Because we needed more time to gather quotes for the work that needed to be done by contractors we trusted, we extended the deadlines in the Property Inspections Notice (PIN) on multiple occasions so we had enough time to better understand the issues and also protect the buyer's deposit.I'd get a few good contractors on hand, have them give estimates (see if they can even do it using the inspection report if visiting the property isn't possible) and have the seller compensate you an amount that you think is fair (it may not cover everything, but is it enough to still make the deal work?)

IN that case, you both should be in LLC to protect each other. 

They undergo regular training and stay updated with industry trends, laws, and best practices, ensuring high-quality service.Access to ResourcesNARPM provides its members with educational programs, legal updates, and networking opportunities, enabling property managers to handle any situation effectively and offer informed advice.Efficient Tenant ManagementNARPM property managers excel in tenant relations, from screening and lease agreements to conflict resolution and evictions, ensuring stable rental income and minimized vacancies.Legal ComplianceNARPM property managers are knowledgeable about landlord-tenant laws and regulations, ensuring compliance and protecting you from legal issues.Maintenance and RepairsNARPM managers have reliable contractor relationships, ensuring timely and cost-effective maintenance and repairs, along with regular property inspections.Time and Stress ManagementBy hiring a NARPM member, you delegate daily management tasks to a professional, saving time and reducing stress.Financial ManagementNARPM property managers handle rent collection, accounting, and financial reporting, providing detailed and accurate financial statements for informed decision-making.Marketing and Leasing ExpertiseNARPM managers use proven marketing techniques and platforms to attract and retain tenants, ensuring quick rentals at optimal rates.ConclusionChoosing a property manager is crucial for any landlord.

@John Underwood @Jon Crosby@Jon LatorreWondering, how do you protect yourself...do you have an LLC?

https://www.biggerpockets.com/filesI have uploaded my own spreadsheet file to my BP Fileplace which has an analyzer and estimator tool if you want to check it out:https://www.biggerpockets.com/files/user/drobertson/file/house-flipping-spreadsheet-6-lite Can you provide the protected password?

I work at a CPA firm servicing SEC clients all day every day and this is a huge area we look at, protecting the consumer/investors from fraud/shady dealings by Management as there are so many ways that they can hide stuff from you. 

The contingency is set up to protect you.

Getting the proper permits is the only way to protect yourself and your asset long term.

What measures would I take and how would I protect myself from this happening?

An exercise for you is to change this phrase "...knowing that my real concern is their inability to pay the rent due to maternity leave" and substitute "maternity leave" with "being X" where X is another protected class based on race, gender, ethnicity, etc.