VCs and investors like to see entrepreneurs with a great track record. It makes them more likely to invest in you versus somebody with no track record. These are:
1. Number of businesses started, and even better a number of wins (versus losses).
2. Ever increasing amount of money raised in subsequent ventures.
3. Great references, other entrepreneurs who love you, as well as investors.
4. You and your team have worked together in the past and thus, have shown the ability to have a successful working relationship.
It really makes you think about your own brand and how people have felt about working with you. I have met people with little or no brand and they are having a dog of a time finding funding in a time when it seems like money is flowing again. And I have met people with incredible brands who get money or are called back for subsequent meetings.