If the tenant does not live up to their end of the agreement, for example, their job to do landscape work, let them know you will have it done professionally, and add the bill onto their regular rent as 'added rent' (another term that should be in your lease.)5. 

Landscaping, utilities, wifi, etc would still be the responsibility of the owner.

Probably will have to cover snowplowing, landscaping, maybe garbage (my town requires me to cover it if it's over 4 units).

This happened to me several years ago in mid job with my landscaper of 20 years.  

Landscaping, Added a kitchen downstairs and furnished it.

For example, some formulas may consider snow removal and landscaping as "maintenance" and use a higher % of gross income as maintenance, while others may break them out separately.If these properties don't cash flow they won't get commercial financing.  

Surprisingly the property is in pretty good shape; he has landscapers come monthly, all new windows put in a few years ago; new chimney, etc. lots of cosmetic updates need to be done, but overall it's in a great location.

Sure, Luke W. here are the details:B+ area (C property.... because it needs a lot of TLC, not because of previous tenants)9 UnitsPurchase price - $373,450Estimated Rental Income - $9625 per month (all units are vacant now for the remodel)Maintenance - 15%Property Management - 7%Insurance - $6500 per yearUtilities - $200 per month (light pole, irrigation)Landscaping - $250 per monthOngoing capital expense - 10%Taxes - 2.19%Estimated Vacancy - 5% (after 6 months)Estimated Rehab Cost - $125,000Estimated Time for Rehab and Filling Vacancies - 3-6 months

I also include legal/accounting fees and landscaping, unless your property manager is responsible for those items.

I'd reach out to some local contractors that do landscaping and concrete work so you can get it all done in one job.