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  • Pet sitter reviewing LLC vs sole proprietorship paperwork at a desk
    Playbook

    LLC vs. Sole Proprietorship for Pet Sitters: Which Should You Choose?

    August 31, 2026September 7, 2026

    Every pet sitting business eventually has to answer a question that feels bigger than it should: do you keep operating as a sole proprietor, or do you form an LLC? The internet is full of generic small-business advice on this topic, but pet sitting has a few specific wrinkles — in-home access to clients’ houses,…

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  • Small business owner signing LLC formation documents
    Playbook

    Do You Need an LLC for Pet Sitting?

    August 29, 2026September 7, 2026

    If you’re researching need an LLC for pet sitting, here’s what actually matters. Short answer: not on day one, but probably yes once you’re operating for real. Here’s the actual decision framework, not just “talk to a lawyer” (though you should eventually). Skip the LLC If… You’re testing the idea with a few clients from…

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  • Pet business owner filling out EIN tax paperwork
    Playbook

    How to Get an EIN for Your Pet Business (Step by Step)

    August 28, 2026September 7, 2026

    If you’re researching EIN for pet business, here’s what actually matters. Getting an EIN (Employer Identification Number) is one of the easiest parts of starting a pet sitting business, and one of the most skipped. Here’s exactly how to do it. Why You Need One An EIN is free, and it’s what lets you open…

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  • Insurance agent discussing general liability and bonding with a small business owner
    Playbook

    General Liability vs. Bonding: What Pet Sitters Actually Need

    August 28, 2026September 7, 2026

    If you’re researching general liability bonding pet sitters, here’s what actually matters. “Are you insured?” is one of the first questions a prospective client asks a new pet sitter — and it should be. Here’s what general liability and bonding actually mean, and how to tell if a policy is actually built for pet care….

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  • Pet sitter calculating pricing, taxes, and profit with a calculator and receipts
    Playbook

    The Pet Sitter’s Guide to Pricing, Taxes, and Profit

    August 28, 2026September 20, 2026

    If you’re researching pet sitting business pricing taxes profit, here’s what actually matters. Pricing, taxes, and profit are the three financial decisions that determine whether your pet sitting business survives its first year. Get these right early and they run on autopilot. Get them wrong and you find out at tax time, or worse, when…

    Read More The Pet Sitter’s Guide to Pricing, Taxes, and ProfitContinue

  • Why You Need a P&L (Even With One Client) — Free START Checklist, Pricing & Money stage, PetBizOwner
    Playbook

    Why You Need a P&L (Even With One Client)

    August 26, 2026August 31, 2026

    If you’re researching pet sitting profit and loss statement, here’s what actually matters. “I only have one client, why would I need a profit and loss statement?” Because the habit is what matters, not the complexity of what you’re tracking yet. Revenue Isn’t Profit Even with a single client, you have real costs: mileage to…

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  • How to Set Your Pet Sitting Rates (Without Guessing) — Free START Checklist, Pricing & Money stage, PetBizOwner
    Playbook

    How to Set Your Pet Sitting Rates (Without Guessing)

    August 26, 2026September 20, 2026

    If you’re researching set pet sitting rates, here’s what actually matters. The single biggest pricing mistake new pet sitters make is asking “what does everyone else charge?” instead of “what do I need to charge?” Here’s the actual math. Start With Your Target Income Pick a realistic annual take-home number. Divide by 12 for a…

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  • Getting Field-Ready: Phone, GPS, First Aid, and Supplies — Free START Checklist, Field Setup stage, PetBizOwner
    Playbook

    Getting Field-Ready: Phone, GPS, First Aid, and Supplies for New Pet Sitters

    August 26, 2026September 20, 2026

    If you’re researching pet sitting field setup checklist, here’s what actually matters. Before your first booking, there are three practical things to have in place: a phone and GPS setup that actually protects you, a real pet first-aid kit, and the general supplies you’ll reach for on every visit. None of it is expensive. All…

    Read More Getting Field-Ready: Phone, GPS, First Aid, and Supplies for New Pet SittersContinue

  • Quarterly Estimated Taxes for Pet Sitters: A Simple System — Free START Checklist, Pricing & Money stage, PetBizOwner
    Playbook

    Quarterly Estimated Taxes for Pet Sitters: A Simple System

    August 25, 2026September 20, 2026

    If you’re researching quarterly estimated taxes pet sitters, here’s what actually matters. Quarterly estimated taxes catch more new pet sitters off guard than almost anything else in year one. Here’s a system that removes the guesswork. Why Quarterly, Not Annual The IRS expects self-employed income to be taxed as it’s earned, not in one lump…

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  • The Scheduling App Setup Every New Pet Sitter Needs — Free START Checklist, Field Setup stage, PetBizOwner
    Playbook

    The Scheduling App Setup Every New Pet Sitter Needs

    August 24, 2026August 31, 2026

    If you’re researching pet sitting scheduling app setup, here’s what actually matters. GPS-verified visit logging isn’t about surveillance — it’s protection for you. Here’s how to set it up before your first booking. Why This Matters If a client ever asks “did you actually show up Tuesday?” — and eventually, someone will — a scheduling…

    Read More The Scheduling App Setup Every New Pet Sitter NeedsContinue

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