Skip to main content
menu
  • Home
  • About Us
    • Our Approach
    • Our Team
    • Values-Based Philosophy
    • What Makes Us Different
    • Form CRS, ADV and Privacy Policy
    • Office Locations
  • How We Can Help
    • Retirement Planning
    • Family Assistance & Estate Planning
    • Business Owner Planning
    • Risk Management
    • Cash Flow & Budget
    • Tax Planning
    • 12 Month Retirement Roadmap
  • Financial Planning
    • How to get started
    • What to Expect
  • Investment Management
    • Disciplined Investment Process
    • Total Return Approach to Investing
    • Socially Responsible Investing
    • Tax Advantaged Investment Accounts
    • Customized Portfolio Development
  • Resources
    • Newletter Sign Up
    • Case Studies
    • News
    • Retirement Center
    • Video Library
    • Webinars
    • White Papers
  • Contact
  • Client Login
    • Wealth Management System
    • Schwab Alliance

Blog

2 men standing on green grass field near body of water during daytime by Marc Najera courtesy of Unsplash.

Medicare Open Enrollment

by Tim Obendorf on Oct 21, 2026
Categories
news
Medicare Open Enrollment

Six Estate Planning Assumptions Worth a Second Look

by Tim Obendorf on Oct 7, 2026
Categories
Estate Planning
Family
Insurance
Retirement
Tax Planning

It's easy to set estate planning aside once you've done a version of it. You sign the paperwork. You name a beneficiary. You mentally close the file.

The only thing is, the file keeps changing. Accounts get opened. Families grow. Laws shift. And in the space between signing and revisiting, a handful...

AI Gives Answers: Guidance Requires Judgement

by Tim Obendorf on Sep 25, 2026
Categories
news
We’re noticing a trend in the industry where clients are coming into their advisors with financial strategies developed via AI.

More Than a Number: The Four Risks That Shape Your Retirement

by Tim Obendorf on Sep 11, 2026
Categories
Retirement
Risk Management
Health
Investments
Finance

Many people can tell you their portfolio balance. Far fewer can tell you what else determines whether their retirement actually works.

That's understandable. The balance is the number on the statement. It's concrete, and it feels like a score. But judging retirement readiness by that one figure is a...

Retirement Isn't Just About How Much You Save. It's About When.

by Tim Obendorf on Sep 8, 2026
Categories
Retirement
Risk Management
Investments
Finance
Savings

You can do everything right on paper — save diligently, spend reasonably, stay invested for the long haul — and still land in a very different retirement than someone who did the same things.

The difference often comes down to a factor many retirement checklists leave out entirely: timing.

A lot of...

Permission to Spend in Retirement: A Skill Rarely Taught

by Tim Obendorf on Aug 27, 2026
Categories
Retirement
Lifestyle
Finance
Savings
Family

For decades, you trained one financial muscle: save, invest, don't touch it. Then retirement arrives and asks you to do the opposite.

Nobody teaches that part. There is no course on how to spend the money you spent a lifetime building, so the discipline, the caution, and the watchful eye on every...

What to Do With Your Next Dollar: A Financial Order of Operations

by Tim Obendorf on Aug 5, 2026
Categories
Finance
Savings
Investments
Retirement
Risk Management

What do you do when you earn well and have generally dialed in the fundamentals: save, invest, reduce debt, stay protected? The challenge was never knowing what to do. It's knowing what to do first, and in what order.

That's a harder question than it looks. Each of these priorities is sound on its...

Trump Accounts: What Parents and Grandparents Should Know

by Tim Obendorf on Jul 17, 2026
Categories
Education
Savings
Family
Tax Planning
Finance
Investments

Trump Accounts have been in headlines for months. Few of those headlines explain them the same way.

Depending on the article, they sound like a college fund, a retirement account, or something brand new altogether.

For parents and grandparents trying to figure out whether any of it matters for their...

How Retirement Has Changed Over the Last 75 Years (And What It Means for Your Plan)

by Tim Obendorf on Jul 2, 2026
Categories
Retirement
Lifestyle
Finance

Retirement used to mean a short, quiet final chapter. For many people today, it's something else entirely.

For much of the last century, retirement followed a fairly predictable pattern: work for decades, retire around age 65, and slow down. Today, that picture looks very different.

Retirement has...

A wooden block spelling the word ipo on a table by Markus Winkler courtesy of Unsplash.

How do IPO's Really Work?

by Tim Obendorf on Jun 23, 2026
Categories
news
How do IPOs work.

Business Succession Planning: Built to Last vs. Built to Transfer

by Tim Obendorf on Jun 4, 2026
Categories
Finance
Retirement
Estate Planning
Family
Investments

Many business owners spend decades building something that works. The team. The reputation. The customers who keep coming back.

Then comes a quieter assumption: that when it's time to step away, the rest will somehow sort itself out.

Research suggests it usually doesn't.

The Businesses That Quietly Run

...

Checking Your Portfolio Isn't the Same as Reviewing It

by Tim Obendorf on May 30, 2026
Categories
Investments
Retirement
Tax Planning
Risk Management
Estate Planning

Nearly half of investors check their portfolio at least once a day.1

Many of them aren't reviewing anything.

They're refreshing a number. Watching it move. Sometimes celebrating. Sometimes panicking. But not actually evaluating whether the portfolio is built for the life they're heading into.

That's a...

Pagination

  • Current page 1
  • Page 2
  • Page 3
  • Page 4
  • Page 5
  • Page 6
  • Page 7
  • Page 8
  • Page 9
  • Next page Next ›
  • Last page Last »

Office Locations

OUR CHICAGO LOCATION

Steward Advisors
625 West Adams Street
Chicago, IL 60661

 

OUR SCHAUMBURG LOCATION

Steward Advisors
1320 Tower Rd
Schaumburg, IL 60173

Contact Us

For important information about Steward Advisors, click the following links to read our client relationship summary (Form CRS), our Brochure and Supplement (ADV Parts 2A and 2B) and our Privacy Policy. 

Financial Advisors do not provide specific tax/legal advice and this information should not be considered as such. You should always consult your tax/legal advisor regarding your own specific tax/legal situation.

Separate from the financial plan and our role as a financial planner, we may recommend the purchase of specific investment or insurance products or account. These product recommendations are not part of the financial plan and you are under no obligation to follow them.

Life insurance products contain fees, such as mortality and expense charges (which may increase over time), and may contain restrictions, such as surrender periods.

View our firm’s SEC registration

© 2026 Steward Advisors. All rights reserved.