Financial Health Checklist for Small Business Owners
Keeping your company up and running is more than a full-time job, so it’s easy to overlook some key steps toward keeping your company – and yourself – financially healthy. Here’s a rundown of items to keep a close eye on.
If you’re a small-business owner, you know that the daily decisions you make impact your bottom line. Are you exercising the same care for your finances that you apply to the services you offer your clients?
The following is a checklist you can use to evaluate your financial health as a small-business owner.
Are You Focusing on the Big Picture?
There are many pieces to a small-business owner’s total financial picture. Your financial plan, budget and investments are three critical components to keep in mind no matter how busy daily operations become.
From just $107.88 $24.99 for Kiplinger Personal Finance
Become a smarter, better informed investor. Subscribe from just $107.88 $24.99, plus get up to 4 Special Issues
Sign up for Kiplinger’s Free Newsletters
Profit and prosper with the best of expert advice on investing, taxes, retirement, personal finance and more - straight to your e-mail.
Profit and prosper with the best of expert advice - straight to your e-mail.
1. Financial Planning
Taxes can be one of the most significant expenses for business owners. In order to identify and follow the most appropriate tax-planning strategies, small-business owners need to be clear about both their business goals and personal financial goals.
Do you:
- Maintain a prioritized list of business and personal financial goals and refer to it when you need to make new decisions?
- Have a small-business structure that offers you the most appropriate legal protections and benefits?
- Reduce or defer taxes and maximize available deductions and credits? This may include timing income and expenses, using charitable gifting and saving for retirement using accounts such as an individual or solo 401(k), SEP IRA or defined benefit plan.
2. Budget Management
Eighty-two percent of all small businesses that fail cite cash flow problems as the primary reason. One way to identify such challenges before they become lethal is to manage your budget according to your business plan.
Do you:
- Know how much revenue you must generate to break even and cover expenses before profits?
- Monitor your income, expenses, inventory, credit and cash regularly, adjusting and rebalancing where required so you cover your fixed expenses and maintain funds in your cash reserve?
- Use your budget, break-even point and cash flows over time to evaluate your business financing options and identify the ones that make most sense for you, when financing is required?
3. Investments
Many small-business owners mistakenly invest all of their time and money into their business.
Do you:
- Maintain a cash cushion for both your personal finances and business needs, so that if you run into a cash flow crisis you have something to access?
- Save regularly and invest any cash inflows that exceed your current expenses and immediate lifestyle needs into an account outside of your business?
- Diversify your non-business investments across companies outside of your industry, in different geographies offering services that vary from yours?
Beyond those three critical components of financial health, here are a couple of other factors that small-business owners need to have a firm grasp on.
First, Are You Protecting What You Have?
Many small-business owners wisely purchase insurance to protect their assets from risks unique to them.
Do you:
- Understand the types of risks that you face in your small business?
- Own insurance and regularly review it to minimize the impact of your business risks, if they should happen? Examples of insurance that is helpful to small-business owners include:
- Liability insurance
- Property insurance
- Business interruption insurance – for lost income and overhead expenses during a disaster
- Life and disability insurance – for employees as a fringe benefit and/or for business purposes like funding a succession plan, in case there is a loss of a key person, or collateral for a loan
- Workers’ compensation insurance – for businesses with three or more employees
- Health insurance
And Finally, Are You Keeping the End in Sight?
Even if you can’t imagine life without running your business, it is essential to think about what would happen if you could not manage it due to disability, retirement or death.
Do you:
- Have a business succession plan that considers: (1) an individual who has the skills, authority and interest in running the business and (2) how the transfer might take place? If you plan to sell, do you know how your successor will obtain the funds to assume ownership?
- Maintain a retirement plan? Depending on the plan you own, you may be able to reduce your tax obligations today and benefit from tax-deferred growth on the money you save in your plan. A variety of retirement plans are available, from SIMPLE and SEP IRAs to individual 401(k)s and profit sharing plans.
Profit and prosper with the best of Kiplinger's advice on investing, taxes, retirement, personal finance and much more. Delivered daily. Enter your email in the box and click Sign Me Up.

Caroline Wetzel CFP®, CDFA®, AWMA®, is a vice president and private wealth adviser at Procyon Private Wealth Partners. She has worked in financial services since 2001 and began specializing in wealth management for affluent multi-generational families in 2015. Caroline earned a B.S. degree in policy analysis and management at Cornell University and an MBA in finance and advanced certification in marketing from the University of Connecticut School of Business.
-
How to Safely Open an Online Savings AccountOnline banks offer generous APYs that most brick-and-mortar banks can't match. If you want to make the switch to online but have been hesitant, I'll show you how to do it safely.
-
7 Ways to Age Gracefully Like the Best Stock Photo SeniorsAs a retirement editor, I've gleaned valuable wisdom (and a lot of laughs) from one older couple that tops the seniors' stock photo charts.
-
My First $1 Million: Banking Executive, 48, Southeast U.S.Ever wonder how someone who's made a million dollars or more did it? Kiplinger's My First $1 Million series uncovers the answers.
-
Time to Close the Books on 2025: Don't Start the New Year Without First Making These Money MovesAs 2025 draws to a close, take time to review your finances, maximize tax efficiency and align your goals for 2026 with the changing financial landscape.
-
Is Fear Blocking Your Desire to Retire Abroad? What to Know to Turn Fear Into FreedomCareful planning encompassing location, income, health care and visa paperwork can make it all manageable. A financial planner lays it all out.
-
How to Master the Retirement Income Trinity: Cash Flow, Longevity Risk and Tax EfficiencyRetirement income planning is essential for your peace of mind — it can help you maintain your lifestyle and ease your worries that you'll run out of money.
-
I'm an Insurance Expert: Sure, There's Always Tomorrow to Report Your Claim, But Procrastination Could Cost YouThe longer you wait to file an insurance claim, the bigger the problem could get — and the more leverage you're giving your insurer to deny it.
-
Could a Cash Balance Plan Be Your Key to a Wealthy Retirement?Cash balance plans have plenty of benefits for small-business owners. For starters, they can supercharge retirement savings and slash taxes. Should you opt in?
-
7 Retirement Planning Trends in 2025: What They Mean for Your Wealth in 2026From government shutdowns to market swings, the past 12 months have been nothing if not eventful. The key trends can help you improve your own financial plan.
-
What Defines Wealth: Soul or Silver? Good King Wenceslas' Enduring Legacy in the SnowThe tale of Good King Wenceslas shows that true wealth is built through generosity, relationships and the courage to act kindly no matter what.
-
An Investing Pro's 5 Moves to Help Ensure 2025's Banner Year in the Markets Continues to Work Hard for You in 2026After a strong 2025 in the stock market, be strategic by rebalancing, re-investing with a clear purpose and keeping a disciplined focus on your long-term goals.