# Bobby Stewart

**Bobby Stewart** is an American former professional boxer and juvenile detention counselor, known for discovering a young [Mike Tyson](https://www.edgepedia.org/mike-tyson) at the Tryon School for Boys in upstate New York and introducing him to the trainer [Cus D'Amato](https://www.edgepedia.org/cus-damato), an encounter that set Tyson on the path to becoming heavyweight champion of the world.

| Key fact | Detail |
|---|---|
| Background | Former professional boxer; later a staff member at the Tryon School for Boys, a juvenile detention facility in Johnstown, New York<sup>[1](https://www.villagevoice.com/mike-tyson-dr-k-o/)</sup> |
| Role at Tryon | Described in sources as a counselor, guard, and physical education instructor at the facility<sup>[1](https://www.villagevoice.com/mike-tyson-dr-k-o/)</sup><sup> • </sup><sup>[2](https://www.timesunion.com/sports/article/baddest-man-explores-boxer-mike-tyson-s-time-20348383.php)</sup> |
| Discovery of Tyson | Taught Tyson the fundamentals of boxing at Tryon, then brought him to Cus D'Amato's gym in Catskill, N.Y.<sup>[3](https://www.latimes.com/archives/la-xpm-1988-06-25-sp-4953-story.html)</sup> |
| Date of introduction | The Los Angeles Times places the first visit to Catskill "sometime in 1978"; other accounts say Tyson began training under D'Amato in 1980, and one reference work dates the introduction to 1981<sup>[3](https://www.latimes.com/archives/la-xpm-1988-06-25-sp-4953-story.html)</sup><sup> • </sup><sup>[2](https://www.timesunion.com/sports/article/baddest-man-explores-boxer-mike-tyson-s-time-20348383.php)</sup><sup> • </sup><sup>[4](https://new.zodml.org/sites/default/files/2023-07/epdf.pub_notable-sports-figures.pdf)</sup> |
| Continued involvement | Traveled to D'Amato's Catskill gym for about two years to spar with Tyson<sup>[5](https://www.aquatrainingbag.com/blogs/news/bobby-stewart-upstate-new-york-s-gift-to-the-boxing-world)</sup> |
| Own fighting career | Sparred middleweight contender Eugene "Cyclone" Hart in the 1970s at D'Amato's Catskills gym<sup>[6](https://www.boxing247.com/boxing-news/bobby-stewart-eugene-cyclone/82306)</sup> |

## Discovering Mike Tyson

Tyson was sent to the Tryon School for Boys after an armed robbery conviction in 1978, having accumulated a record of street crimes.<sup>[4](https://new.zodml.org/sites/default/files/2023-07/epdf.pub_notable-sports-figures.pdf)</sup><sup> • </sup><sup>[7](https://boxrec.com/forum/viewtopic.php?p=2843773&sid=17305d81738d5d78ac480f14e5072ca5)</sup> Stewart, a former professional fighter on the Tryon staff, worked with Tyson on a boxing program there and recognized his potential.<sup>[1](https://www.villagevoice.com/mike-tyson-dr-k-o/)</sup><sup> • </sup><sup>[8](https://ringsideboxingnews.com/a-force-unleashed-just-18-when-he-turned-pro-mike-tyson-was-boxings-ultimate-destroyer-he-remains-its-ultimate-survivor/)</sup> According to Tyson's own account, he had already heard of Stewart before they met.<sup>[9](https://amp.foxsports.com/stories/boxing/the-story-of-how-mike-tyson-was-discovered-by-cus-damato-at-age-12)</sup>

Stewart judged that he had taught Tyson all he could about boxing technique and decided the boy needed a real trainer.<sup>[3](https://www.latimes.com/archives/la-xpm-1988-06-25-sp-4953-story.html)</sup> He knew of D'Amato's boxing club in nearby Catskill and drove Tyson there to meet him.<sup>[1](https://www.villagevoice.com/mike-tyson-dr-k-o/)</sup> The Los Angeles Times, in a 1988 profile, dates the first visit to sometime in 1978, when Tyson was about 12 and a half years old; the Times Union and other accounts place the start of training under D'Amato in 1980, and the reference work *Notable Sports Figures* dates Stewart's introduction of the 14-year-old Tyson to 1981.<sup>[3](https://www.latimes.com/archives/la-xpm-1988-06-25-sp-4953-story.html)</sup><sup> • </sup><sup>[2](https://www.timesunion.com/sports/article/baddest-man-explores-boxer-mike-tyson-s-time-20348383.php)</sup><sup> • </sup><sup>[4](https://new.zodml.org/sites/default/files/2023-07/epdf.pub_notable-sports-figures.pdf)</sup> The sources agree on the essentials: Stewart saw the potential, made the introduction, and D'Amato took over the boy's boxing education.

**Handoff to D'Amato.** D'Amato, who had guided [Floyd Patterson](https://www.edgepedia.org/floyd-patterson) and Jose Torres to world titles and had moved to Catskill in the late 1960s, took Tyson on and later became his legal guardian.<sup>[8](https://ringsideboxingnews.com/a-force-unleashed-just-18-when-he-turned-pro-mike-tyson-was-boxings-ultimate-destroyer-he-remains-its-ultimate-survivor/)</sup><sup> • </sup><sup>[7](https://boxrec.com/forum/viewtopic.php?p=2843773&sid=17305d81738d5d78ac480f14e5072ca5)</sup> Jose Torres, D'Amato's one-time light-heavyweight champion protege, recalled that Stewart thought "maybe Cus could make a boxer out of him" when he brought the boy to Catskill.<sup>[3](https://www.latimes.com/archives/la-xpm-1988-06-25-sp-4953-story.html)</sup> Tyson began training with D'Amato and his staff at the Catskill Boxing Club on passes from Tryon, and in 1980, while still a ward of the state, moved into a boarding house run by D'Amato and his companion Camille Ewald.<sup>[7](https://boxrec.com/forum/viewtopic.php?p=2843773&sid=17305d81738d5d78ac480f14e5072ca5)</sup>

## Stewart's own boxing career

Stewart was an active fighter before his counseling work. In the 1970s he sparred at D'Amato's Catskills gym with Eugene "Cyclone" Hart, a hard-punching middleweight of the era, and has described first-hand how difficult Hart was to work with.<sup>[6](https://www.boxing247.com/boxing-news/bobby-stewart-eugene-cyclone/82306)</sup> According to one account, a man named Baranski recognized Stewart's devotion to training and introduced him to D'Amato, which is how Stewart came into the Catskill orbit in the first place.<sup>[5](https://www.aquatrainingbag.com/blogs/news/bobby-stewart-upstate-new-york-s-gift-to-the-boxing-world)</sup>

## Later connection to Tyson

Stewart's involvement did not end with the introduction. For roughly two years afterward he continued traveling down to D'Amato's Catskill gym to spar with Tyson.<sup>[5](https://www.aquatrainingbag.com/blogs/news/bobby-stewart-upstate-new-york-s-gift-to-the-boxing-world)</sup> He was ringside at the Las Vegas Hilton on the night in 1987 when Tyson beat [Tony Tucker](https://www.edgepedia.org/tony-tucker) to become undisputed heavyweight champion, having followed his former student's career as he had throughout it.<sup>[5](https://www.aquatrainingbag.com/blogs/news/bobby-stewart-upstate-new-york-s-gift-to-the-boxing-world)</sup> Tyson won the undisputed title at age 20 years and 4 months, the youngest heavyweight champion in history, and Stewart's role in the discovery has been a recurring element of documentaries and books about Tyson's Catskill origins.<sup>[10](https://www.timesunion.com/sports/article/Mike-Tyson-s-Catskill-origins-get-airtime-in-new-16199392.php)</sup>

## References

1. [Mike Tyson: Dr. K.O., The Village Voice](https://www.villagevoice.com/mike-tyson-dr-k-o/)
2. ['Baddest Man' explores boxer Mike Tyson's time in Capital Region, Times Union](https://www.timesunion.com/sports/article/baddest-man-explores-boxer-mike-tyson-s-time-20348383.php)
3. [Will This Be His Crowning Glory? The Shoe Fits, So Mike Tyson Is Boxing's Sole Heavyweight Champion, Los Angeles Times (June 25, 1988)](https://www.latimes.com/archives/la-xpm-1988-06-25-sp-4953-story.html)
4. [Notable Sports Figures (Gale, 2004), Mike Tyson entry](https://new.zodml.org/sites/default/files/2023-07/epdf.pub_notable-sports-figures.pdf)
5. [Bobby Stewart – Upstate New York's Gift to the Boxing World, Aqua Training Bag](https://www.aquatrainingbag.com/blogs/news/bobby-stewart-upstate-new-york-s-gift-to-the-boxing-world)
6. [Bobby Stewart Recalls The Tough Time He Had Sparring Eugene "Cyclone" Hart, Boxing247](https://www.boxing247.com/boxing-news/bobby-stewart-eugene-cyclone/82306)
7. [Tyson Article, BoxRec forum (Independent reprint)](https://boxrec.com/forum/viewtopic.php?p=2843773&sid=17305d81738d5d78ac480f14e5072ca5)
8. [A Force Unleashed, Ringside Boxing News](https://ringsideboxingnews.com/a-force-unleashed-just-18-when-he-turned-pro-mike-tyson-was-boxings-ultimate-destroyer-he-remains-its-ultimate-survivor/)
9. [The story of how Mike Tyson was discovered by Cus D'Amato at age 12, Fox Sports](https://amp.foxsports.com/stories/boxing/the-story-of-how-mike-tyson-was-discovered-by-cus-damato-at-age-12)
10. [Mike Tyson's Catskill origins get airtime in new documentary, Times Union](https://www.timesunion.com/sports/article/Mike-Tyson-s-Catskill-origins-get-airtime-in-new-16199392.php)

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*Topic: Encyclopedia › Sports, games, and recreation › Individual sports and outdoor recreation › Combat sports and professional wrestling › Boxing › American boxers*

*Initially written Sep 17, 2026 · Reviewed: Sep 30, 2026; Oct 21, 2026 · Edited: Oct 15, 2026; Oct 21, 2026 · Last review: Oct 21, 2026*

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