Free · Small Business Advisor

Plain-language guidance for building your business

Starting or running a small business comes with real complexity — legal, financial, regulatory. This free tool helps you understand your options, navigate requirements, and find the programs that can help.

Entity formation Licensing & compliance Contracts SBA programs Grants & loans

Free and independent. This tool is provided by Kittredge Advisors at no cost, with no commercial agenda. We don't sell products, take referral fees, or promote paid services. Guidance here is informational — consult an attorney or accountant for your specific situation.

Guidance built for small business owners

Whether you're thinking about starting a business, already operating one, or trying to figure out your next move — this tool gives you plain-language answers to the questions that come up along the way. No jargon, no sales pitch, no cost.

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Start a Business
Choose a business structure, register your entity, get licensed, and understand what you need to do first.
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Contracts & Compliance
Understand basic contracts, tax obligations, employment rules, and how to stay compliant as you grow.
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Funding & Grants
Find SBA loans, grants for small businesses, and programs designed for underserved entrepreneurs.
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Ask a Question
Describe your situation and get plain-language guidance on your specific question or decision.

New to this tool? Most people start with Start a Business if they're in early stages, or Ask a Question if they have a specific issue they're working through. There's no wrong place to begin.

Common questions we help with

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What business structure is right for me — LLC, sole proprietor, S-Corp?
The right structure depends on your risk, tax situation, and plans for the business. We walk through the tradeoffs in plain language.
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What licenses and permits do I need to operate legally?
Requirements vary by state, city, and industry. We help you identify the right starting point for your type of business.
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Can I get a grant or loan for my small business?
Yes — several SBA programs and grant sources exist specifically for small and micro-businesses. We help you understand which ones you might qualify for.
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What do I need to know about hiring my first employee?
Employment law, payroll taxes, workers' comp, and I-9 requirements — we break down what's required before you bring someone on.

From idea to open for business

Starting a business involves several distinct steps — and getting them in the right order matters. Here's how to think through the process, with tools to help at each stage.

ℹ️ Informational guidance only. This tool provides general educational information. Requirements vary by state, city, and industry. Consult a licensed attorney or accountant for advice specific to your situation.

Step-by-step: Starting your business

1
Choose your business structure
Sole proprietorship, LLC, S-Corporation, or C-Corporation — each has different implications for liability, taxes, and complexity. Most micro-businesses and solo operators start as a sole proprietor or single-member LLC. Use the Structure Comparison tool below to understand the differences.
2
Register your business name
If you're operating under a name other than your own legal name, you'll need to file a DBA ("doing business as") or fictitious name registration with your state or county. LLCs and corporations register their business name when they file formation documents.
3
File formation documents (if forming an LLC or corporation)
LLCs file Articles of Organization; corporations file Articles of Incorporation. These are filed with your state's Secretary of State office. Fees range from $50–$500 depending on the state. Many states allow online filing.
4
Get an EIN from the IRS
An Employer Identification Number (EIN) is a federal tax ID for your business — required for LLCs, corporations, and any business with employees. Sole proprietors can use their SSN, but an EIN is recommended. Apply free at irs.gov.
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Identify required licenses and permits
Most businesses need a general business license from their city or county. Many industries require additional state licenses (contractors, food service, healthcare, real estate, childcare, etc.). The SBA's Business License & Permit tool can help you identify what's required for your industry and location.
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Open a business bank account
Keeping business finances separate from personal finances is essential — for taxes, liability protection, and bookkeeping. You'll need your EIN and formation documents. Many banks offer free business checking accounts for small businesses.
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Set up basic bookkeeping
Track income and expenses from day one. Free or low-cost tools like Wave, QuickBooks Self-Employed, or even a simple spreadsheet work well for micro-businesses. Organized records make tax time manageable and help you understand your business's financial health.

Business Structure Comparison

Tell us about your situation and we'll explain which structure typically makes sense and why.

Protect your business and stay compliant

Contracts, tax obligations, and regulatory requirements aren't the most exciting part of running a business — but getting them wrong can be costly. Here's what you need to understand.

ℹ️ Informational guidance only. This tool provides general educational information about common legal and compliance topics. For contracts and legal matters specific to your situation, consult a licensed attorney.

Key compliance areas

Even simple businesses need written agreements. The most important for most small businesses:

  • Client/Service Agreement: Defines scope of work, payment terms, ownership of deliverables, and what happens if things go wrong. Essential for any service business.
  • Independent Contractor Agreement: If you hire freelancers or contractors (not employees), this clarifies the relationship and protects you from misclassification issues.
  • Non-Disclosure Agreement (NDA): Protects confidential information when sharing business ideas or working with vendors and partners.
  • Operating Agreement (LLCs): Even single-member LLCs should have one — it clarifies how decisions are made, how profits are distributed, and what happens if you close the business.

Free templates exist at SCORE.org and LegalZoom's free resources section. For significant contracts, have an attorney review before signing.

Your tax obligations depend on your business structure and whether you have employees. Key items:

  • Self-employment tax: Sole proprietors and single-member LLC owners pay self-employment tax (15.3%) on net business income, plus income tax. Quarterly estimated payments are required.
  • Quarterly estimated taxes: If you expect to owe $1,000+ in federal taxes, you must pay quarterly (due April, June, September, January). Missing these results in penalties.
  • State sales tax: If you sell physical goods (and some services), you likely need to collect and remit state sales tax. Rules vary significantly by state.
  • Payroll taxes: If you have employees, you must withhold income tax, Social Security, and Medicare — and pay the employer share. Use payroll software or a payroll service.
  • Business deductions: Home office, vehicle mileage, equipment, software, professional development, and health insurance premiums may all be deductible. Keep records.

Misclassifying workers is one of the most common — and costly — mistakes small businesses make. The IRS and state agencies use multiple tests to determine whether someone is an employee or contractor.

  • Employees: You control how and when they work. You withhold taxes. You may owe benefits, workers' comp, and unemployment insurance.
  • Contractors: They set their own hours, use their own tools, and work for multiple clients. You don't withhold taxes — you issue a 1099-NEC if you pay them $600+.
  • The risk: If you treat someone like an employee but classify them as a contractor, you may owe back taxes, penalties, and interest.

When in doubt, the IRS Form SS-8 can request a formal determination. A local SBDC advisor can also help you work through the analysis.

An LLC limits your personal liability — but it doesn't protect the business itself from losses. Common coverage types:

  • General Liability: Covers third-party injury, property damage, and advertising injury. Most landlords and clients require it.
  • Professional Liability (E&O): Covers claims of negligence or mistakes in services you provide. Essential for consultants, designers, accountants, and service professionals.
  • Business Owner's Policy (BOP): Bundles general liability and property insurance — often the most cost-effective option for small businesses.
  • Workers' Compensation: Required in most states if you have employees. Covers medical costs and lost wages for work-related injuries.

SCORE and your state's insurance commissioner website can point you to affordable options and coverage requirements for your industry.

If your business produces creative work, inventions, or a recognizable brand, IP protection may matter:

  • Trademark: Protects your business name, logo, or slogan. Register with the USPTO (about $250–$350 per class). State-level registration is cheaper but offers limited protection.
  • Copyright: Automatically protects original creative works (writing, designs, software code, photographs) when created. Registration with the Copyright Office strengthens your ability to enforce it.
  • Trade secret: Confidential business information (formulas, processes, customer lists) can be protected through NDAs and reasonable security measures — no registration required.
  • Patent: Protects inventions for 20 years. Expensive ($5,000–$15,000+) and requires a patent attorney. Most micro-businesses don't need one.

Finding money to start or grow your business

Financing options for small businesses have expanded significantly. From SBA loans to community grants to CDFIs, there are more options than most business owners realize — especially for underserved entrepreneurs.

ℹ️ Eligibility requirements change frequently. Use the resources below to check current program availability and apply directly through official sources.

Funding Match Guide

Tell us about your business and we'll point you toward the most likely funding options.

Key funding sources

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SBA 7(a) Loan Program
The SBA's most common loan program — up to $5 million for working capital, equipment, real estate, or business acquisition. Backed by the SBA, issued through approved lenders. Good credit and time in business typically required.
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SBA Microloan Program
Loans up to $50,000 for small businesses and non-profit childcare centers. Issued through SBA-approved nonprofit intermediaries, who often also provide technical assistance. Particularly accessible for newer businesses.
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Community Development Financial Institutions (CDFIs)
CDFIs are mission-driven lenders focused on underserved communities. They often offer smaller loans with more flexible requirements than traditional banks. Find CDFIs in your area at cdfifund.gov.
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SCORE Mentorship + Grant Connections
SCORE provides free mentorship from experienced business advisors and regularly publishes grant opportunities for small businesses. score.org — free, no sign-up required to browse resources.
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Grants for Underserved Entrepreneurs
Several programs target women-owned, minority-owned, and veteran-owned businesses: Amber Grant (women-owned, monthly), NASE Growth Grant, Veteran Business Fund, and state-specific programs. Grants.gov lists federal opportunities.
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Small Business Development Centers (SBDCs)
SBDCs offer free one-on-one business advising and can help you identify financing options specific to your state and industry. Find your local SBDC at americassbdc.org.

Get guidance on your specific situation

Describe what you're working through and we'll provide plain-language guidance. No question is too basic — most small business owners are figuring this out for the first time.

ℹ️ Not legal or financial advice. This tool provides general educational guidance. For decisions with significant legal or financial consequences, consult a licensed attorney, CPA, or SBDC advisor.

Ask your question

Choose a topic and describe your situation — the more specific you are, the more useful the guidance.

Free resources for going deeper

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SCORE — Free Mentorship
Match with a free mentor who has real business experience in your industry. Sessions by video, phone, or in person. score.org
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Small Business Development Centers (SBDCs)
Free one-on-one advising from trained business consultants. Over 1,000 locations across the U.S. americassbdc.org
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SBA.gov Learning Center
Free online courses on starting and managing a small business, from the U.S. Small Business Administration. sba.gov/learning-center
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Volunteer Lawyers for the Arts / Law Help
Many states have programs offering free or low-cost legal help for small businesses. Search "[your state] small business legal aid" to find local resources.