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Chat with Chatto

Chat with Chatto

By: Chat with Chatto
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Chat with Chatto is the no-fluff playbook for small and mid-size landlords who are ready to solidify their retirement with some real estate assets. If you’re working a full-time job, building rentals will lock in your retirement, and this channel is built for you. Each episode gives you clear, step-by-step guidance on real situations: site visits, rent collection, tenant issues, maintenance, turnovers, and the systems that keep everything running smoothly. No theory, no hype, no “guru” talk, just experienced advice to help you protect your cash flow and ultimately your retirement.Chat with Chatto
Episodes
  • The Power of Being a Proactive Landlord 💪
    Feb 4 2026

    Being a proactive landlord makes a real difference.In this video, I share a real experience from one of my rental properties and why showing up, paying attention, and taking action matters. Small issues can turn into expensive problems if you ignore them. Staying involved helps protect your property, your tenants, and your cash flow.This is a reminder that good property management is not passive. The landlords who stay ahead of problems are the ones who avoid surprises, reduce risk, and run better rental businesses.If you own rental property or are getting into real estate investing, this mindset will save you time, money, and stress.

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    8 mins
  • Government Regulations For Landlords You Can Not Ignore (Local, State and Federal)
    Feb 3 2026

    Being a landlord isn’t just about collecting rent, it’s about knowing the rules.In this video, I break down why understanding local, state, and federal regulations is critical if you own rental property. After 25 years as a landlord and over a decade as a full-time real estate investor, I’ve learned that most landlord problems start with not knowing how local government rules actually work.We cover things like landlord licenses, certificates of occupancy, inspections, lead-based paint requirements, security deposit rules, renewals, and how different municipalities handle compliance. These rules can change block by block, and not knowing them can cost you money, create vacancies, or even put you in court.If you’re a landlord or real estate investor who wants to operate professionally, reduce liability, and avoid costly mistakes, this video will help you understand what to look for before putting a tenant in your property.Comment below and share any unusual or frustrating landlord rules you’ve dealt with in your area.

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    10 mins
  • 7 Landlord Lessons I Learned The Hard Way
    Feb 2 2026

    Being a landlord isn’t hard — until you make the same mistakes I did.In this video, I break down the 7 biggest property management mistakes I’ve made over 25 years as a landlord. These are real situations that cost me time, money, and more than a few headaches — from being “too nice” with tenants, to not verifying local regulations, mishandling work orders, underestimating renovations, lacking reserves, renting to friends, and poor organization.If you own rental property or are getting into real estate investing, these lessons can save you thousands of dollars and help you avoid unnecessary legal, financial, and operational problems.This is real-world landlord experience — no theory, no fluff.If you want more real estate content focused on rentals, property management, and investor mistakes to avoid, make sure to subscribe.Drop a comment and share a mistake you’ve learned from as a landlord.

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    16 mins
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