Would that make this a reasonable buy and hold? 

If the numbers work, buy a place. 

You don't need a reason, though it sounds like you have plenty.Do yourself a favor: buy "Every Landlord's Legal Guide" by NOLO.

I have 15- 20k and want to buy. 

Here's a list of tasks where ChatGPT can be particularly beneficial:Initial Client Interactions: Use ChatGPT as the first point of contact on websites to answer basic client queries and gather preliminary information.Property Information: Automate responses to common questions about property listings, such as square footage, amenities, and nearby attractions.Appointment Scheduling: ChatGPT can help schedule property viewings or meetings based on the broker's availability.Market Updates: ChatGPT can be programmed to provide recent market statistics, price trends, or news to clients on demand.FAQs: Handle frequently asked questions about the property buying/selling process, brokerage fees, or other standard real estate queries.Document Explanation: Brief explanations of common real estate documents, terms, and jargons, ensuring clients have preliminary understanding before detailed discussions.Lead Qualification: By asking potential clients a series of questions, ChatGPT can help in initial lead qualification, filtering out those who aren't serious or ready to move forward.Feedback Collection: After a property tour or meeting, ChatGPT can gather feedback, which helps in improving services or adjusting property prices.Recommendations: Based on client preferences, ChatGPT can suggest properties from the broker's listings.Follow-ups: Automated reminders or check-ins with potential clients to maintain engagement.Education: Offer brief tutorials or explanations about real estate concepts, market trends, or investment advice.Localization: Provide information about neighborhoods, schools, and local amenities to clients interested in specific areas.Transaction Updates: Keep clients informed about the status of their property transaction, from initial offer to closing.Referrals: Encourage satisfied clients to refer friends and family by sending automated referral requests or reminders.Networking: Introduce and maintain relationships with other brokers, agents, or relevant professionals in an automated yet personable manner.Maintenance Reminders: For brokers also involved in property management, ChatGPT can remind tenants of maintenance schedules or gather feedback post-maintenance.Reviews & Testimonials: Automate the process of collecting reviews and testimonials from satisfied clients for promotional use.Mortgage & Financing Info: Provide preliminary information on mortgage rates, lending institutions, or financing options available.Training: New agents in the brokerage can use ChatGPT for training purposes, asking questions about company policies, sales techniques, or market nuances.Market Analysis Reports: While detailed analysis might require specialized tools, ChatGPT can give general market outlooks based on data provided to it.By leveraging ChatGPT in these areas, brokers can increase efficiency, enhance client engagement, and free up time to focus on relationship-building and closing deals.

At what point do I reach out to the homeowner regarding buying the property?

I'm a newbie real estate investor and I'm in contract of buying my first rental property.

I grew up in the town I buy my property in.

It took about 2 years and I built a thriving STR business as well as buying and selling houses. 

Use cash and think if you really need it before buying something.