Tim Wakefield has the most career wins versus the Rays, with 21 wins.

Interpreted as:

most regular-season wins by a player against rays

	NAME	W	L	W%	G	GS	ERA	SO	CG	SHO	SV	IP	H	ER	R	HR	BB	HBP	GF	IBB	TBF	WP	K/9	BB/9	K/BB	HR/9	K%	BB%	WHIP	BABIP	RA	H/9
1	Tim Wakefield T. Wakefield	21	8	.724	47	36	3.71	164	0	0	3	242.2	210	100	124	26	87	13	4	1	1,022	12	6.08	3.23	1.89	0.96	16.0	8.5	1.22	.251	4.60	7.79
2	Mike Mussina M. Mussina	19	8	.704	33	33	3.50	170	2	2	0	211.0	216	82	88	15	47	1	0	2	880	2	7.25	2.00	3.62	0.64	19.3	5.3	1.25	.311	3.75	9.21
3	CC Sabathia	18	16	.529	54	53	3.60	319	3	2	0	345.0	326	138	157	46	103	14	0	9	1,434	5	8.32	2.69	3.10	1.20	22.2	7.2	1.24	.294	4.10	8.50
4	Andy Pettitte A. Pettitte	17	8	.680	34	33	4.01	170	0	0	0	197.1	221	88	100	21	63	5	0	0	859	6	7.75	2.87	2.70	0.96	19.8	7.3	1.44	.333	4.56	10.08
5	Rick Porcello R. Porcello	14	12	.538	32	32	3.56	185	2	1	0	204.2	211	81	87	20	34	10	0	1	853	3	8.14	1.50	5.44	0.88	21.7	4.0	1.20	.316	3.83	9.28
6	Jon Lester J. Lester	14	11	.560	32	32	4.55	189	0	0	0	188.0	181	95	97	28	76	8	0	0	809	10	9.05	3.64	2.49	1.34	23.4	9.4	1.37	.301	4.64	8.66
7	John Lackey J. Lackey	13	8	.619	25	25	4.02	120	2	2	0	161.1	173	72	78	15	45	6	0	1	694	5	6.69	2.51	2.67	0.84	17.3	6.5	1.35	.311	4.35	9.65
8	Rodrigo Lopez R. Lopez	12	6	.667	21	16	4.15	63	0	0	0	115.0	117	53	55	15	36	2	2	3	477	1	4.93	2.82	1.75	1.17	13.2	7.5	1.33	.283	4.30	9.16
9	A.J. Burnett	12	8	.600	29	28	3.45	180	3	2	0	185.1	147	71	76	17	67	10	0	1	766	6	8.74	3.25	2.69	0.83	23.5	8.7	1.15	.264	3.69	7.14
10	Mark Buehrle M. Buehrle	12	7	.632	33	28	4.28	119	2	2	0	187.1	214	89	103	16	38	10	1	2	796	1	5.72	1.83	3.13	0.77	14.9	4.8	1.35	.323	4.95	10.28
11	Jarrod Washburn J. Washburn	12	4	.750	18	18	3.09	81	0	0	0	116.2	116	40	48	12	34	6	0	0	496	1	6.25	2.62	2.38	0.93	16.3	6.9	1.29	.287	3.70	8.95
12	Roy Halladay R. Halladay	12	11	.522	34	31	3.67	170	4	0	0	225.2	236	92	102	19	47	8	1	2	924	9	6.78	1.87	3.62	0.76	18.4	5.1	1.25	.319	4.07	9.41
13	Masahiro Tanaka M. Tanaka	11	5	.688	21	21	3.31	134	2	2	0	130.1	105	48	50	23	15	3	0	1	503	6	9.25	1.04	8.93	1.59	26.6	3.0	0.92	.250	3.45	7.25
14	Chris Sale C. Sale	11	8	.579	26	24	3.13	213	1	1	1	152.1	117	53	63	19	49	11	2	0	628	3	12.58	2.89	4.35	1.12	33.9	7.8	1.09	.292	3.72	6.91
15	Josh Beckett J. Beckett	11	4	.733	22	22	2.89	151	2	1	0	146.1	118	47	51	13	28	5	0	1	583	1	9.29	1.72	5.39	0.80	25.9	4.8	1.00	.272	3.14	7.26
16	Erik Bedard E. Bedard	11	7	.611	25	24	3.46	137	0	0	0	137.2	148	53	61	10	50	2	0	0	603	4	8.96	3.27	2.74	0.65	22.7	8.3	1.44	.342	3.99	9.68
17	Curt Schilling C. Schilling	11	7	.611	22	17	3.69	112	2	0	2	124.1	130	51	51	15	22	2	5	2	513	2	8.11	1.59	5.09	1.09	21.8	4.3	1.22	.318	3.69	9.41
18	Pedro Martinez P. Martinez	11	4	.733	20	20	1.99	172	5	2	0	135.2	95	30	36	5	27	10	0	0	533	0	11.41	1.79	6.37	0.33	32.3	5.1	0.90	.282	2.39	6.30
19	Orlando Hernandez O. Hernandez	11	3	.786	17	16	2.54	78	2	1	0	113.1	76	32	32	9	31	7	0	1	441	3	6.19	2.46	2.52	0.71	17.7	7.0	0.94	.212	2.54	6.04
20	Clay Buchholz C. Buchholz	10	9	.526	26	24	2.67	148	2	1	0	155.1	121	46	53	9	45	7	0	0	617	3	8.58	2.61	3.29	0.52	24.0	7.3	1.07	.275	3.07	7.01
21	Justin Verlander J. Verlander	10	5	.667	22	22	3.28	139	1	0	0	145.1	122	53	55	16	39	8	0	0	589	3	8.61	2.42	3.56	0.99	23.6	6.6	1.11	.274	3.41	7.56
22	Jeremy Guthrie J. Guthrie	10	11	.476	25	23	3.99	103	1	0	0	151.0	160	67	75	18	55	3	1	2	658	3	6.14	3.28	1.87	1.07	15.7	8.4	1.42	.296	4.47	9.54
23	David Wells D. Wells	10	2	.833	18	18	2.80	71	4	1	0	115.2	120	36	41	11	14	4	0	0	473	4	5.52	1.09	5.07	0.86	15.0	3.0	1.16	.292	3.19	9.34
24	Roger Clemens R. Clemens	10	5	.667	20	20	3.33	126	0	0	0	129.2	106	48	53	8	45	5	0	0	532	6	8.75	3.12	2.80	0.56	23.7	8.5	1.16	.282	3.68	7.36
25	Derek Lowe D. Lowe	10	3	.769	39	14	3.09	77	1	1	10	119.1	101	41	46	7	18	6	17	0	476	2	5.81	1.36	4.28	0.53	16.2	3.8	1.00	.255	3.47	7.62

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StatMuse has game-level data for pitcher wins going back to the 1901 season.

Some of the information used here was obtained free of charge from Retrosheet.

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DATE	MATCHUP			TIME (ET)
Thu 3/26	BOS	@	CIN	4:10 PM
Sat 3/28	BOS	@	CIN	4:10 PM
Sun 3/29	BOS	@	CIN	1:40 PM
Mon 3/30	BOS	@	HOU	4:00 AM
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Phillies - y	96	66	.593
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Braves	76	86	.469	20.0
Nationals	66	96	.407	30.0
NL Central	W	L	PCT	GB
Brewers - y	97	65	.599
Cubs - w	92	70	.568	5.0
Reds - w	83	79	.512	14.0
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Tue 9/16	ATL	@	WSH	9-4
Tue 9/16	ATH	@	BOS	4-5
Tue 9/16	TOR	@	TBR	1-2
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DATE	MATCHUP			TIME (ET)
Wed 3/25	NYY	@	SFG	8:05 PM
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Tim Wakefield has the most career wins versus the Rays, with 21 wins.

Interpreted as:

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