Guy Boston Sports

SPORTS MEDIA · YOUTUBE · BOSTON

GUY BOSTON SPORTS

A Boston sports-commentary brand, on YouTube since 2018, that now publishes daily NBA, NFL and college basketball picks and analysis on YouTube and guybostonsports.com.

MOST RECENT

Official @guybostonsports channel · November 5, 2026

HISTORY

2018–2019 · ORIGINS

I. Sports Talk From Boston

Guy Boston Sports began as a place to talk about Boston's teams. Its YouTube channel, @guybostonsports, opened on August 22, 2018, and the oldest posts its website still keeps, from November 2019, break down the Celtics and the Patriots.

2020–2021 · VOICES

II. Ev Singleton and the Podcast

In those years the brand leaned on Ev Singleton's voice. The show notes of his Celtics podcast, The Ev Singleton Show, linked Guy Boston Sports' channel and X account; the show ran until October 2021. On October 6, 2020, The Sam Berger Show introduced him as the brand's founder.

2022–2024 · METHOD

III. From Opinion to Model

Over time the channel moved from commentary to predictions. From 2022 it published tutorials on building statistical betting models, and those became the most-watched videos in its history: “Mastering Sports Betting,” from July 13, 2023, had passed 91,000 views by November 2026.

In 2023 it co-produced The Dirty Water Red Sox Podcast with Grandstand Productions.

2025–2026 · PRESENT

IV. A Daily Archive

Today Guy Boston Sports publishes daily NBA and college basketball picks, weekly NFL editions and UFC card breakdowns, across several voices: Ev Singleton, Trey and the Sunday segment “The Sunday Morning Genie.” Its website keeps a public results log. These are the channel's own analysis and opinions, not guaranteed outcomes.

Passing 100,000 subscribers earned it YouTube's silver plaque, engraved “Presented to Guy Boston Sports.” On November 5, 2026, its channel stood at about 175,000 subscribers and more than 31.5 million views.

DOCUMENTED HISTORY

Trajectory

Documented moments, each with its exact source.

  1. 2018-08-22KEY MOMENT

    The @guybostonsports channel opens

    The brand's documented start on YouTube.

    Source: YouTube, channel About page.

  2. 2019-11-18

    The site's oldest post

    A Celtics breakdown, the oldest piece guybostonsports.com still keeps.

    Source: guybostonsports.com (post archive).

  3. 2020-10-06

    Ev Singleton on The Sam Berger Show

    Episode 22 introduces him as the brand's founder.

    Source: The Sam Berger Show, episode 22 (podcast.app).

  4. 2022-10-31

    First betting-model tutorial

    “How to Build a Sports Betting Model for NBA Against the Spread and Totals.”

    Source: YouTube, official channel.

  5. 2023-07-13

    “Mastering Sports Betting”

    Its most-viewed video: 91,024 views as of November 5, 2026.

    Source: YouTube, official channel.

  6. 2023-08-09

    The Dirty Water Red Sox Podcast

    Co-produced with Grandstand Productions; five episodes through September 2023.

    Source: Apple Podcasts.

  7. 2026-11-05

    175,000 subscribers

    More than 31.5 million total views on the channel.

    Source: YouTube, channel About page (checked November 5, 2026).

THE NETWORK

Verified Connection

Ev Singleton — host of the daily picks
BACK TO CONNECTIONS