Of all of the two-year combinations, the following six two-year periods are represented more than all the others: Each of them have five franchises representing them:

1908-1909
1909-1910
1927-1928
2001-2002
2002-2003
2016-2017
2017-2018

The following two-year combinations have NO representation:

1900-1901
1913-1914
1917-1918
1947-1948
1979-1980
1983-1984
1991-1992
2012-2013

Unless my eyes deceive me and I overlooked someone, after the first eight games played, only ONE TEAM out of 288 TEAMS started out the season with an 8-0 record. That was FF09's 1971-1972 Oakland Athletics.

The number of times each franchise is represented in Round One:

50 - Yankees / Highlanders
29 - Giants
23 - Dodgers / Robins / Superbas
23 - Athletics
17 - Cardinals
18 - Red Sox / Americans
17 - Braves / Bees / Doves / Beaneaters
13 - Pirates
13 - Indians / Naps
13 - Cubs / Orphans
11 - Reds
08 - Phillies
08 - White Sox
08 - Tigers
06 - Mets
06 - Blue Jays
05 - Orioles / Browns
05 - Astros
03 - Royals
02 - Twins / Senators
02 - Expos / Nationals
02 - Brewers
02 - Mariners
01 - Rangers
01 - Padres
01 – Diamondbacks
01 – Chicago Whales (the only Federal League entry)
00 - Angels
00 - Rockies
00 - Marlins
00 - Rays

Stats thru 145 games...
.

Owner	Teams	Wins	Losses	Win%	Division	Wildcard	Playoff	Rd 2
-----------------------	-----------	-----------	-----------	-----------	-----------	-----------	-----------	-----------
njbigwig	1	94	51	0.648	1	0.0	1.0	1.0
spinaldog	1	85	60	0.586	1	0.0	1.0	1.0
ybjsports	2	170	120	0.586	2	0.0	2.0	2.0
schwarze	13	1074	811	0.570	8	1.0	9.0	13.0
nocomm999	5	410	315	0.566	4	0.0	4.0	5.0
harrelson	2	160	130	0.552	1	0.0	1.0	2.0
pedrocerrano	6	465	405	0.534	1	1.0	2.0	6.0
loyalcanuck	6	465	405	0.534	2	3.0	5.0	6.0
redcped	7	538	477	0.530	3	1.0	4.0	7.0
jetscanes	3	230	205	0.529	2	0.0	2.0	3.0
Chisock	12	915	825	0.526	4	1.0	5.0	12.0
contrarian23	24	1830	1650	0.526	9	3.0	12.0	23.0
DarthDurron	13	990	895	0.525	6	0.5	6.5	12.0
hoopsrus	4	304	276	0.524	1	1.0	2.0	4.0
kstober	12	901	839	0.518	5	0.0	5.0	11.0
mllama54	7	521	494	0.513	1	1.5	2.5	7.0
beirnej1	3	223	212	0.513	1	1.0	2.0	3.0
Relkcirts	7	519	496	0.511	2	1.0	3.0	5.0
Jtpsops	4	296	284	0.510	1	0.0	1.0	4.0
markeking	4	293	287	0.505	0	1.0	1.0	3.0
toysboys	10	732	718	0.505	1	1.5	2.5	9.0
SteveIzzy	4	290	290	0.500	0	1.0	1.0	3.0
ff09	4	290	290	0.500	1	0.0	1.0	4.0
thejuice6	24	1721	1759	0.495	4.5	1.0	5.5	19.0
joerat1	3	214	221	0.492	1	0.0	1.0	3.0
coachgreat1	6	424	446	0.487	1	0.5	1.5	5.0
winterhawk	2	140	150	0.483	0	0.5	0.5	2.0
calhoop	10	695	755	0.479	1	0.0	1.0	7.0
specsman	4	276	304	0.476	0	0.0	0.0	3.0
thebubbaq	5	345	380	0.476	1.5	0.5	2.0	4.0
midknight	2	138	152	0.476	1	0.0	1.0	1.0
parking31	1	69	76	0.476	0	0.0	0.0	1.0
firesalt	2	138	152	0.476	0	0.0	0.0	2.0
jrig21	5	344	381	0.474	1	0.0	1.0	4.0
darny10	6	410	460	0.471	1	0.0	1.0	5.0
rswift30	6	404	466	0.464	1	0.0	1.0	4.0
SAKABAKBRG	6	403	467	0.463	0	1.0	1.0	5.0
3dayrotation	22	1456	1734	0.456	2	2.0	4.0	13.0
dspahlinger	4	263	317	0.453	0	0.0	0.0	3.0
urband	10	648	802	0.447	0	0.0	0.0	6.0
cardinaldave	3	194	241	0.446	0	0.0	0.0	2.0
je3rd	7	448	567	0.441	0	0.0	0.0	4.0
Dufferman	1	63	82	0.434	0	0.0	0.0	1.0
spoonfed	4	234	346	0.403	0	0.0	0.0	0.0
gees51	1	58	87	0.400	0	0.0	0.0	0.0

Thru 145 games, 63 wins gets you to round 2.

Some additional round 1 stats...
.
Playoff - Divisional Round - Record by Seed

Seed	Wins	Losses
-----------	-----------	-----------
1	16	8
2	12	12
3	10	14
4	10	14

.
LCS - Record by Seed

Seed	Wins	Losses
-----------	-----------	-----------
1	10	6
2	6	6
3	3	7
4	5	5

.
World Series - Record by Seed

Seed	Wins	Losses
-----------	-----------	-----------
1	7	3
2	2	4
3	1	2
4	2	3

Biggest difference in wins margin in playoff upset losses. Anybody see a pattern here?
.
1st. 23 games
1984-85 Blue Jays (redcped) 84-78 record
beats
1984-85 Cardinals (schwarze) 107-55 record
.
2nd. 21 games
1907-08 Pirates (loyalcanuck) 81-81 record
beats
1905-06 Cubs (schwarze) 102-61 record
.
3rd. 18 games
1930-31 Yankees (calhoop) 82-80 record (won tie-breaker)
beats
1927-28 Yankees (schwarze) 100-62 record
.
4th. 17 games
2000-01 Mariners (loyalcanuck) 84-78 record
beats
1994-95 Indians (contrarian23) 101-61 record

Best W-L records to not win division...
.
1904-05 Giants (contrarian23) 98-64
1941-42 Red Sox (loyalcanuck) 96-66
1901-02 Pirates (kstober) 95-67 <-- failed to make playoffs

I should mention all stats ignore any tie-breaker games

Worst records to make playoffs...
.
1907-08 Pirates (loyalcanuck) 81-81*
1962-63 Yankees (jrig21) 81-81
1925-26 Pirates (joerat1) 82-80
1930-31 Yankees (calhoop) 82-80**

Worst record to make wildcard

1984-85 Blue Jays (redcped) 84-78***

*eliminated my 102-win 1905-06 Cubs in divisional round
**eliminated my 100-win 1927-28 Yankees in divisional round
***beat my 107-win 1984-85 Cardinals in the World Series

Here are some stats thru 40 games of round 2

Overall W-L records by owner. A record of 17-23 is what would advance to round 2 if the season ended after 40 games...
.

Owner	Teams	Wins	Losses	Win%	Division	Wildcard	Playoff	Rd 2
-----------------------	-----------	-----------	-----------	-----------	-----------	-----------	-----------	-----------
midknight	1	25	15	0.625	1	0.0	1.0	1
njbigwig	1	24	16	0.600	1	0.0	1.0	1
pedrocerrano	6	141	99	0.588	3	1.0	4.0	6
SteveIzzy	3	70	50	0.583	1	1.0	2.0	3
ybjsports	2	46	34	0.575	0.5	0.3	0.8	2
redcped	7	160	120	0.571	2.5	1.3	3.8	6
harrelson	2	45	35	0.563	0.5	0.5	1.0	2
schwarze	13	282	238	0.542	6	0.6	6.6	12
loyalcanuck	6	130	110	0.542	3.5	0.0	3.5	5
urband	6	130	110	0.542	1	2.8	3.8	6
ff09	4	84	76	0.525	2	0.0	2.0	3
beirnej1	3	63	57	0.525	1	1.0	2.0	3
spinaldog	1	21	19	0.525	0.5	0.0	0.5	1
cardinaldave	2	42	38	0.525	1	0.0	1.0	2
DarthDurron	12	251	229	0.523	4.5	1.3	5.8	11
Relkcirts	6	124	116	0.517	1	0.8	1.8	5
nocomm999	5	102	98	0.510	1	0.0	1.0	4
thebubbaq	3	61	59	0.508	0	1.0	1.0	3
calhoop	8	162	158	0.506	2.5	0.5	3.0	7
hoopsrus	4	81	79	0.506	1.5	0.3	1.8	3
contrarian23	22	444	436	0.505	6	1.5	7.5	17
winterhawk	2	40	40	0.500	1	0.0	1.0	2
jetscanes	3	60	60	0.500	0	0.0	0.0	3
mllama54	7	140	140	0.500	4	0.0	4.0	6
kstober	11	220	220	0.500	2	2.3	4.3	10
firesalt	2	40	40	0.500	0	0.0	0.0	2
markeking	3	59	61	0.492	0	0.3	0.3	3
dspahlinger	3	59	61	0.492	0	0.5	0.5	3
toysboys	9	177	183	0.492	1	1.9	2.9	8
coachgreat1	3	58	62	0.483	0	0.0	0.0	3
specsman	3	58	62	0.483	0	0.0	0.0	3
thejuice6	20	378	422	0.473	4	1.0	5.0	11
3dayrotation	14	264	296	0.471	2.5	0.0	2.5	10
Chisock	12	226	254	0.471	2	0.0	2.0	9
joerat1	3	55	65	0.458	0	0.0	0.0	2
Jtpsops	4	73	87	0.456	0	0.0	0.0	3
rswift30	5	91	109	0.455	1	0.0	1.0	4
darny10	5	91	109	0.455	0.5	0.3	0.8	3
je3rd	4	68	92	0.425	1	0.0	1.0	2
SAKABAKBRG	5	80	120	0.400	0	0.0	0.0	3
jrig21	4	63	97	0.394	0	0.0	0.0	1
spoonfed	1	12	28	0.300	0	0.0	0.0	0

I kept track of what pick each person had (1 thru 12) during the team draft. I also noted when the team was selected within the division (1 thru 4). The following data shows the breakdown of average winning % by pick # and also by when you selected a team within the division.

Pick#	Win	Loss	Win%	Best	Owner	Worst	Owner
-----------	-----------	-----------	-----------	----------------------------------	------------------------	----------------------------------	------------------------
1	418	382	0.523	27-13 (1993-95 Cle)	contrarian23	14-26 (2018-19 Was)	Relkcirts
2	413	387	0.516	28-12 (1981-84 Hou)	calhoop	15-25 (2008-10 Phi)	3dayrotation
3	392	408	0.490	26-14 (2002-04 Ariz)	DarthDurron	15-25 (1977-80 Bal)	contrarian23
4	420	380	0.525	26-14 (1965-68 Det)	contrarian23	13-27 (1926-30 PhA)	toysoys
5	425	375	0.531	29-11 (1906-10 Cle)	SteveIzzy	14-26 (1921-25 Det)	jrig21
6	405	395	0.506	28-12 (1931-35 Pit)	redcped	15-25 (1981-84 Mon)	3dayrotation
7	372	428	0.465	28-12 (08-10 NYY)	schwarze	16-24 (6 teams tied)
8	402	398	0.503	29-11 (16-20 Cle)	redcped	13-27 (2005-07 ChW)	jrig21
9	400	400	0.500	26-14 (2 teams tied)	Chisock/hoopsrus	13-27 (96-98 SDP)	SAKABAKBRG
10	394	406	0.493	29-11 (2008-10 Col)	contrarian23	14-26 (2 teams tied)
11	385	415	0.481	25-15 (1993-95 Mon)	contrarian23	15-25 (2 teams tied)
12	374	426	0.468	21-19 (6 teams tied)		12-28 (1936 -40 Brk)	spoonfed

Picking the third team within a division is really not much different than picking first within the division...
.

DivPick	Win	Loss	Win%	Best	Owner	Worst	Owner
-----------	-----------	-----------	-----------	----------------------------------	------------------------	----------------------------------	------------------------
1	1229	1171	0.512	28-12 (1981-84 Hou)	calhoop	14-26 (2 teams tied)
2	1203	1197	0.501	29-11 (1906-10 Cle)	SteveIzzy	13-27 (2 teams tied)
3	1224	1176	0.510	29-11 (16-20 Cle)	redcped	13-27 (96-98 SDP)	SAKABAKBRG
4	1144	1256	0.477	29-11 (2008-10 Col)	contrarian23	12-28 (1936 -40 Brk)	spoonfed