DeFi Trade

  • Tiki opens with a candid reflection on his recent, highly concentrated bet on Maker (MKR). He details how he leveraged his portfolio to over 100% of his net worth, anticipating that Ethereum's outperformance would drive a significant bid for DeFi assets. While initially successful, the trade soured as MKR stagnated while the broader market, particularly Ethereum, rallied.
  • This experience led to significant personal anxiety, which Tiki attributes to the feeling of running out of time in the current market cycle without achieving his financial targets. He shares a vulnerable perspective on his performance, admitting that his alpha generation this cycle has not met his own high expectations compared to previous cycles.
  • Quote: "If you told me that like at the beginning of 2023... this would be like where my portfolio is at now, I would probably be not that happy."

Analyzing the Current Crypto Cycle

  • Tiki believes the market is "getting heated," and the probability of a market top has significantly increased in recent months. He frames his analysis around the risk-reward asymmetry of holding major assets like Ethereum, which he identifies as the most important driver of the current market.
  • He points to historical patterns where the ETH/BTC pair going parabolic often coincides with a Bitcoin market top. This observation, combined with the general market sentiment, informs his increasingly cautious stance.
  • Strategic Implication: Investors should be aware of the historical correlation between ETH/BTC strength and cycle tops. Monitoring this ratio can serve as a key indicator for adjusting risk exposure.

Ethereum's Risk-Reward Profile

  • Tiki offers a pragmatic, and somewhat bearish, outlook on Ethereum's immediate upside. He expresses skepticism about ETH reaching $10,000 this cycle, drawing a parallel to the last cycle where widespread calls for $100,000 Bitcoin were met with a top around $70,000.
  • He estimates a potential 50% upside for Ethereum (to a $6,500-$7,000 target) but weighs this against a potential 50-60% downside, given it was trading at $1,500 just months ago. This balanced risk-reward profile suggests that investors are no longer being compensated with significant upside for the downside risk they are taking on.
  • Actionable Insight: The current risk-reward for major assets like Ethereum may be balanced. Investors should evaluate if their portfolio is positioned for limited upside versus substantial potential downside and consider de-risking accordingly.

Portfolio Shift: From Leverage to "Humble Farmer"

  • In response to his market analysis, Tiki has significantly de-risked his portfolio. He has reduced his Maker position from over 200% of his portfolio to approximately 50%, with the remainder now in stablecoins and JLP.
  • JLP (Jupiter Liquidity Provider token): This is a liquidity provider token on the Solana blockchain for the Jupiter perpetuals exchange. It consists of a basket of assets (roughly 30-40% Solana, 10-20% ETH/BTC, and the rest in stablecoins), allowing holders to earn trading fees.
  • Tiki views JLP as a core holding because it captures market upside while offering downside protection due to its stablecoin component and fee generation. He notes that JLP holders act as the counterparty to retail traders on Jupiter, who historically lose money, with those losses accruing to the JLP pool.

The Next Asymmetric Bet: Prediction Markets

  • Tiki identifies prediction markets as the next sector with significant asymmetric upside, contrasting it with the more balanced risk profile of major cryptocurrencies. He is actively using Polymarket, a leading prediction market platform, to position himself for a potential airdrop.
  • He believes the expected value (EV) of farming a potential Polymarket airdrop is high, given the platform's potential to grow its user base and volume by 10-100x. This marks a strategic shift toward finding alpha in nascent, inefficient markets rather than established ones.
  • Quote: "If I think about like what is an asymmetric sector that I should pay attention to, I think it's prediction markets."

A New Content Direction

  • Tiki reflects on his content creation, admitting to burnout from producing videos for the sake of it, which he feels led to lower-quality output. He plans to pivot his content to align with his current interests and where he sees the most value for his audience, focusing more on his explorations in prediction markets.
  • He aims to return to his roots of sharing actionable learnings from his on-chain activities, similar to how he started his channel during the rise of DeFi. This includes bringing back his "Crypto Market Wizards" podcast series with more selective, high-quality guests.

Actionable Alpha: Prediction Market Opportunities

  • 1. Limitless: A prediction market on the Base network with an explicit points program for airdrop farming. The minimum bet size is only $200, offering a low barrier to entry. Season one of the points program ends in mid-September.
  • 2. Outcome: A prediction market on HyperEVM, a high-performance blockchain environment. They are launching a trading competition on their testnet, allowing users to participate with zero financial risk for a chance to earn real money and potentially qualify for a future airdrop.
  • Strategic Implication: For researchers and investors seeking new alpha, exploring and becoming early users of emerging prediction market platforms like Limitless and Outcome presents a low-capital, high-upside opportunity to gain exposure to a growing sector.

Conclusion

This episode outlines a crucial shift from high-risk, concentrated bets to a defensive, yield-oriented strategy better suited for a late-stage bull market. Investors and researchers should consider re-evaluating their own risk exposure and begin exploring nascent sectors like prediction markets, which may offer the next wave of asymmetric opportunities.

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