Tim Wakefield has lost the most career games for the Red Sox, with 168 games.

Interpreted as:

red sox pitcher with the most regular-season losses

	NAME	L	W	L%	G	W%	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	ERA-	FIP	FIP-	H/9	PRAA
1	Tim Wakefield T. Wakefield	168	186	.475	590	.525	430	4.43	2,046	26	3	22	3006.0	2,931	1,480	1,682	401	1,095	176	77	30	12,971	125	6.13	3.28	1.87	1.20	15.8	8.4	1.34	.273	5.04	95	4.73	108	8.78	-118.5
2	Cy Young C. Young	112	192	.368	327	.632	297	2.00	1,341	275	38	9	2728.1	2,347	606	872	34	299	57	27		10,434	35	4.42	0.99	4.48	0.11	12.9	2.9	0.97	.266	2.88	69	2.08	73	7.74	238.6
3	Roger Clemens R. Clemens	111	192	.366	383	.634	382	3.06	2,590	100	38	0	2776.0	2,359	943	1,045	194	856	86	0	43	11,384	72	8.40	2.78	3.03	0.63	22.8	7.5	1.16	.283	3.39	70	2.93	70	7.65	386.6
4	Bob Stanley B. Stanley	97	115	.458	637	.542	85	3.64	693	21	7	132	1707.0	1,858	690	797	113	471	41	377	87	7,238	22	3.65	2.48	1.47	0.60	9.6	6.5	1.36	.295	4.20	85	3.67	90	9.80	76.1
5	George Winter G. Winter	97	82	.542	213	.458	176	2.91	543	141	9	3	1599.2	1,503	518	741	32	370	41	35		6,424	16	3.06	2.08	1.47	0.18	8.5	5.8	1.17	.271	4.17	102	2.85	101	8.46	1.5
6	Red Ruffing R. Ruffing	96	39	.711	189	.289	138	4.61	450	73	5	9	1122.1	1,226	575	670	47	459	27	39		4,958	17	3.61	3.68	0.98	0.38	9.1	9.3	1.50	.297	5.37	111	4.08	98	9.83	6.9
7	Jack Russell J. Russell	94	41	.696	242	.304	147	4.58	202	57	3	0	1215.0	1,480	618	723	47	294	18	53		5,326	13	1.50	2.18	0.69	0.35	3.8	5.5	1.46	.301	5.36	107	4.08	96	10.96	18.7
8	Bill Monbouquette B. Monbouquette	91	96	.487	254	.513	228	3.69	969	72	16	1	1622.0	1,649	665	755	180	408	10	8	31	6,810	16	5.38	2.26	2.38	1.00	14.2	6.0	1.27	.280	4.19	93	3.57	88	9.15	88.7
9	Bill Dinneen B. Dinneen	85	85	.500	180	.500	174	2.81	602	156	16	3	1501.0	1,372	469	611	39	338	24	5		5,980	22	3.61	2.03	1.78	0.23	10.1	5.7	1.14	.268	3.66	97	2.81	98	8.23	14
10	Tom Brewer T. Brewer	82	91	.474	241	.526	217	4.00	733	75	13	3	1509.1	1,478	671	761	126	669	43	10	30	6,574	53	4.37	3.99	1.10	0.75	11.1	10.2	1.42	.270	4.54	97	3.98	96	8.81	30.9
11	Luis Tiant L. Tiant	81	122	.399	274	.601	238	3.36	1,075	113	26	3	1774.2	1,630	663	709	170	501	26	17	21	7,289	10	5.45	2.54	2.15	0.86	14.7	6.9	1.20	.265	3.60	85	3.50	91	8.27	70.1
12	Frank Sullivan F. Sullivan	80	90	.471	252	.529	201	3.47	821	72	14	6	1505.1	1,455	581	659	124	475	45	17	23	6,340	16	4.91	2.84	1.73	0.74	12.9	7.5	1.28	.273	3.94	84	3.46	83	8.70	113.4
13	Danny MacFayden D. MacFayden	78	52	.600	185	.400	148	4.23	344	71	8	4	1167.0	1,273	548	643	45	430	32	26		5,106	7	2.65	3.32	0.80	0.35	6.7	8.4	1.46	.289	4.96	100	4.26	101	9.82	-4.6
14	Mel Parnell M. Parnell	75	123	.379	289	.621	232	3.50	732	113	20	10	1752.2	1,715	682	797	104	758	28	36	3	7,548	41	3.76	3.89	0.97	0.53	9.7	10.0	1.41	.272	4.09	80	3.79	87	8.81	108.8
15	Bruce Hurst B. Hurst	73	88	.453	237	.547	217	4.23	1,043	54	13	0	1459.0	1,569	686	747	173	479	24	5	24	6,264	30	6.43	2.95	2.18	1.07	16.7	7.6	1.40	.307	4.61	99	3.90	96	9.68	23
16	Ike Delock I. Delock	72	83	.465	322	.535	142	4.01	661	32	6	31	1207.2	1,211	538	612	135	514	24	108	26	5,290	26	4.93	3.83	1.29	1.01	12.5	9.7	1.43	.272	4.56	97	4.18	101	9.02	0.5
17	Willard Nixon W. Nixon	72	69	.511	225	.489	177	4.39	616	51	9	3	1234.0	1,277	602	674	89	530	41	21	7	5,391	29	4.49	3.87	1.16	0.65	11.4	9.8	1.46	.289	4.92	103	3.77	90	9.31	61.8
18	Joe Dobson J. Dobson	72	106	.404	259	.596	202	3.57	690	90	17	9	1544.0	1,464	612	685	88	604	9	39		6,526	37	4.02	3.52	1.14	0.51	10.6	9.3	1.34	.268	3.99	87	3.56	88	8.53	89
19	Dennis Eckersley D. Eckersley	71	88	.447	241	.553	191	3.92	771	64	10	1	1371.2	1,408	598	650	167	312	29	13	33	5,760	8	5.06	2.05	2.47	1.10	13.4	5.4	1.25	.277	4.26	93	3.90	96	9.24	23.5
20	Bill Lee B. Lee	68	94	.420	321	.580	167	3.64	578	64	7	13	1503.1	1,627	608	683	136	448	21	49	23	6,403	21	3.46	2.68	1.29	0.81	9.0	7.0	1.38	.286	4.09	92	3.91	100	9.74	1.1
21	Jack Wilson J. Wilson	67	67	.500	258	.500	113	4.44	563	48	5	20	1067.2	1,141	527	632	67	564	17	89		4,844	33	4.75	4.75	1.00	0.56	11.6	11.6	1.60	.296	5.33	94	4.36	95	9.62	32.3
22	Jim Lonborg J. Lonborg	65	68	.489	204	.511	163	3.94	784	38	6	2	1099.0	1,031	481	533	105	403	61	14	25	4,704	47	6.42	3.30	1.95	0.86	16.7	8.6	1.30	.276	4.36	109	3.59	95	8.44	24.2
23	Fritz Ostermueller F. Ostermueller	65	59	.524	219	.476	126	4.38	422	51	2	13	1083.1	1,184	527	609	45	491	13	58		4,883	34	3.51	4.08	0.86	0.37	8.6	10.1	1.55	.291	5.06	91	4.20	90	9.84	57.4
24	Howard Ehmke H. Ehmke	64	51	.557	136	.443	120	3.83	373	83	7	8	989.2	1,042	421	504	32	330	46	13		4,289	9	3.39	3.00	1.13	0.29	8.7	7.7	1.39	.288	4.58	92	3.82	92	9.48	39.6
25	Dutch Leonard D. Leonard	64	90	.416	211	.584	161	2.13	771	96	25	11	1361.1	1,134	322	425	16	412	41	40		5,375	32	5.10	2.72	1.87	0.11	14.3	7.7	1.14	.270	2.81	79	2.39	86	7.50	54.5