Steph in Purgatory, a LeBron Mini-Mailbag, Jaylen Trade What-Ifs, and the Revived Red Sox With Joe House and Bill’s Dad

Steph in Purgatory, a LeBron Mini-Mailbag, Jaylen Trade What-Ifs, and the Revived Red Sox With Joe House and Bill’s Dad

Bill Simmons's dad ranks the Celtics as the LEAST optimistic of Boston's four franchises after the Jaylen Brown trade, calling it one of the two worst trades he's seen in his lifetime alongside the Luka deal.

Jul 27, 2026 2:08:31 Difficulty: Beginner Played

TL;DR

Bill Simmons and Joe House break down the biggest losers of LeBron James signing with the Philadelphia 76ers, with Steph Curry and the Golden State Warriors topping the list. A wide-ranging mailbag covers LeBron-Brady comparisons, Steph trade scenarios, the Portland Trail Blazers' alarming ownership situation, and the 1999 Lakers as the best historical LeBron-Sixers comp. Bill's dad joins for a spirited Boston sports roundup: the Red Sox's stunning 15-game winning streak, the deeply unpopular Jaylen Brown trade, and cautious optimism about Drake Maye and the Patriots. Key takeaway: Brad Stevens may have turned a 2-year Tatum window into a costly rebuild nobody asked for.

#LeBron James Sixers signing #Steph Curry purgatory #Jaylen Brown trade fallout #Red Sox 15-game win streak #Portland Trail Blazers relocation #NBA Western Conference odds #Celtics rebuild #World Cup 2026 Boston #Patriots 2026 preview #Joel Embiid injuries #Golden State Warriors decline #NBA historical comparisons #Boston sports optimism ranking #baggage handlers sports concept #one season too long #LeBron James #Sixers #Steph Curry #Jaylen Brown trade #Red Sox #Celtics #Golden State Warriors #Portland Trail Blazers #World Cup Boston #Drake Maye #Patriots #Paul George #Joel Embiid #NBA free agency #Boston sports

Bill Simmons and Joe House break down the biggest losers of LeBron James signing with the Sixers, then tackle a wide mailbag. Bill's dad joins for Boston sports — the Red Sox winning streak, the Jaylen Brown trade, the World Cup in Boston, and the Patriots outlook.

Chapter list
  • Bill opens the show by noting LeBron's signing with Philadelphia dropped on Friday, explaining he'd already had Zach Lowe scheduled to tape a Redraftables episode but they pivoted to gut-reaction coverage instead. He previews the full episode structure: Joe House on the biggest losers of the LeBron saga, a packed mailbag, and his dad making his first appearance in three weeks after refusing to come on following the Jaylen Brown trade. Bill also plugs a live Rewatchables event on Netflix — the first same-year movie they've covered, the film Obsession. The PayPal ad read closes the intro, promoting the app's offers and rewards features.

  • Bill and House open with their unanimous pick: Steph Curry and the Golden State Warriors are the biggest losers of LeBron's decision. Bill calls it the saddest older-superstar situation since Nash on the 2011 Suns or Garnett before his Boston trade — pure purgatory for a player who still clearly has basketball left to give. The Warriors passed on trading for Jaylen Brown (which Bill believes would have sealed LeBron's destination) and Anthony Davis, and now sit at 27-to-1 to win the West. House calls the rational franchise move an obvious one: trade Steph Curry. Bill floats a San Antonio scenario with De'Aaron Fox and a mountain of picks that would pair Steph with Wemby. Miami comes next — publicly teased by LeBron's camp before being stood up, left with Bradley Beal and DeMar DeRozan and nothing left to move. Cleveland is named as the team left at the altar for a third time, hamstrung by the inability to trade James Harden. And Brad Stevens and the Celtics close the list: by trading Jaylen Brown to Philadelphia, Boston essentially handed the Sixers both Brown and LeBron. House wins his dinner bet — he'd predicted Philly weeks earlier and they're headed to Capo.

  • Prompted by a listener asking about Celtics Shaq and Wizards Jordan, Bill builds his all-time 'one season too long' team: George Mikan coming back with the shot clock in 1956, Hakeem going to Toronto in 2001, Elvin Hayes playing 48 minutes for a tanking Houston team, Allen Iverson on the Grizzlies, and Chris Paul at the Clippers with two teammates at his birthday party. The segment gives way to the 'baggage handler' concept — athletes who arrive at cursed franchises and immediately end championship droughts. Bill's all-time list includes Big Papi, LeBron in 2016, Jalen Brunson, Mark Messier with the Rangers, and Johnny Podres on the 1955 Dodgers. House nominates Joe Gibbs for Washington. A Fight Club / Conspiracy Bill parallel gets Bill to laugh at himself. The mailbag also covers a WrestleMania analogy for the Sixers' embarrassment of star riches, a 2011 redraft debate over Butler vs. Klay, and whether Chris Ryan is having the best year of 2026. Bill closes with a one-name athlete Hall of Fame that includes Bo Nix, Isaiah Joe, Grant Hill, and Chris Paul.

  • Bill walks his dad through the full context: the Celtic-Philly playoff history they've witnessed together since 1977, the 3-1 series collapse last year, Embiid's three good games, the coaching shortcomings against Nick Nurse, and then the stunning summer — Jaylen Brown traded to Philly, LeBron follows, and now Boston's archival has a superteam. Dad concedes he was ready to move on from Jaylen after 10 years of frustration — but the trade package was horrendous, and he'll never understand why Stevens accepted it. His street-level intel: not one Celtics fan he's spoken to on his dog walks around Boston is defending the trade, and the universal sentiment is they got 40 cents on the dollar. He places this alongside the Luka trade as the worst deals he's seen in his lifetime. The question of why Tatum sat out Game 7 against Philly — never explained, never reported — adds another layer of frustration. Dad's final rankings of Boston franchise optimism: Patriots 1, Red Sox 2, Bruins 3, Celtics 4. The only hopeful note is that Brad Stevens has been excellent overall, so perhaps he sees something they don't — but neither Simmons believes it.

Purgatory (NBA context)
A state where an elite player is trapped on a non-competitive team with no clear path to a championship, neither retired nor able to win — as used here for Steph Curry's situation.
Second apron
An NBA salary-cap penalty tier above the luxury tax that severely restricts a team's ability to make trades and sign players; teams above it face the harshest financial penalties.
Per-36 stats
Basketball statistics normalized to 36 minutes of playing time, allowing fair comparison between players who play different amounts per game.
Baggage handler (sports concept)
A term coined in the episode for a transformative athlete who arrives at a historically cursed franchise and immediately ends its championship drought — e.g., Big Papi for the Red Sox or Mark Messier for the Rangers.
Sign-and-trade
An NBA transaction where a player signs a new contract with their current team, which then trades them to another team, allowing the acquiring team to exceed salary cap limits.
Expiring contract
A player contract in its final year, which is highly tradeable because the acquiring team takes on no long-term salary commitment.
Sell high
Trading a player at the peak of their perceived value before a likely decline, to maximize the return in assets.
OPS (On-base Plus Slugging)
A baseball statistic combining a hitter's on-base percentage and slugging percentage; a .700 OPS is decent, .500 is extremely poor, and .900+ is elite.
Driveline
Driveline Baseball, a data-driven player development facility and methodology used by many MLB teams and players for hitting and pitching improvement.
Lockout (NBA/MLB)
A work stoppage initiated by team owners that prevents players from participating in team activities, typically due to a labor dispute over a collective bargaining agreement.
Malcontent
A player who is publicly or privately dissatisfied with their team situation, often seeking a trade; used here to describe players likely to push for moves mid-season.
Ring chasing
When an established star joins a championship-contending team primarily to win a title rather than for loyalty, money, or market, often carrying a negative connotation of opportunism.
Powder dry (keeping powder dry)
Holding resources in reserve rather than committing them now, hoping for a better opportunity later — used here about the Warriors not trading assets for a win-now move.
Heater (Sam Presti context)
Slang for an extended run of success or shrewd decisions; used here to describe Sam Presti's consecutive wins in trade negotiations against Atlanta and Denver.
Double agent
Someone secretly working for the opposition while appearing loyal to their own side; used in a mailbag question suggesting LeBron may have been feeding information to help Golden State (and Steph) stay unimproved.
Poo-poo platter
Slang for a mediocre or underwhelming collection of assets; used here to describe what Milwaukee received in the Giannis trade.

Chapter 2 · 03:02

Losers of the LeBron signing

Bill and House open with their unanimous pick: Steph Curry and the Golden State Warriors are the biggest losers of LeBron's decision. Bill calls it the saddest older-superstar situation since Nash on the 2011 Suns or Garnett before his Boston trade — pure purgatory for a player who still clearly has basketball left to give. The Warriors passed on trading for Jaylen Brown (which Bill believes would have sealed LeBron's destination) and Anthony Davis, and now sit at 27-to-1 to win the West. House calls the rational franchise move an obvious one: trade Steph Curry. Bill floats a San Antonio scenario with De'Aaron Fox and a mountain of picks that would pair Steph with Wemby. Miami comes next — publicly teased by LeBron's camp before being stood up, left with Bradley Beal and DeMar DeRozan and nothing left to move. Cleveland is named as the team left at the altar for a third time, hamstrung by the inability to trade James Harden. And Brad Stevens and the Celtics close the list: by trading Jaylen Brown to Philadelphia, Boston essentially handed the Sixers both Brown and LeBron. House wins his dinner bet — he'd predicted Philly weeks earlier and they're headed to Capo.

Chapter 3 · 25:46

Mailbag

Prompted by a listener asking about Celtics Shaq and Wizards Jordan, Bill builds his all-time 'one season too long' team: George Mikan coming back with the shot clock in 1956, Hakeem going to Toronto in 2001, Elvin Hayes playing 48 minutes for a tanking Houston team, Allen Iverson on the Grizzlies, and Chris Paul at the Clippers with two teammates at his birthday party. The segment gives way to the 'baggage handler' concept — athletes who arrive at cursed franchises and immediately end championship droughts. Bill's all-time list includes Big Papi, LeBron in 2016, Jalen Brunson, Mark Messier with the Rangers, and Johnny Podres on the 1955 Dodgers. House nominates Joe Gibbs for Washington. A Fight Club / Conspiracy Bill parallel gets Bill to laugh at himself. The mailbag also covers a WrestleMania analogy for the Sixers' embarrassment of star riches, a 2011 redraft debate over Butler vs. Klay, and whether Chris Ryan is having the best year of 2026. Bill closes with a one-name athlete Hall of Fame that includes Bo Nix, Isaiah Joe, Grant Hill, and Chris Paul.

Chapter 4 · 1:19:01

Catching up on Boston sports with Bill's dad

Bill walks his dad through the full context: the Celtic-Philly playoff history they've witnessed together since 1977, the 3-1 series collapse last year, Embiid's three good games, the coaching shortcomings against Nick Nurse, and then the stunning summer — Jaylen Brown traded to Philly, LeBron follows, and now Boston's archival has a superteam. Dad concedes he was ready to move on from Jaylen after 10 years of frustration — but the trade package was horrendous, and he'll never understand why Stevens accepted it. His street-level intel: not one Celtics fan he's spoken to on his dog walks around Boston is defending the trade, and the universal sentiment is they got 40 cents on the dollar. He places this alongside the Luka trade as the worst deals he's seen in his lifetime. The question of why Tatum sat out Game 7 against Philly — never explained, never reported — adds another layer of frustration. Dad's final rankings of Boston franchise optimism: Patriots 1, Red Sox 2, Bruins 3, Celtics 4. The only hopeful note is that Brad Stevens has been excellent overall, so perhaps he sees something they don't — but neither Simmons believes it.

No indexed bits in this chapter.

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This episode

Claims & Sources

6 / 15 cited (40%)

Factual claims made this episode, and whether a source was named.

Golden State Warriors have the 7th-best odds to win the Western Conference at 27-to-1 on FanDuel.

Bill Simmons FanDuel sportsbook odds

LeBron James won the NBA assists title in the 2020 season with 10.2 assists per game.

Bill Simmons Basketball Reference NBA statistical records

Joel Embiid played only 109 total regular season and playoff games over his last three seasons.

Bill Simmons no source cited

James Harden averaged 34.3 points per game to lead the NBA scoring title in 2020.

Bill Simmons Basketball Reference NBA statistical records

Ben Simmons led the NBA in steals in the 2020 season.

Bill Simmons Basketball Reference NBA statistical records

When Tom Brady signed with Tampa Bay in 2020, their win total over-under was 8.5 games and they were 12-to-1 to win the Super Bowl.

Bill Simmons no source cited

Brady went 11-5 with Tampa Bay in 2020, was an underdog in the last three playoff games, won Super Bowl MVP, and won the NFL MVP the following season.

Bill Simmons no source cited

The last Western Conference Finals rematch was the Lakers and Spurs in 1982 and 1983, a gap of 44 years.

Bill Simmons no source cited

OKC has +140 odds and San Antonio +145 odds to win the Western Conference, with Denver next at 12-to-1.

Bill Simmons FanDuel sportsbook odds

The 1999 Lakers roster included Shaq in year 6, Kobe in year 3, Robert Horry, Rick Fox, Eddie Jones, and Derek Fisher before trading for Glen Rice midseason.

Bill Simmons no source cited

George Gervin won the 1978 NBA scoring title with 27.2 points per game, and Truck Robinson led the league in rebounds at 15.2.

Bill Simmons Basketball Reference NBA statistical records

LeBron's per-36 statistics dropped from 29-8-6 in 2022 to 23 points last season with a 32% three-point shooting percentage.

Bill Simmons no source cited

Corey Joseph was drafted 29th to the Spurs in the 2011 draft, one pick ahead of Jimmy Butler, allowing the Spurs to potentially have drafted both Kawhi Leonard and Jimmy Butler.

Bill Simmons no source cited

Roman Anthony received $100 million from the Red Sox but missed the entire 2026 season with a finger injury.

Bill Simmons no source cited

The Red Sox went on a 15-game winning streak in 2026 that transformed their season.

Bill Simmons no source cited

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