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- CwC’s 1000th Episode Celebration, Uptober in Full Force & OpenSea’s Farming Backlash
CwC’s 1000th Episode Celebration, Uptober in Full Force & OpenSea’s Farming Backlash

Death.fun joins CwC with live plays & contests
Hypurr NFTs surge, Hyperliquid reset hints at new airdrop
Espresso’s Jill Gunter on multichain rollup vision
Uptober sentiment split: baked in or more to come?
Abstract creator payouts lag, Pump.fun gains steam
CwC celebrates 1000th episode with major partner giveaways
Steve says he’s done with Doodles after community friction
Watch & Listen Now: Coffee with Captain packed the week with market shifts, milestone celebrations, and critical takes on NFT platforms. Death.fun came aboard with contests and live plays, while Hypurr NFTs and Hyperliquid activity pointed to new energy. Jill Gunter from Espresso broke down how her team is building rollups into a single, secure ecosystem. Uptober optimism, NFT club dynamics, and community activations filled the midweek shows, before the 1000th episode capped off with giveaways from top partners. The week closed on sharp critiques of OpenSea’s farming incentives and Steve’s candid decision to walk away from Doodles.
☕️ Brewing This Week
📰 Monday

Source: Espresso on X
Death.fun Partnership, Hypurr NFTs & Espresso’s Multichain Vision
Special Guests:
Jill Gunter - Chief Tactics Officer at Espresso: https://x.com/jillrgunter
Espresso - Building the base layer for rollups: https://x.com/EspressoSys
Coffee with Captain kicked off the week with Steve announcing a new partnership with Death.fun and giving the community a way to get involved through live plays and contests. The conversation shifted to Hypurr NFTs, which surged over the weekend, and the Hyperliquid leaderboard reset that points toward a new season and another potential airdrop. Jill from Espresso joined for a standout interview, explaining how her team is building the base layer for rollups to bring secure finality, cross-chain composability, and Ethereum compatibility, aiming to make integrated L2s feel like one chain. Cap and Steve also unpacked the tradeoffs of OpenSea farming, reflected on the early MetaMask onboarding process, and highlighted how traders approach perps during hot streaks.
💡 Tuesday

Market Sentiment Heading into Uptober + NFT Events, Clubs & Community Activations
As October approaches, the show centered on whether Uptober’s bullish reputation is already baked into the market or if fresh momentum remains. September closed down despite a 70% rally across the last 90 days, leading to debate around seasonality, rate cuts, and whether sideways action could persist. Attention then turned to NFTs, where events, farming campaigns, and club-style memberships are taking priority over floor prices. Community activations like death.fun gameplay, a 1000th-show badge claim, and teases of upcoming tokens brought energy, with the episode closing on the reminder that feedback and accountability are not the same as FUD.
🔗 Wednesday

Source: Abstract on X
Boring Market Cycle, Abstract's Creator Problem & OpenSea Lootbox Value Unclear
Cap and Steve opened with market reflections, pointing out a small bounce while reminding listeners not to overinvest or let red days trigger emotional trades. They noted how this cycle feels dull compared to 2021, with fragmented LPs, perp DEXes, and yield farming mostly benefiting whales instead of creating broad excitement around NFTs. Abstract drew more criticism for failing to reward creators, while Pump.fun gained traction as a preferred platform for streamers, including Laura Shin. The hosts also examined OpenSea’s lootboxes, questioning their unclear terms, whether they’ll matter in the $SEA token drop, and how historical volume could influence future allocations.
🤖 Thursday

Coffee with Captain’s 1000th Episode Celebration & Community Giveaways
Coffee with Captain reached its 1000th episode and turned the milestone into a full community celebration. Cap and Steve looked back on the journey, sharing memories of the early days and highlighting the consistency that carried the show through a thousand mornings. Listeners joined in to thank the hosts and reflect on how the show has become part of their daily routine. To make the day even more special, partners including Death.fun, ENS, Open Page, Polygon, Flow, ApeCoin, Beezie and Awaken Tax all stepped up with giveaways and prizes for the audience. The result was a show that blended celebration, gratitude and community spirit, reminding everyone why Coffee with Captain has remained a fixture in Web3 conversation for so long.
🥳 Friday

OpenSea Chooses Farmers Over Collectors + Why Steve’s Done With Doodles
Cap kicked off the show by admitting he nearly sold all his NFTs, saying he has no conviction in price action right now. That moment opened a deeper conversation about market fatigue, liquidity fragmentation, and the damage caused by incentivized bidding. The hosts pointed to OpenSea’s new rewards system as Blur’s farming model repackaged, calling it a net negative that accelerates floor price decline. In the final stretch, Steve shared why he is finished posting about Doodles despite being an early supporter, explaining that negative community interactions outweighed his appreciation for the art. He emphasized that NFT brands will need real-world partnerships to deliver lasting value.
🎓 Quick Take For Newcomers
Market Cycles: Uptober highlights how crypto often moves in seasonal patterns, with October historically bringing stronger returns. For newcomers, it’s a reminder that these trends are narratives to be aware of, not guarantees, and that timing often drives short-term sentiment as much as fundamentals.
📺 Weekly YouTube Highlights
Want to see our guests in action? Our YouTube channel features full video episodes, interview-only segments, and quick YouTube shorts featuring key moments. Subscribe now to never miss an episode and see the faces behind the voices!
Have a wonderful, wonderful weekend everybody!
DISCLAIMER: This newsletter contains information presented solely for educational purposes and should not be interpreted as financial or investment advice. Any investment decisions should be made after consulting with qualified professionals. Please be aware that I may own several digital assets discussed in this publication.