Iain breaks down his 60 bets he has placed for Super Bowl 60.

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The golf season is officially here, and Iain is ready to give you his best bets for the WM Phoenix Open. Top 20, Top 10, Top 5, and Pick to Win.

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Iain MacMillan breaks down his best bets for the AFC and NFC Championship and talks his new $100 of bets every day for a year challenge

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The 2025 edition of the Road to 272 Bets is in the books which means it's time to recap the season that was. Iain then breaks down his favorite side and prop for all six Wild Card Weekend picks, as well as his plays for the College Football Playoff Semifinals.

The 2025 edition of the Road to 272 Bets wraps up this week as Iain breaks down his best bet for all 16 NFL Week 18 games.

The Road to 272 Bets marches on as Iain is back to break down his best bet for all 16 NFL Week 17 games.

The Road to 272 Bets marches on in Week 16 as Iain MacMillan breaks down all of his best bets for every Week 16 game.

The Road to 272 Bets continues as Iain breaks down his best bets for all 16 NFL Week 15 games, as well as his teaser of the week and a recap of the Road to 272 Survivor Pool.