Is it possible to play multiple career roles over the same time period, with one being primary and the others secondary?
(Note: This article addresses people wanting to move from an employee mindset to that of an owner.)
Probably the classic example of this is moonlighting - where an employee works at their side business on evenings and weekends.
This can be a tough but character-forming road to follow.
Another way is to declare independence from an employee mindset of trading hours for pay with one employer, and pursue both the growth of your own business while also offering contracting services to help maintain cash flow (and stay alive!).
The advantage of this latter option is that you are able to (partly) fund the marketing and sales tasks of your primary business with revenue from the consulting gigs.
This also helps position the consulting role as a support function for growing your dream business. Of course, it is important to avoid conflicts of interest and not, for example, work on your own business when billing consulting hours.
That type of multitasking can ruin a hard earned reputation very quickly.
Don’t go there!
Instead, rather than tearing your hair out because there aren’t enough hours in the day to perform both primary and secondary roles, start building a set of procedures and tasks that you can do the following with:
Give to someone else to do (contractor or intern).
Automate in software.
These procedures can be written or, better still, recorded as screen captures with you actually doing them on your computer or in front of a video camera.
The time taken in doing this is saved many times over when the contractor or intern (or even your employee, one day!) can refer to the task video, rather than interrupt you.
What you’ll end up with is a both a physical transition over time from one career to the other, and a mental transition from employee to owner.
The thing is, not everyone wants the responsibility of owning their career, and are happy to place their future in the hands of others.