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Ans: Hello Anonymous, As far as possible avoid doing business with family - enough examples in the history to showcase that it compromises relationships amongst family members. That said - you could consider the following :

1. Crystal clear roles and responsibilities
2. If you are buying or selling, make sure its done like business ! Not like a family dinner conversation.
3. Set expectations very early and very clearly from each other. Better to be clear than to be in doubt !
4. Money matters to be transparently discussed

Ans: If you have the clarity about what you want to do - that's a start. Note down what your choices are - reflect on whether you have the courage to make the choice and finally if you are ready to face consequence of your choice. 4Cs - Clarity, Choice, Courage and Consequence. If you do decide to startup - do ensure to build a solid team of co-founders, especially a mix of experienced as well as younger folks, do consider putting in seed capital to start the business yourself. Once your product is ready, you can go looking for investors - I must add, investors are very selective about the bets that they are taking these days, so chose a space which is uncluttered ! All the best !

Ans: Hello Anonymous - excellent question ! This is a because historically, the nation has laid a lot of focus on economy growth via business, corporates and off late - startups. It requires grass root level change in the way we perceive the later, which, unfortunately are classified as hobbies alone. If you're looking at a shorter answer which is the real truth - its the money !

Ans: Hello Anonymous, given the nature of the hustle and commitment required to build a startup - my suggestion would always be to be binary about this decision, i.e. - Choose 1 of them. You cant do both - you wont do justice to either, obviously you do see exceptions but in a small %. All the best !