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Bootstrap Your Business

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Learn to Bootstrap a New Business (from Scratch!)
Keep your hard-earned money - you don't need to hire an expensive service provider to start a business. Do it yourself for FREE!
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Andi O.
2
📕 "Drive: The Surprising Truth About What Motivates Us" by Daniel H. Pink (Sunday Book Review)
SBR #7: Why autonomy, mastery, and purpose matter more than money.
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Andi O.
Contract Red Flags & Negotiation Tactics (Mini-Series, Part 5 of 5)
Post #60: Don’t get steamrolled—recognize risky clauses and get the terms you need.
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Andi O.
Contract Management: 9 Tips to Avoid Legal Chaos (Mini-Series, Part 4 of 5)
Post #59: What to do with your contracts after you get signatures.
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Andi O.
2
Contracts: 15 Legal Clauses You Should Know About (Mini-Series, Part 3 of 5)
Post #58: Understand legalese in common agreements for better understanding.
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Andi O.
2

👢 Getting Started (Business Registration)

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Real Estate: S-Corp or LLC for Holding Companies?
Post #53: Maybe - but it depends on your real estate business goals.
14 Reasons an S-Corp is the Best Structure for Your Small Business
Post #52: Keep more of your hard-earned money.
Is Your Business a 'Real' Business... or Just a Hobby?
Post #47: Checklist these IRS rules to avoid an audit.
Why Every Independent Contractor Should Set Up an LLC (and Consider S-Corp Status)
Post #46: Protect personal assets, reduce tax burden, and set yourself up for success.
12-Steps to Make Your Portfolio Business a Real Business (LLC or S-Corp)
Post #45: Don't just report your income on your 1040 (USA).
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Andi O.
When to Upgrade Your LLC to an S-Corp (and Why It Matters)
Post #17: Save money and boost your business credibility by electing for S-Corp status with the IRS.
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Andi O.
When to Convert your Sole Proprietorship Business to an LLC (Limited Liability Company)
Post #16: Limit your liabilities, protect your social security number, and enjoy the benefits of operating a Limited Liability Company.
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Andi O.
Get an EIN from the IRS for Your Small Business
Post #15: An Employer Identification Number (EIN) is like a Social Security Number for your business.
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Andi O.

👢 Operations & Management

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Handling Growing Pains as a Solo Entrepreneur
Post #50: Set yourself up for sustainable growth and long-term success.
[Guest Post] I Analyzed 17 Small Businesses (86% Made These Privacy Mistakes)
GP #1: A simple list of don'ts to keep your business and reputation secure.
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Andi O.
 and 
Jason Rowe
Conquer Document Chaos With This Digital Storage Hierarchy
Post #40: Don't struggle with clutter - get your files organized with this comprehensive hierarchy for storing all of your digital documents.
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Andi O.
2
Digital Storage for Receipts: Easy Ways to Declutter, Get Organized, & Be Ready
Post #36: Freelancers & solopreneurs should save all digital and paper receipts with an easy and fast digital storage solution.
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Andi O.
7
Boot the Shoebox: An Easy Method to Save & Store Paper Receipts
Post #35: Save your receipts! Why you should ditch the shoebox - and how to do it.
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Andi O.
5
How Long Should I Keep Records for My Small Business?
Post #34: When you work for yourself (as a freelancer, solopreneur, or entrepreneur), retaining important documents and records is a must.
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Andi O.
Do You Really Need Business Insurance? Here’s What Every Entrepreneur Should Know
Post #24: Even freelancers and solopreneurs should have business insurance to protect assets and livelihood from financial loss.
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Andi O.
2
Small Business Licensing, Permits, and Regulations: What You Need to Know
Post #23: As an aspiring or new business owner, be sure to get the licenses or permits needed to operate legally in your county or city.
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Andi O.

👢 Money Management

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Get Paid On Time: The Freelancer’s Guide to Securing Income
Post #55: These 5 top tips will help you get paid.
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Andi O.
Entrepreneurs: Don't Forget to Pay Yourself (but Not 100%)
Post #51: Reduce your tax bill with a simple payroll calculation.
Income and Expenses: a Simple Tracking System for Your Small Business
Post #42: You don’t need an accounting degree or expensive software to be effective with managing money for your business.
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Andi O.
2
Invoicing Your Clients and Customers: A Guide for the Self-Employed
Post #41: Eliminate the awkwardness around asking for money by sending invoices and get paid for your work.
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Andi O.
📝 Expense Report: Create a Document to Pay Yourself Back for Business Expenses
Post #39: Use this simple document to itemize and reimburse yourself (or your staff) for business expenses paid out-of-pocket.
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Andi O.
Expense Reports & Reimbursement: Pay Yourself Back for Business-Related Expenses
Post #38: As a small business owner or freelancer, your business can pay you back for buying things that are business-related.
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Andi O.
2
📝 Bill of Sale: 7 Reasons to Create Your Own Receipt (Buying or Selling)
Post #37: If you need a proof of purchase (or sale) for a business-related expense, you can make your own receipt.
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Andi O.
2
Digital Storage for Receipts: Easy Ways to Declutter, Get Organized, & Be Ready
Post #36: Freelancers & solopreneurs should save all digital and paper receipts with an easy and fast digital storage solution.
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Andi O.
7

👢 Expenses, Taxes & the IRS

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Independent Contractor vs. Employee: Understanding the Differences
Post #48: A handy guide to help you make the big leap.
Tax Scams: Protect Your Business and Yourself from Becoming a Victim
Learn about the IRS's "Dirty Dozen" Tax Scams.
 • 
Andi O.
📝 Expense Report: Create a Document to Pay Yourself Back for Business Expenses
Post #39: Use this simple document to itemize and reimburse yourself (or your staff) for business expenses paid out-of-pocket.
 • 
Andi O.
Expense Reports & Reimbursement: Pay Yourself Back for Business-Related Expenses
Post #38: As a small business owner or freelancer, your business can pay you back for buying things that are business-related.
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Andi O.
2
Property Taxes: a Home Office Expense that You Can Deduct from Your Taxes
Post #33: Freelancers, solopreneurs, and entrepreneurs - if you work from home, you may be able to deduct this home office expense to save on your tax…
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Andi O.
Claiming Business Furniture and Equipment as Home Office Expenses
Post #32: When you are self-employed, don't forget to deduct the cost of furniture and equipment that you use in your home-based business.
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Andi O.
Understanding Depreciation and How to Calculate it for Your Home Office Deductions
Post #31: Depreciation of your home can be a difficult concept that most business owners and freelancers overlook as part of the Home Office Deduction.
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Andi O.
2
Deducting Home Repair and Maintenance Expenses from Your Business Income Taxes
Post #30: Did you know that home repairs and maintenance may be eligible for the home office deduction on your self-employed income taxes?
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Andi O.
7

👢 Legal Contracts, Agreements, & Risk

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Contract Red Flags & Negotiation Tactics (Mini-Series, Part 5 of 5)
Post #60: Don’t get steamrolled—recognize risky clauses and get the terms you need.
 • 
Andi O.
Contract Management: 9 Tips to Avoid Legal Chaos (Mini-Series, Part 4 of 5)
Post #59: What to do with your contracts after you get signatures.
 • 
Andi O.
2
Contracts: 15 Legal Clauses You Should Know About (Mini-Series, Part 3 of 5)
Post #58: Understand legalese in common agreements for better understanding.
 • 
Andi O.
2
12 Most Common Contract Types for Small Businesses (Mini-Series, Part 2 of 5)
Post #57: Make sure you have the right agreement for your needs.
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Andi O.
Contracts for Small Businesses: Getting Started (Mini-Series, Part 1 of 5)
Post #56: Don't get caught skinny-dipping when the tide goes out.
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Andi O.
🚀 Launching a New Mini-Series on Monday! 🚀
Contracts 101 for Small Business Owners (everything you need to know)
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Andi O.
Legal Disputes: Arbitration and Mediation Clauses Can Save Your A$$
Post #54: Avoid going to court for minor disputes with these dispute resolution methods.

👢 Book Review

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📕 "Drive: The Surprising Truth About What Motivates Us" by Daniel H. Pink (Sunday Book Review)
SBR #7: Why autonomy, mastery, and purpose matter more than money.
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Andi O.
📕 "Mindset: The New Psychology of Success" by Carol S. Dweck (Sunday Book Review)
SBR #6: How a fixed vs. growth mindset influences every aspect of our lives.
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Andi O.
📕 "The Psychology of Money: Timeless Lessons on Wealth, Greed, and Happiness" by Morgan Housel (Sunday Book Review)
SBR #5: Wealth-building is about behavior, mindset, and emotions.
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Andi O.
📕 "Quiet: The Power of Introverts in a World That Can't Stop Talking" by Susan Cain (Sunday Book Review)
SBR #4: Extroversion is overrated.
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Andi O.
📕 "The Art of Work: A Proven Path to Discovering What You Were Meant to Do" by Jeff Goins (Sunday Book Review)
SBR #3: Find your calling and turn it into meaningful work
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Andi O.
📕 "Eat That Frog: 21 Great Ways to Stop Procrastinating and Get More Done in Less Time" by Brian Tracy (Sunday Book Review)
SBR #2: Conquer procrastination and get more done by starting with the most important tasks first using this super easy method.
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Andi O.
3
Bootstrap Your Business
Bootstrap Your Business
Bootstrap Your Business is a resource for new or aspiring business owners and freelancers who want to bootstrap their own small business. Save money with DIY tips and tools, and tons of guidance on how to start!
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