Would you leave a decent paying sales job in Tampa Florida to relocate to a bigger city, like Chicago, Illionis? If so, why, If not why?

I’m 28 years of age, newly married and my wife are considering relocating to another state and starting over.

Our employment situation:
I currently am employed by a company selling products and services I am passionate about, I make a decent income (well above the state average), my wife currently is unemployed and has found it difficult to land a job outside of working in a retail store.

I’m not sure if leaving my current high paying job and starting over is the right decision? Or maybe it is the right decision if we think more long term. What about if or when we have children.. Is Tampa the place to raise a family, or is a bigger city better? (thinking about education, culture, diversity)

This is where I need your input.

What has triggered this discussion is like the rest of corporate America my employer is starting lose the small business mentality and has shifted its focus less on taking care of employees, clients and more on company profits. Plus as stated above my wife who holds a Bachelors Degree in Sociology and is working on her masters has found it difficult to find employment.

We started thinking about what Tampa and Florida in general has to offer for our future, outside of my current high paying job. Perhaps we should go to a larger city to experience the urban life we both desire and maybe find employment with a company or a variety of companies that could afford us different opportunities not found in Tampa.

So I’ve decided that if I’m going to eventually make a move might as well do it on terms I set rather than waiting for it to be too late or rooting myself further in a career where I have been told that I’ve basically hit a “glass ceiling” and there is no more room for income growth..

So if I’m only staying in Tampa because of a job and that job promises not much more in the way of income growth.. should someone like myself take the risk of relocating to a bigger city, starting from scratch, probably making less.. but gaining more experience? We currently have a hefty savings and could live off that for 12 months if/when we relocate.

We are strongly considering Chicago Illinois or Seattle Washington.. Please share you thoughts and considerations!

Thanks in advance for your time.