Your question is quite broad and would require extensive research to give a complete and accurate answer, as there are numerous sports disciplines, each with their own coaching lineage. However, I can mention a few well-known examples from popular sports like football, basketball, and baseball.
1. Football: The Shanahan family is an obvious example. Mike Shanahan, a prominent NFL coach, had a successful career coaching teams such as Denver Broncos, leading them to two Super Bowl victories. His son, Kyle Shanahan, is the current head coach of the San Francisco 49ers and has led the team to a Super Bowl appearance.
2. Basketball: In the NBA, there's a well-known case of the father-son coach duo, the Van Gundys. Bill Van Gundy had a successful career coaching college basketball, and both his sons, Jeff and Stan, have had successful careers as NBA coaches. Jeff Van Gundy has notably coached the New York Knicks and Houston Rockets, while Stan Van Gundy has led the Miami Heat, Orlando Magic, Detroit Pistons, and New Orleans Pelicans.
3. Baseball: In Major League Baseball, Bob Boone had a great career as a player and later as a coach and manager. His son, Aaron Boone, is currently the manager of the New York Yankees, having led them to the playoffs multiple times.
These are just a few examples, and a more comprehensive list would need an intense analysis across sports, geographies, and generations. Factors such as differences in eras, variances in sport rules, and evolution of tactics and strategies over time might also need consideration when comparing the careers of coaches across generations.