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Singles Matches - Entire Career

Date

Winner

Loser

Tournament

Round

Score

1982-09-27

John Fitzgerald ()

Jim Osborne ()

Maui

R32

6-4 6-1

 

1981-09-29

Ross Case ()

Jim Osborne ()

Maui

R32

6-3 6-3

 

1978-02-13

Brian Gottfried (5)

Jim Osborne ()

Palm Springs

R64

6-2 6-3

 

1976-10-04

Jim Delaney ()

Jim Osborne ()

Maui

R32

6-4 4-6 7-5

 

1976-10-04

Jim Osborne ()

John Yuill ()

Maui

R64

4-6 6-4 6-4

 

1976-09-27

Harold Solomon ()

Jim Osborne ()

San Francisco

R32

6-4 1-6 7-5

 

1976-09-27

Jim Osborne ()

Billy Martin ()

San Francisco

R64

6-4 3-6 6-4

 

1975-10-05

Harold Solomon (15)

Jim Osborne ()

Maui

R32

6-2 6-4

 

1974-10-06

Roscoe Tanner (15)

Jim Osborne ()

Maui

R16

6-4 7-6

 

1974-10-06

Jim Osborne ()

Geoff Masters (48)

Maui

R32

6-3 4-6 6-4

 

1974-03-24

Vitas Gerulaitis (135)

Jim Osborne ()

Salt Lake City

QF

6-4 3-6 6-1

 

1974-03-24

Jim Osborne ()

Jeff Austin (71)

Salt Lake City

R16

6-3 6-2

 

1974-03-24

Jim Osborne ()

Jose Higueras (131)

Salt Lake City

R32

7-6 7-6

 

1973-03-05

Onny Parun ()

Jim Osborne ()

San Juan

RR

7-6 6-4

 

1973-03-05

Harold Solomon ()

Jim Osborne ()

San Juan

RR

7-5 6-7 6-4

 

1973-03-05

Alex Metreveli ()

Jim Osborne ()

San Juan

RR

6-3 6-4

 

1973-03-05

Thomaz Koch ()

Jim Osborne ()

San Juan

RR

7-6 6-3

 

1973-01-16

Jaime Fillol ()

Jim Osborne ()

Jacksonville

R16

7-5 7-6

 

1972-09-17

Billy Higgins ()

Jim Osborne ()

Seattle

R32

7-6 2-6 6-3

 

1972-09-01

Thomaz Koch ()

Jim Osborne ()

South Orange

R16

7-6 6-3

 

1972-09-01

Jim Osborne ()

Torben Ulrich ()

South Orange

R32

6-3 7-6

 

1972-08-30

Grover Raz Reid ()

Jim Osborne ()

US Open

R128

6-4 6-2 6-4

 

1972-08-14

Jairo Velasco ()

Jim Osborne ()

Montreal / Toronto

R32

6-3 5-7 7-5

 

1972-08-14

Jim Osborne ()

David Brown ()

Montreal / Toronto

R64

6-1 6-1

 

1972-08-07

Vladimir Zednik ()

Jim Osborne ()

Cleveland

QF

7-6 7-6

 

1972-08-07

Adriano Panatta ()

Jim Osborne ()

Indianapolis

R64

6-1 7-6

 

1972-07-31

Jairo Velasco ()

Jim Osborne ()

Cincinnati

R64

6-3 2-6 6-3

 

1972-07-30

Ian Fletcher ()

Jim Osborne ()

Tanglewood

R32

6-3 7-6

 

1972-07-23

Charles Owens ()

Jim Osborne ()

Columbus

R16

5-7 7-6 6-4

 

1972-07-23

Jim Osborne ()

Mike Kreiss ()

Columbus

R32

6-3 7-5

 

1972-06-26

Buster C Mottram ()

Jim Osborne ()

Wimbledon

R128

6-4 6-2 3-6 2-6 7-5

 

1972-06-24

John Paish ()

Jim Osborne ()

Queen's Club

R64

8-9 6-1 6-1

 

1972-06-05

Istvan Gulyas ()

Jim Osborne ()

Hamburg

R64

6-1 5-7 6-4 3-6 6-2

 

1972-05-05

Haroon Rahim ()

Jim Osborne ()

Kansas City

QF

3-6 6-3 6-4

 

1972-03-06

Stan Smith ()

Jim Osborne ()

Washington

QF

6-4 6-2

 

1972-03-06

Jim Osborne ()

Onny Parun ()

Washington

R16

6-4 6-3

 

1972-03-06

Jim Osborne ()

Gerald Battrick ()

Washington

R32

6-1 6-1

 

1972-03-05

Ilie Nastase ()

Jim Osborne ()

Hampton

R32

6-4 6-3

 

1972-02-28

Stan Smith ()

Jim Osborne ()

New York

R16

3-6 6-0 6-4

 

1972-02-28

Jim Osborne ()

Ion Tiriac ()

New York

R32

6-3 6-3

 

1972-02-20

Manuel Orantes ()

Jim Osborne ()

Salisbury

R32

6-4 6-3

 

1972-02-20

Jim Osborne ()

Onny Parun ()

Salisbury

R64

6-3 6-3

 

1972-02-14

Manuel Orantes ()

Jim Osborne ()

Los Angeles

R32

4-6 7-6 7-6

 

1972-02-06

Richard Gonzalez ()

Jim Osborne ()

Des Moines

QF

6-4 7-6

 

1972-02-06

Jim Osborne ()

Adriano Panatta ()

Des Moines

R16

6-7 6-2 6-1

 

1971-09-27

Ray Ruffels ()

Jim Osborne ()

Berkeley

R32

5-7 6-4 7-6

 

1971-09-27

Jim Osborne ()

Terry Ryan ()

Berkeley

R64

7-6 6-2

 

1971-09-20

Georges Goven ()

Jim Osborne ()

Sacramento

R32

6-4 7-5

 

1971-09-20

John Alexander ()

Jim Osborne ()

Los Angeles

R32

6-3 7-5

 

1971-09-20

Jim Osborne ()

Haroon Rahim ()

Sacramento

R64

7-6 6-1

 

1971-09-20

Jim Osborne ()

Dick Knight ()

Los Angeles

R64

6-4 7-5

 

1971-09-01

Arthur Ashe ()

Jim Osborne ()

US Open

QF

6-1 6-2 7-6

 

1971-09-01

Jim Osborne ()

Manuel Orantes ()

US Open

R16

2-6 6-2 6-2 6-3

 

1971-09-01

Jim Osborne ()

Cliff Richey ()

US Open

R32

6-7 6-4 6-4 6-4

 

1971-09-01

Jim Osborne ()

Thomaz Koch ()

US Open

R64

6-3 1-6 6-4 6-3

 

1971-09-01

Mark Cox ()

Jim Osborne ()

South Orange

R64

7-6 6-7 7-6

 

1971-09-01

Jim Osborne ()

Sammy Giammalva ()

US Open

R128

4-6 7-6 6-3 6-3

 

1971-08-09

Boro Jovanovic ()

Jim Osborne ()

Indianapolis

R64

6-1 6-2

 

1971-08-02

Harold Solomon ()

Jim Osborne ()

Cincinnati

R16

6-4 6-2

 

1971-08-02

Jim Osborne ()

Jim Mcmanus ()

Cincinnati

R32

6-4 7-5

 

1971-08-02

Jim Osborne ()

Bob Mckinley ()

Cincinnati

R64

3-6 7-6 6-4

 

1971-08-01

Raymond Moore ()

Jim Osborne ()

Columbus

QF

6-4 6-3

 

1971-08-01

Jim Osborne ()

Clark Graebner ()

Columbus

R16

7-6 6-4

 

1971-08-01

Jim Osborne ()

Dick Johnson ()

Columbus

R32

6-1 6-4

 

1971-07-24

Jimmy Connors ()

Jim Osborne ()

Tanglewood

R32

7-5 6-2

 

1971-07-24

Jim Osborne ()

Terry Ryan ()

Tanglewood

R64

7-6 6-4

 

1971-07-17

Ken Rosewall ()

Jim Osborne ()

Washington WCT

R64

3-6 7-6 6-1

 

1971-06-14

Phil Dent ()

Jim Osborne ()

Queen's Club

R64

W/O

 

1971-04-30

Tom Edlefsen ()

Jim Osborne ()

Kansas City

QF

7-6 6-4

 

1971-04-20

Onny Parun ()

Jim Osborne ()

Houston

R32

6-1 6-3

 

1971-04-18

Torben Ulrich ()

Jim Osborne ()

Charlotte

R32

6-4 7-5

 

1971-03-28

Peter Curtis ()

Jim Osborne ()

San Juan

R32

W/O

 

1971-02-21

Peter Curtis ()

Jim Osborne ()

Salisbury

R16

2-3 RET

 

1971-02-21

Jim Osborne ()

Peter Szoke ()

Salisbury

R32

7-6 6-3

 

1971-02-14

Zeljko Franulovic ()

Jim Osborne ()

New York

QF

6-4 6-4

 

1971-02-14

Jim Osborne ()

Manuel Santana ()

New York

R16

6-4 6-4

 

1971-02-14

Jim Osborne ()

Jaime Fillol ()

New York

R32

7-6 6-1

 

1971-02-04

Haroon Rahim ()

Jim Osborne ()

Washington 1

R16

6-0 6-4

 

1971-01-27

Thomaz Koch ()

Jim Osborne ()

Omaha

R16

6-2 6-4

 

1970-12-26

Charlie Pasarell ()

Jim Osborne ()

New Orleans

QF

6-4 6-5

 

1970-10-18

Stan Smith ()

Jim Osborne ()

Phoenix

F

6-3 6-7 6-1

 

1970-10-18

Jim Osborne ()

Barry Mackay ()

Phoenix

SF

6-3 6-4

 

1970-10-18

Jim Osborne ()

Jan Kodes ()

Phoenix

QF

3-6 6-3 6-4

 

1970-10-18

Jim Osborne ()

Ray Ruffels ()

Phoenix

R16

6-2 6-3

 

1970-10-18

Jim Osborne ()

William Brown ()

Phoenix

R32

6-3 1-6 6-1

 

1970-09-28

Bob Carmichael ()

Jim Osborne ()

Berkeley

R32

7-5 7-6

 

1970-09-28

Jim Osborne ()

Lenny Schloss ()

Berkeley

R64

7-6 6-3

 

1970-09-19

Dick Crealy ()

Jim Osborne ()

Los Angeles

R64

6-4 3-6 7-6

 

1970-09-02

Tom Okker ()

Jim Osborne ()

US Open

R32

6-3 6-2 6-4

 

1970-09-02

Jim Osborne ()

Frank Froehling ()

US Open

R64

7-6 6-3 6-4

 

1970-09-02

Jim Osborne ()

Luis Ayala ()

US Open

R128

6-7 5-7 6-4 6-3 6-1

 

1970-09-01

Dick Stockton ()

Jim Osborne ()

South Orange

R16

6-4 2-6 6-4

 

1970-09-01

Jim Osborne ()

Terry Addison ()

South Orange

R32

3-6 6-4 6-2

 

1970-09-01

Jim Osborne ()

Patricio Cornejo ()

South Orange

R64

6-2 6-4

 

1970-08-17

Brian Fairlie ()

Jim Osborne ()

Merion

R16

6-1 6-2

 

1970-08-17

Jim Osborne ()

Roy Barth ()

Merion

R32

7-5 7-5

 

1970-08-17

Jim Osborne ()

Roscoe Tanner ()

Merion

R64

7-6 7-5

 

1970-07-27

Patricio Cornejo ()

Jim Osborne ()

Indianapolis

R64

6-4 11-9

 

1970-07-27

Patricio Cornejo ()

Jim Osborne ()

Indianapolis

R64

6-4 11-9

 

1970-07-20

Ilie Nastase ()

Jim Osborne ()

Cincinnati

R32

6-2 6-4

 

1970-07-20

Jim Osborne ()

Terry Addison ()

Cincinnati

R64

5-7 9-7 6-3

 

1970-07-18

Guillermo Vilas ()

Jim Osborne ()

Washington

R64

1-6 6-2 6-2

 

1970-06-22

Peter Curtis ()

Jim Osborne ()

Wimbledon

R128

6-3 6-3 1-6 6-4

 

1970-06-15

Rod Laver ()

Jim Osborne ()

London / Queen's Club

R64

6-3 6-4

 

1970-06-08

Bill Bowrey ()

Jim Osborne ()

Bristol

R32

8-6 6-3

 

1970-05-07

Barry Mackay ()

Jim Osborne ()

Sacramento

R16

6-4 6-4

 

1970-05-01

Arthur Ashe ()

Jim Osborne ()

Kansas City

SF

6-4 6-4

 

1970-05-01

Jim Osborne ()

Tom Edlefsen ()

Kansas City

QF

6-4 6-4

 

1970-05-01

Bob Howe ()

Jim Osborne ()

Roland Garros

R128

6-1 8-10 6-2 8-6

 

1970-04-21

Manuel Santana ()

Jim Osborne ()

Houston

R16

6-3 11-9

 

1970-04-21

Jim Osborne ()

Onny Parun ()

Houston

R32

3-6 6-4 6-3

 

1970-04-15

Bob Carmichael ()

Jim Osborne ()

Charlotte

R16

6-3 3-6 6-4

 

1970-04-15

Jim Osborne ()

Norm Schellenger ()

Charlotte

R32

6-0 6-4

 

1970-04-06

Luis Augusto Garcia ()

Jim Osborne ()

St. Petersburg

R16

6-4 7-5

 

1970-04-06

Jim Osborne ()

Roberto Marcher ()

St. Petersburg

R32

6-0 6-0

 

1970-03-29

Peter Curtis ()

Jim Osborne ()

San Juan

R64

4-6 6-1 6-3

 

1970-03-23

Juan Gisbert ()

Jim Osborne ()

Curacao

R16

5-7 9-7 6-4

 

1970-03-16

Brian Fairlie ()

Jim Osborne ()

Barranquilla

R32

6-3 6-3

 

1970-03-16

Jim Osborne ()

Enrique Quimbaya ()

Barranquilla

R64

6-0 6-1

 

1970-03-09

Jaime Fillol ()

Jim Osborne ()

Caracas

QF

7-5 4-6 6-3

 

1970-03-09

Jim Osborne ()

Peter Curtis ()

Caracas

R16

6-1 6-3

 

1970-03-09

Jim Osborne ()

Richard Russell ()

Caracas

R32

6-1 0-6 8-6

 

1970-03-02

Clark Graebner ()

Jim Osborne ()

Hampton

R32

6-1 12-10

 

1970-02-25

Zeljko Franulovic ()

Jim Osborne ()

Macon

R32

11-9 3-6 8-6

 

1970-02-15

Cliff Richey ()

Jim Osborne ()

Salisbury

QF

6-2 6-2

 

1970-02-15

Jim Osborne ()

Peter Curtis ()

Salisbury

R16

3-6 6-3 6-3

 

1970-02-15

Jim Osborne ()

Jan Kukal ()

Salisbury

R32

6-3 6-3

 

1970-02-15

Jim Osborne ()

Ian Crookenden ()

Salisbury

R64

W/O

 

1970-02-02

John Newcombe ()

Jim Osborne ()

Philadelphia WCT

R16

6-3 6-8 7-5

 

1970-02-02

Jim Osborne ()

Zeljko Franulovic ()

Philadelphia WCT

R32

6-8 8-6 8-6

 

1970-01-28

Stan Smith ()

Jim Osborne ()

Omaha

F

6-2 7-5 6-3

 

1970-01-28

Jim Osborne ()

Thomaz Koch ()

Omaha

SF

8-6 6-2

 

1970-01-28

Jim Osborne ()

Robert Lutz ()

Omaha

QF

6-1 6-2

 

1970-01-28

Jim Osborne ()

Manuel Santana ()

Omaha

R16

23-23 RET

 

1969-12-26

Cliff Richey ()

Jim Osborne ()

New Orleans

F

6-4 6-4 6-2

 

1969-12-26

Jim Osborne ()

Peter Curtis ()

New Orleans

SF

6-3 3-6 6-2

 

1969-12-26

Jim Osborne ()

Steve Faulk ()

New Orleans

QF

6-1 6-2

 

1969-10-06

Arthur Ashe ()

Jim Osborne ()

Las Vegas

R16

6-4 7-5

 

1969-10-06

Jim Osborne ()

Raymond Moore ()

Las Vegas

R32

6-0 6-3

 

1969-09-29

Thomaz Koch ()

Jim Osborne ()

Berkeley

R16

6-4 6-4

 

1969-09-29

Jim Osborne ()

Richard Hawkes ()

Berkeley

R32

6-0 6-3

 

1969-09-20

Richard Gonzalez ()

Jim Osborne ()

Los Angeles

SF

6-2 7-9 7-5

 

1969-09-20

Jim Osborne ()

Arthur Ashe ()

Los Angeles

QF

8-6 5-7 6-3

 

1969-09-20

Jim Osborne ()

Roy Barth ()

Los Angeles

R16

6-4 5-7 11-9

 

1969-09-20

Jim Osborne ()

Andres Gimeno ()

Los Angeles

R32

1-6 7-5 6-4

 

1969-09-20

Jim Osborne ()

Dick Dell ()

Los Angeles

R64

6-3 6-4

 

1969-08-27

Arthur Ashe ()

Jim Osborne ()

US Open

R32

5-7 6-4 6-4 6-2

 

1969-08-27

Jim Osborne ()

Premjit Lall ()

US Open

R64

4-6 6-3 6-4 7-5

 

1969-08-27

Jim Osborne ()

Peter Burwash ()

US Open

R128

6-2 6-2 6-2

 

1969-08-16

Roy Barth ()

Jim Osborne ()

Boston

R32

20-18 6-2

 

1969-08-16

Jim Osborne ()

Dick Crealy ()

Boston

R64

6-3 6-1

 

1969-08-16

Jim Osborne ()

Dave Harmon ()

Boston

R128

6-1 6-2

 

1969-08-11

Dick Crealy ()

Jim Osborne ()

Haverford

R32

6-2 6-4

 

1969-08-11

Jim Osborne ()

Humphrey Hose ()

Haverford

R64

6-4 4-6 8-6

 

1969-08-04

Robert Mckinley ()

Jim Osborne ()

Southampton

R64

6-4 6-4

 

1969-07-28

Arthur Ashe ()

Jim Osborne ()

South Orange

QF

6-4 6-4

 

1969-07-28

Jim Osborne ()

Jaime Pinto Bravo ()

South Orange

R16

8-6 6-4

 

1969-07-28

Jim Osborne ()

Franklin Robbins ()

South Orange

R32

7-5 9-7

 

1969-07-28

Jim Osborne ()

Jean Loup Rouyer ()

South Orange

R64

7-5 6-1

 

1969-07-21

Mike Belkin ()

Jim Osborne ()

Indianapolis

R16

7-5 6-4

 

1969-07-21

Jim Osborne ()

Bob Carmichael ()

Indianapolis

R32

6-3 10-8

 

1969-07-21

Jim Osborne ()

William Harris ()

Indianapolis

R64

6-3 6-4

 

1969-07-14

Zeljko Franulovic ()

Jim Osborne ()

Cincinnati

R16

6-3 7-5

 

1969-07-14

Jim Osborne ()

Bob Carmichael ()

Cincinnati

R32

7-5 7-5

 

1969-07-14

Jim Osborne ()

Jun Kuki ()

Cincinnati

R64

5-7 6-3 6-3

 

1969-07-14

Jim Osborne ()

Terry Bennett ()

Cincinnati

R128

6-8 6-4 6-4

 

1969-07-07

Ismail El Shafei ()

Jim Osborne ()

Washington

R16

6-4 6-4

 

1969-07-07

Jim Osborne ()

Patricio Cornejo ()

Washington

R32

6-4 6-2

 

1969-07-07

Jim Osborne ()

Don Candy ()

Washington

R64

6-3 6-1

 

1969-05-26

Alan Fox ()

Jim Osborne ()

Sacramento

QF

8-6 6-2

 

1969-05-26

Jim Osborne ()

Rich Anderson ()

Sacramento

R16

6-4 6-2

 

1969-04-14

Hans Joachim Ploetz ()

Jim Osborne ()

Houston

R32

6-3 6-1

 

1969-03-24

Tony Roche ()

Jim Osborne ()

New York

R16

6-3 6-3

 

1969-03-24

Jim Osborne ()

Pancho Segura ()

New York

R32

6-2 6-3

 

1969-02-17

Mark Cox ()

Jim Osborne ()

Macon

SF

9-7 1-6 6-3

 

1969-02-17

Jim Osborne ()

Pancho Guzman ()

Macon

QF

6-1 6-4

 

1969-02-17

Jim Osborne ()

Jan Kukal ()

Macon

R16

11-9 13-11

 

1969-02-17

Jim Osborne ()

Peter Curtis ()

Macon

R32

4-6 6-2 6-2

 

1969-02-10

Torben Ulrich ()

Jim Osborne ()

Salisbury

R16

6-2 6-3

 

1969-02-10

Jim Osborne ()

Richard Russell ()

Salisbury

R32

6-3 6-3

 

1968-12-09

Bill Bowrey ()

Jim Osborne ()

Brisbane

R16

9-7 6-3

 

1968-12-09

Jim Osborne ()

Ross Case ()

Brisbane

R32

6-3 6-2

 

1968-11-11

Bob Lutz ()

Jim Osborne ()

London 2

QF

6-2 3-6 8-6 12-10

 

1968-11-11

Jim Osborne ()

Onny Parun ()

London 2

R16

6-4 6-2 5-7 6-2

 

1968-11-11

Jim Osborne ()

Simon Partridge ()

London 2

R32

7-5 3-6 6-3 8-6

 

1968-10-02

Tom Leonard ()

Jim Osborne ()

La Jolla

R16

11-9 4-6 6-4

 

1968-10-02

Jim Osborne ()

Bill Yeomans ()

La Jolla

R32

6-2 9-7

 

1968-09-22

Stan Smith ()

Jim Osborne ()

Berkeley

QF

11-9 4-6 6-3

 

1968-09-22

Jim Osborne ()

Cliff Mayne ()

Berkeley

R16

7-5 6-4

 

1968-09-22

Jim Osborne ()

John Spiegel ()

Berkeley

R32

6-3 6-1

 

1968-09-22

Jim Osborne ()

Chris Chapin ()

Berkeley

R64

6-4 6-2

 

1968-09-22

Jim Osborne ()

Bob Alloo ()

Berkeley

R128

6-3 8-6

 

1968-09-14

Rod Laver ()

Jim Osborne ()

Los Angeles

R16

6-2 7-5

 

1968-09-14

Jim Osborne ()

Cliff Drysdale ()

Los Angeles

R32

6-4 7-9 6-4

 

1968-09-14

Jim Osborne ()

Bob Kreiss ()

Los Angeles

R64

3-6 6-3 6-4

 

1968-09-13

Clark Graebner ()

Jim Osborne ()

Las Vegas

R16

6-2 7-5

 

1968-08-29

Ron Holmberg ()

Jim Osborne ()

US Open

R64

11-9 7-5 11-9

 

1968-08-29

Jim Osborne ()

Barry Mackay ()

US Open

R128

8-6 4-6 7-5 6-3

 

1968-08-17

Peter Curtis ()

Jim Osborne ()

Boston 2

R128

8-6 6-2 3-6 4-6 13-11

 

1968-07-29

Clark Graebner ()

Jim Osborne ()

South Orange

SF

6-3 1-6 7-5

 

1968-07-29

Jim Osborne ()

Cliff Richey ()

South Orange

QF

6-1 6-4

 

1968-07-29

Jim Osborne ()

Stan Smith ()

South Orange

R16

6-3 6-4

 

1968-07-29

Jim Osborne ()

Richard Russell ()

South Orange

R32

8-6 6-4

 

1968-07-29

Jim Osborne ()

Stewart Richter ()

South Orange

R64

6-0 6-4

 

1968-07-22

Stan Smith ()

Jim Osborne ()

Haverford

R16

6-3 6-4

 

1968-07-22

Jim Osborne ()

Stanley Pasarell ()

Haverford

R32

9-7 6-3

 

1968-07-22

Jim Osborne ()

Steve Turner ()

Haverford

R64

6-2 6-4

 

1968-07-15

Charlie Pasarell ()

Jim Osborne ()

Milwaukee

QF

6-2 6-2 8-6

 

1968-07-15

Jim Osborne ()

Peter Van Lingen ()

Milwaukee

R16

6-4 6-4

 

1968-07-15

Jim Osborne ()

Danny Obryant ()

Milwaukee

R32

6-3 6-3

 

1968-07-15

Jim Osborne ()

Stanley Pasarell ()

Milwaukee

R64

4-6 6-2 6-0

 

1968-07-08

Bill Harris ()

Jim Osborne ()

Indianapolis

R32

7-5 7-5

 

1968-07-08

Jim Osborne ()

Larry Turville ()

Indianapolis

R64

6-4 0-6 6-2

 

1968-06-24

Tony Roche ()

Jim Osborne ()

Wimbledon

R64

6-4 6-0 6-2

 

1968-06-24

Jim Osborne ()

Michael Davies ()

Wimbledon

R128

4-6 7-9 10-8 6-1 6-3

 

1968-06-17

Andres Gimeno ()

Jim Osborne ()

London

R64

6-2 6-3

 

1968-06-10

Arthur Ashe ()

Jim Osborne ()

Bristol

QF

14-12 3-6 6-4

 

1968-06-10

Jim Osborne ()

Isao Watanabe ()

Bristol

R16

3-6 6-3 7-5

 

1968-06-10

Jim Osborne ()

John Gardner ()

Bristol

R32

6-2 7-5

 

1968-05-29

Arthur Ashe ()

Jim Osborne ()

Sacramento

QF

6-3 6-4

 

1968-05-29

Jim Osborne ()

Robyn Ray ()

Sacramento

R16

6-3 9-7

 

1968-05-29

Jim Osborne ()

Bob Murio ()

Sacramento

R32

6-3 6-3

 

1968-05-29

Jim Osborne ()

Bob Reynolds ()

Sacramento

R64

6-1 6-4

 

1968-05-06

Stan Smith ()

Jim Osborne ()

Los Angeles SoCal Chps

SF

11-9 13-11

 

1968-05-06

Jim Osborne ()

Joe Rush ()

Los Angeles SoCal Chps

QF

8-6 6-4

 

1968-05-06

Jim Osborne ()

Vladimir Petrovic ()

Los Angeles SoCal Chps

R16

6-2 6-2

 

1968-05-06

Jim Osborne ()

Peter Campbell ()

Los Angeles SoCal Chps

R32

11-9 6-4

 

1968-03-25

Roy Emerson ()

Jim Osborne ()

New York 1

R16

3-6 9-7 6-2

 

1968-03-25

Jim Osborne ()

Jan Kukal ()

New York 1

R32

6-4 6-3

 

1968-03-18

Marty Riessen ()

Jim Osborne ()

Curacao

R16

6-4 11-9

 

1968-03-18

Jim Osborne ()

Zeljko Franulovic ()

Curacao

R32

9-7 6-3

 

1968-03-11

Ray Ruffels ()

Jim Osborne ()

Caracas

R32

3-6 7-5 6-2

 

1968-03-04

Zeljko Franulovic ()

Jim Osborne ()

Barranquilla

R32

6-4 3-6 6-4

 

1968-02-26

Mark Cox ()

Jim Osborne ()

Kingston

QF

6-3 6-1

 

1968-02-26

Jim Osborne ()

Jan Kodes ()

Kingston

R16

3-6 6-4 7-5

 

1968-02-26

Jim Osborne ()

David Brandt ()

Kingston

R32

6-0 6-4

 

1968-02-20

Marty Riessen ()

Jim Osborne ()

Macon

R16

6-4 8-6

 

1968-02-20

Jim Osborne ()

Ingo Buding ()

Macon

R32

6-4 6-4

 

1968-02-12

Bob Lutz ()

Jim Osborne ()

Salisbury

R64

3-6 6-1 6-4