Memoirs + manifestos + musings of a horse racing managing partner + soccer club co-owner in Maine
Monday, August 31, 2026
40/40 Bankroll: Monday, August 31 (Day No. 15)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's Besta Deild (Iceland)
Game No. 1 (3:15p)
Breidablik (+100)
Men's La Liga (Spain)
Game No. 2 (3:30p)
FC Barcelona (-900)
Soccer Hit Rate: 54% (15/28)
Soccer Bankroll: $31.59 (-21.0%)
*Horse Racing*
Plainridge Park (Plainville, MA)
Race No. 4 (5p)
#1: Crimson Pine (8-1 ML)
Race No. 5 (5:20p)
#6: Jericho Johnny (7-2 ML)
Horse Racing Hit Rate: 35% (9/26)
Horse Racing Bankroll: $28.00 (-30.0%)
*Total*
Total Hit Rate: 44% (24/54)
Total Bankroll: $59.59 (-25.5%)
Maine Bet: Monday, August 31 (Day No. 47)
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
Plainridge Park (Plainville, MA)
Race No. 4 (5p)
#1: Crimson Pine (8-1 ML)
Total Hit Rate: 28% (13/46)
Total Bankroll: $127.10 (+27.1%)
Road to the Maine Sire Stakes: Sunday, August 30 (Day No. 26)
(A day-to-day look at the Ivory Pine Syndicate's efforts to compete in the Maine Sire Stakes.)
- Handicapped races at Windsor Fair
- Handicapped races at Saratoga Race Course
- Handicapped and watched races at Saratoga Race Course
- Handicapped and watched races at Kentucky Downs
- Called Crimson Pine partners about contact information
- Worked on Crimson Pine partnership tax returns
- E-mailed Crimson Pine partners an update about an upcoming entry
Road to the U.S. Open Cup: Sunday, August 30 (Day No. 26)
(A day-to-day look at the Rosevelt Soccer Club's efforts to qualify for the U.S. Open Cup.)
- Handicapped soccer games
- Confirmed Community Partner game schedules
- Attended Community Partner game
- Talked with director about a variety of topics
- Attended Community Partner game
- Talked with director about a variety of topics
- Attended Community Partner game
- Talked with director about a variety of topics
- Attended Community Partner game
- Talked with director about a variety of topics
- Texted with league director about a potential collaboration
- Updated RSC ID spreadsheet
- Updated to-do list
- Listened to The Friggin' Soccer Show podcast
- Created and scheduled Community Partner social media post
Sunday, August 30, 2026
40/40 Bankroll: Sunday, August 30 (Day No. 14)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's 2. Bundesliga (Germany)
Game No. 1 (7:30a)
St. Pauli (-130)
Men's Eliteserien (Norway)
Game No. 2 (8:30a)
Bodø/Glimt (-270)
Soccer Hit Rate: 54% (14/26)
Soccer Bankroll: $32.59 (-18.5%)
*Horse Racing*
Saratoga Race Course (Saratoga Springs, NY)
Race No. 1 (1:10p)
#3: Foolin (2-1 ML)
Race No. 2 (1:44p)
#6: Perfect Force (3-1 ML)
Horse Racing Hit Rate: 36% (9/25)
Horse Racing Bankroll: $28.00 (-30.0%)
*Total*
Total Hit Rate: 45% (23/51)
Total Bankroll: $60.59 (-24.3%)
Maine Bet: Sunday, August 30 (Day No. 46)
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
Windsor Fair (Windsor, ME)
Race No. 8 (3:20p)
#3: Little Macabee (2-1 ML)
Total Hit Rate: 29% (13/45)
Total Bankroll: $129.10 (+29.1%)
Road to the Maine Sire Stakes: Saturday, August 29 (Day No. 25)
(A day-to-day look at the Ivory Pine Syndicate's efforts to compete in the Maine Sire Stakes.)
- Handicapped races at Windsor Fair
- Handicapped races at Saratoga Race Course
- Handicapped and watched races at Saratoga Race Course
Road to the U.S. Open Cup: Saturday, August 29 (Day No. 25)
(A day-to-day look at the Rosevelt Soccer Club's efforts to qualify for the U.S. Open Cup.)
- Handicapped soccer games
- Texted with league director about prospective collaboration
- Checked Community Partner game schedules
- Attended Fort Wayne SC vs. Portland Hearts of Pine game
Saturday, August 29, 2026
40/40 Bankroll: Saturday, August 29 (Day No. 13)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's Premiership (Scotland)
Game No. 1 (10a)
Hearts (-135)
Men's USL League One (United States)
Game No. 2 (7p)
Portland Hearts of Pine (+135)
Soccer Hit Rate: 54% (13/24)
Soccer Bankroll: $33.59 (-16.0%)
*Horse Racing*
Saratoga Race Course (Saratoga Springs, NY)
Race No. 4 (12:56p)
#1: Noble Dynasty (8-1 ML)
Race No. 5 (1:34p)
#4: Caroline St. Beat (2-1 ML)
Horse Racing Hit Rate: 33% (8/23)
Horse Racing Bankroll: $29.00 (-27.5%)
*Total*
Total Hit Rate: 45% (21/47)
Total Bankroll: $62.59 (-21.8%)
Maine Bet: Saturday, August 29 (Day No. 45)
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
Windsor Fair (Windsor, ME)
Race No. 7 (3p)
#2: GA Speed Matrix (4-1 ML)
Total Hit Rate: 30% (13/44)
Total Bankroll: $131.10 (+31.1%)
Road to the Maine Sire Stakes: Friday, August 28 (Day No. 24)
(A day-to-day look at the Ivory Pine Syndicate's efforts to compete in the Maine Sire Stakes.)
- Handicapped races at Saratoga Race Course
- E-mailed restaurant about TV coverage of Travers Day
- Handicapped and watched races at Charles Town
Road to the U.S. Open Cup: Friday, August 28 (Day No. 24)
(A day-to-day look at the Rosevelt Soccer Club's efforts to qualify for the U.S. Open Cup.)
- Handicapped soccer games
- Edited social media posts
- Updated website with news
- E-mailed with RSC Lab contractor about logistics
- Called prospective coach
- Texted with league director about potential collaboration
Friday, August 28, 2026
Headlines: U.S. Soccer, USYS Near Merger
U.S. Soccer is nearing a takeover of the U.S. Youth Soccer Association, a move that some view as a significant step toward reform across the sport’s American landscape. At a momentous meeting Saturday in Dallas, members of USYS, the largest youth sports organization in the United States, will vote on a bylaw amendment that would essentially hand control of their organization over to the U.S. Soccer Federation. A dozen people close to the matter, including several members who will vote, told The Athletic over the past two weeks that they expect the amendment to pass comfortably.
40/40 Bankroll: Thursday, August 28 (Day No. 12)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's Bundesliga (Germany)
Game No. 1 (2:30p)
Bayern München (-475)
Men's Championship (England)
Game No. 2 (3p)
Birmingham City FC (+230)
Soccer Hit Rate: 50% (11/22)
Soccer Bankroll: $30.60 (-23.5%)
*Horse Racing*
Saratoga Race Course (Saratoga Springs, NY)
Race No. 7 (4:32p)
#4: Mi Bago (2-1 ML)
Race No. 8 (5:07p)
#1: Evershed (5-1 ML)
Horse Racing Hit Rate: 33% (7/21)
Horse Racing Bankroll: $30.00 (-25.0%)
*Total*
Total Hit Rate: 42% (18/43)
Total Bankroll: $60.60 (-24.3%)
Maine Bet: Friday, August 28
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
No Maine or New England tracks have entries today.
Road to the Maine Sire Stakes: Thursday, August 27 (Day No. 23)
(A day-to-day look at the Ivory Pine Syndicate's efforts to compete in the Maine Sire Stakes.)
- Handicapped races at Plainridge Park
- Handicapped races at Saratoga Race Course
- Checked Crimson Pine's entry
- Called partners about contact information
- Uploaded partners' contact information
- Called partners about contact information
- Uploaded partners' contact information
- Handicapped and watched races at Saratoga Race Course
- Handicapped and watched races at Plainridge Park
Road to the U.S. Open Cup: Thursday, August 27 (Day No. 23)
(A day-to-day look at the Rosevelt Soccer Club's efforts to qualify for the U.S. Open Cup.)
- Handicapped soccer games
- Worked on community sponsor strategy
- Texted with director about 2026-2027 logistics
- Called and texted prospective coach
- Texted coaches about RSC Academy and Iceland Capstone meeting
- Listened to Call It What You Want podcast
- Talked with a club director about a variety of topics
- E-mailed with members about RSC Lab programming
- Updated Community Partner schedules
- E-mailed RSC Lab contractor about logistics
- Coordinated Veo pick-up with coach
- Prepared and scheduled Yosaku Scholarship posts
Thursday, August 27, 2026
40/40 Bankroll: Wednesday, August 26 (Day No. 11)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's UEFA Conference League Qualification (Europe)
Game No. 1 (2p)
Ajax (-350)
Men's La Liga (Spain)
Game No. 2 (3p)
FC Barcelona (-400)
Soccer Hit Rate: 45% (9/20)
Soccer Bankroll: $30.00 (-25.0%)
*Horse Racing*
Saratoga Race Course (Saratoga Springs, NY)
Race No. 7 (4:39p)
#5: Pirate Ship (5-1 ML)
Race No. 8 (5:14p)
#8: Wood Island (7-2 ML)
Horse Racing Hit Rate: 32% (6/19)
Horse Racing Bankroll: $31.00 (-22.5%)
*Total*
Total Hit Rate: 38% (15/39)
Total Bankroll: $61.00 (-23.8%)
Maine Bet: Thursday, August 27 (Day No. 44)
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
Plainridge Park (Plainville, MA)
Race No. 4 (5p)
#5: Energetic Julio (9-2 ML)
Total Hit Rate: 30% (13/43)
Total Bankroll: $133.10 (+33.1%)
Road to the Maine Sire Stakes: Wednesday, August 26 (Day No. 22)
(A day-to-day look at the Ivory Pine Syndicate's efforts to compete in the Maine Sire Stakes.)
- Handicapped races at Saratoga Race Course
- Visited with Crimson Pine and Tayra
- Talked with co-owner/trainer and caretakers
- E-mailed partner update to Crimson Pine partners
- Updated partner contact info
- Attended Maine Harness Horsemen's Association meeting
Road to the U.S. Open Cup: Wednesday, August 26 (Day No. 22)
(A day-to-day look at the Rosevelt Soccer Club's efforts to qualify for the U.S. Open Cup.)
- Listened to Soccer Romantics podcast (Amobi Okugo)
- Listened to Call It What You Want podcast
- Listened to The USL Show podcast
- Texted with director and coach about 2026-2027 rosters
- Worked on RSC Lab social media post
- Ordered pizza for stakeholders' meeting
- Posted RSC Lab social media post
- Hosted club stakeholders' meeting
Wednesday, August 26, 2026
Bookshelf: The Barcelona Inheritance (Chapter 7)
The Barcelona Inheritance (Jonathan Wilson)
Chapter 7: As Two Twins Together
Wilson thoroughly documents the three-year period when Pep Guardiola's tenure at FC Barcelona overlapped with José Mourinho's first tenure at Real Madrid.
40/40 Bankroll: Wednesday, August 26 (Day No. 10)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's Copa Sudamericana (South America)
Game No. 1 (8:30p)
River Plate (-235)
Men's Copa do Brasil (Brazil)
Game No. 2 (8:30p)
Vasco da Gama (-145)
Soccer Hit Rate: 44% (8/18)
Soccer Bankroll: $31.00 (-22.5%)
*Horse Racing*
Saratoga Race Course (Saratoga Springs, NY)
Race No. 6 (4:05p)
#1: Golden Symphony (8-1 ML)
Race No. 7 (4:40p)
#4: Extravanganzoo (6-1 ML)
Horse Racing Hit Rate: 33% (6/18)
Horse Racing Bankroll: $31.00 (-22.5%)
*Total*
Total Hit Rate: 39% (14/36)
Total Bankroll: $62.00 (-22.5%)
Maine Bet: Wednesday, August 26
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
No Maine or New England tracks have entries today.
Road to the Maine Sire Stakes: Tuesday, August 25 (Day No. 21)
(A day-to-day look at the Ivory Pine Syndicate's efforts to compete in the Maine Sire Stakes.)
- Handicapped races at Plainridge Park
- Filled out legal paperwork
- Handicapped races for tournament at Horseshoe Indianapolis
- Handicapped and watched races at Plainridge Park
- Handicapped and watched race at Assiniboia Downs and Running Aces
Road to the U.S. Open Cup: Tuesday, August 25 (Day No. 21)
(A day-to-day look at the Rosevelt Soccer Club's efforts to qualify for the U.S. Open Cup.)
- Handicapped soccer games
- Worked on RSC 2030 presentation
- Filled out legal paperwork
- E-mailed RSC Lab reminder to members
- Responded to member e-mails
- Worked on RSC 2030 presentation
- Talked with MSHoF director
- E-mailed MSHoF directors
Tuesday, August 25, 2026
Headlines: U.S. Open Cup Could Serve As Junction for MLS, USL
USL’s introduction of promotion and relegation, and [USL president and CEO] McDonough’s comments about meaningful competition aren’t too far removed from [MLS commissioner Larry] Berg’s talk of games of consequence and jeopardy. MLS and USL will go down different routes to create this within their leagues, but the Open Cup will, again, rather uniquely in US sport, offer the chance for the respective leagues to test themselves against each other.
Quote, Unquote: Arrigo Sacchi
"I never realized that in order to become a jockey you needed to be a horse first."
- Italian coach Arrigo Sacchi on whether professional playing experience is required for professional coaches.
Freestyle Chess: Tuesday, August 25 (Game No. 23)
Opponent's Country: New Zealand
Opponent's Rating: 915
Player Rating: 950
40/40 Bankroll: Tuesday, August 25 (Day No. 9)

(This series will feature a $1 Double and a $1, 2-leg parlay wagers in horse racing and soccer respectively over a 40-day period.)
*Soccer*
Men's EFL Cup (England)
Game No. 1 (3p)
Birmingham City FC (+290)
Men's Champions League Qualification (Europe)
Game No. 2 (3p)
Bodø/Glimt (-195)
Soccer Hit Rate: 44% (7/16)
Soccer Bankroll: $32.00 (-20.0%)
*Horse Racing*
Plainridge Park (Plainville, MA)
Race No. 4 (5p)
#4: Skillful Tactics (3-2 ML)
Race No. 5 (5:20p)
#6: Checkers Legacy (4-1 ML)
Horse Racing Hit Rate: 38% (6/16)
Horse Racing Bankroll: $32.00 (-20.0%)
*Total*
Total Hit Rate: 41% (13/32)
Total Bankroll: $64.00 (-20.0%)
Maine Bet: Tuesday, August 25 (Day No. 43)
(This series will feature a daily Win wager on a pacer or trotter racing at a Maine track and/or owned by Maine connections.)
Plainridge Park (Plainville, MA)
Race No. 10 (7p)
#1: South St Dottie (6-1 ML)
Total Hit Rate: 31% (13/42)
Total Bankroll: $135.10 (+35.1%)























