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Good luck with this. 6 months is a lot of pressure, let alone 3 with the headstart. Doing this purely with SEO is going to be tough, simply due to "age" being such a factor in the algorithm. Especially if you pursue something like the Avalanche method and go for very low volume keywords and you're also compounding the issue by outsourcing.
To give you an idea, I've been doing this for over 15 years, and 10 years full time for myself. I have access to connections, people, and networks others don't have. My most recent project is about 14 months old, I started on an aged and linked domain, and outsourced a lot of content (~150 posts live now). I've just hit $2,000 revenue per month on this project and am only now about to start taking any profit (maybe not since I'm now investing in link work).
I'm just saying this to keep your expectations reality based (not that they aren't). Some people get it done faster, some get it done slower. The faster ones tank and lose it all, the slow guys can end up making millions, etc. Mix and match. You won't know where you fall in all this yet. If SEO is a part of your plan, then for sure start now and go hard, but you also may not make it to the finish line on time. And if you sell the project you build, you're back at square one wondering about cash flow again.
I think if I was in your shoes, I'd continue seeking a new job simply to not have the stress on my back as the main motivator (because that makes it hard to focus and be efficient) and secondly because you'll have access to cash flow which will let you outsource and grow a lot faster.
The contradictory nature of all of this is that you may actually find your freedom faster by having a day job so you'll have capital to deploy.
Best of luck. We're all here to support you.
To give you an idea, I've been doing this for over 15 years, and 10 years full time for myself. I have access to connections, people, and networks others don't have. My most recent project is about 14 months old, I started on an aged and linked domain, and outsourced a lot of content (~150 posts live now). I've just hit $2,000 revenue per month on this project and am only now about to start taking any profit (maybe not since I'm now investing in link work).
I'm just saying this to keep your expectations reality based (not that they aren't). Some people get it done faster, some get it done slower. The faster ones tank and lose it all, the slow guys can end up making millions, etc. Mix and match. You won't know where you fall in all this yet. If SEO is a part of your plan, then for sure start now and go hard, but you also may not make it to the finish line on time. And if you sell the project you build, you're back at square one wondering about cash flow again.
I think if I was in your shoes, I'd continue seeking a new job simply to not have the stress on my back as the main motivator (because that makes it hard to focus and be efficient) and secondly because you'll have access to cash flow which will let you outsource and grow a lot faster.
The contradictory nature of all of this is that you may actually find your freedom faster by having a day job so you'll have capital to deploy.
Best of luck. We're all here to support you.