Hello,
Seeking recommendations for a digital program to get multiple
signatures on a lease. It should be secure.  I contacted docusign and they are $300/yr. Wondering if there's something cheaper but good!
Thanks...

You can use software like propstream or something similar to pull lists of all 2-4 unit properties in your target areas.

Early investments into your business will include marketing, software, MLS dues, education/coaching/mentorship, gas/mileage/travel, taking potential clients out for lunch/coffee, etc.When you're not working at your PT job, focus your time an attention on the following:- everything @Dallas Sauer & @Hayden McDougal mentioned- Having conversations with 5-10 people everyday.

Try this:  Monaeo Personal Software for Tax Residence Audits

I have not been able to find any software or websites that allow skip tracing in Canada.

Have you done any research on short-term rentals in general, the Houston market specifically, the software tools being used in the STR industry, the market data and research info available? 

Buy or inherit and hold all their lives while working the properties for income.I've seen teachers, firemen, software engineers and all sorts of people utilize both strategies successfully.

If you intend to expand to multiple property ownership, or if you do or intend to have other assets you wouldn’t want to jeopardize by real property ownership liability; then spending $350 - $550 to set up an LLC, and $125 for tax software to fie taxes, and 3 minutes to go online once a year to file a one half page information report, seems like a small price to pay for the protection, peace of mind, possible retirement plan benefits provided.   

Then you've got the license fee ($200ish), joining a local Realtor association (~$150) and national realtor association if required by your local board (another $150), the local MLS access fees ($300), e-contract software ($80/mo), E&O insurance (maybe $100/mo).

Does anyone have any recs for a management software for STR’s?