How do I know if I need permits for my rehab? 

Not bad, might have to do some more checking and get rid of the expensive estimating software we use.

I follow the 'can I for sure make 20k if my project takes 3 times longer than estimated (if neighbor calls permit office, this can happen) and costs 30% more'.

.- Insurance - With my flips I plan to do most the work myself and contract out any bigger jobs outside my abilities or that require a permit.

Access to marketing and other software.

So 1 guy is supposed to pull permits and the other guy pays within 7 days.  

I feel the need to upgrade and get serious about my software.

Unless you are a Licensed Real Estate Agent, you are the Tenant/Buyer and/or Optionee.If you plan on sub-letting the property, be sure your Lease Agreement allows you.If you plan on assigning your Option Interest, be sure the Option Agreement permits it.That's the simple answer

Is using this software as good as making a personal visit to the recorder's office to get property information?

You can do unlimited land contracts from investor to investor SO if you had a partner, you could sell to them on LC then do a subject to or a wrap if permitted under the contract, then sell to a third party.