Kara Smith - The Dragoo Financial Group

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Kara Smith - The Dragoo Financial Group Comprehensive, Collaborative, and Compassionate Financial Planning.

Technology losses are weighing on major indexes, but other areas of the market are showing strength. Read our latest com...
11/03/2026

Technology losses are weighing on major indexes, but other areas of the market are showing strength. Read our latest commentary on artificial intelligence spending, sticky inflation, and the role diversification can play in a long-term financial plan. http://spr.ly/6186BHve0n

A couple of dinosaurs took over the Candy Crawl yesterday!We had such a fun afternoon at our local Chamber’s Candy Crawl...
10/31/2026

A couple of dinosaurs took over the Candy Crawl yesterday!

We had such a fun afternoon at our local Chamber’s Candy Crawl, trick-or-treating and visiting businesses throughout the community. Our first stop was especially sweet, visiting a local retirement and assisted living community in full dinosaur costume.

The kids did so well, and it was a pretty special way to kick off the Halloween festivities.

Wishing everyone a fun, safe, and very Happy Halloween!

$10.4 billion. 6.10%. Since 1872.Northwestern Mutual just announced an expected $10.4 billion dividend payout to partici...
10/29/2026

$10.4 billion. 6.10%. Since 1872.

Northwestern Mutual just announced an expected $10.4 billion dividend payout to participating policyowners in 2027, the largest in company history.

The 2027 whole life dividend scale also includes an increase in the dividend interest rate to 6.10%, up 0.35% from last year and 1.10% over the past four years.

Those are big numbers. But the number that might impress me most is 1872.

Northwestern Mutual has paid a dividend every year since 1872. That means dividends have continued through the Great Depression, two world wars, the 2008 financial crisis, and every period of market volatility along the way.

Think about that for a minute. How many companies can say they’ve been consistently delivering on their promises since 1872?

I’ll wait.

For me, that history matters. That consistency matters.

Because financial planning isn’t just about what performs well today. It’s about building a plan around strategies and institutions you believe will still be there when you need them.

http://spr.ly/6189BHlv5d

Last week, I had the opportunity to head to Dallas for our quarterly ClientWise workshop, spending time with leaders fro...
10/28/2026

Last week, I had the opportunity to head to Dallas for our quarterly ClientWise workshop, spending time with leaders from some of the top financial planning teams across the country.

One of my biggest takeaways came from our discussion of The Octopus Organization by Phil Le-Brun and Jana Werner.

The concept is simple, but it really stuck with me: an octopus is incredibly coordinated, yet its arms also have the ability to sense, respond and act independently. The book uses that as a model for organizations where decision-making doesn't always have to flow through one person at the top. Instead, you create clarity around where you're going and give the people closest to the work real ownership.

It got me thinking a lot about what it means to build a great financial planning firm, and what it means to be a leader in all aspects of life -- home, community, and business.

Leadership isn't about having your hands in everything. It's about building a team of really talented people who understand where we're going, feel ownership over how we get there, and have the ability to make things better along the way.

There were plenty of notes and ideas I brought home from Dallas, but that one will stick with me.

We all love a good Halloween scare... but some things are scarier than ghosts, goblins, and haunted houses.Things like:R...
10/28/2026

We all love a good Halloween scare... but some things are scarier than ghosts, goblins, and haunted houses.

Things like:
Retirement sneaking up faster than expected
Old accounts you've forgotten about
Open enrollment decisions you keep putting off
Paying more in taxes than necessary

The good news? Most financial nightmares are preventable with a little planning.

Which slide hit a little too close to home? 👇

Economic data remains strong, but investors are weighing rising oil prices, sticky inflation, and the cost of the artifi...
10/27/2026

Economic data remains strong, but investors are weighing rising oil prices, sticky inflation, and the cost of the artificial intelligence (AI) buildout. Bonds rallied as yields fell, and many stocks outside the AI trade moved higher. Read Northwestern Mutual Wealth Management Company CIO Brent Schutte’s latest commentary and reach out to me to talk about how your plan is positioned. http://spr.ly/6184BH9exy

10/26/2026

Having an investment account doesn’t automatically mean you have a financial plan. 👀

There’s a big difference between putting money away and having a strategy for how all the pieces work together.

In this video, I talk about why simply having an account may not be enough, and what you should be thinking about as you plan for your future.

🎥 Give it a listen. You may realize there’s more to your financial picture than you thought.

Fall is for planning. 🍂 ✍🏼 Not panicking.Autumn is one of our favorite seasons for financial planning. There's still ple...
10/23/2026

Fall is for planning. 🍂 ✍🏼
Not panicking.

Autumn is one of our favorite seasons for financial planning. There's still plenty of time to review your portfolio, estimate your tax liability, update your retirement strategy, and make meaningful adjustments before year-end.

A little planning today can help reduce stress tomorrow!

10/22/2026

Open Enrollment season is the perfect time to revisit your benefits and make sure you're taking advantage of every opportunity available to you.

One benefit that's often overlooked? The Health Savings Account (HSA).

Used strategically, an HSA can help you cover healthcare expenses today while also building tax-advantaged savings for the future.

🎥 Watch for a few things to consider before making your Open Enrollment elections this year.

Higher borrowing costs are raising questions about the artificial intelligence spending boom. Read this week’s market co...
10/20/2026

Higher borrowing costs are raising questions about the artificial intelligence spending boom. Read this week’s market commentary for a closer look at the risks to growth and why diversification remains important. http://spr.ly/6184BHrnNr

Address

550 NW Franklin Avenue Ste 258
Bend, OR
97703

Opening Hours

Monday 8am - 5pm
Tuesday 8am - 5pm
Wednesday 8am - 5pm
Thursday 8am - 5pm
Friday 8am - 5pm

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