Darin Kight - Southpaw Financial

Darin Kight - Southpaw Financial My mission is to guide you toward where you want to go financially, with clarity and peace of mind.

As a fiduciary, I’m committed to acting in your best interests, ensuring your investment portfolio is strategic and built with your goals in mind.

Really appreciate the Tahlequah Area Chamber of Commerce for welcoming Southpaw Financial!This one means a bit more to m...
08/29/2026

Really appreciate the Tahlequah Area Chamber of Commerce for welcoming Southpaw Financial!

This one means a bit more to me since Tahlequah has always been my home.

I grew up here, went to school here, met my wife here, and now my kids are getting to grow up here.

I started working in IT as a teenager at Quality Data Products, then went on to spend more than 20 years at Northeastern State University as both a student and employee.

Since becoming a Financial Advisor, I’ve had the opportunity to build my practice and work with individuals, families, and business owners here in Tahlequah. Getting to do that in the same community that has been such a big part of my life is pretty special.

I appreciate the Tahlequah Area Chamber of Commerce for the welcome, and I’m looking forward to being even more involved in the community.

08/27/2026

Officially a member of the Tahlequah Area Chamber of Commerce!

We’re grateful for everyone who came out to celebrate with us, and for the opportunity to continue growing Southpaw Financial here.

Thank you, Tahlequah!

08/25/2026

More small businesses are offering retirement plans. That creates some interesting planning opportunities for business owners.

According to new Gusto payroll data, the percentage of small businesses with an actively used retirement plan increased from 19% in 2019 to 31% in 2026.

Among businesses with fewer than 5 employees, adoption doubled from 10% to 20%.

A retirement plan is part of the financial structure of the business. For an owner, that opens up some important questions:

• Is the plan designed efficiently for both the owner and employees?

• Is the owner taking full advantage of the retirement and tax-planning opportunities available?

• Does the contribution and match structure still make sense as the business grows?

• Are employees actually using the benefit?

• How does the plan fit with the owner’s personal investments, long-term financial plan, and eventual exit from the business?

SECURE 2.0 has also created additional incentives for many small businesses to establish retirement plans, making this a good time for owners to take another look at their options.

Sometimes the opportunity is starting a plan. Sometimes it’s improving the one you already have.

If you own a small business and haven’t reviewed your retirement plan in a while, it’s worth taking another look.

08/22/2026

This is a great video explaining why time in the market is much more profitable than timing the market, and also why dollar cost averaging (DCA) is such a good way to invest. It also shows why intentional diversification can help mitigate concentration risk.

08/22/2026

College costs have continued to rise, but this graph shows something else happening at the same time: compounding.

Someone investing $150 a month over this period would have contributed a little over $30,000 of their own money. In this example, that investment grew to around $119,000, while the estimated cost of college reached about $103,000.

You don’t have to have the entire cost of college sitting in a savings account today.

Starting early gives you something incredibly valuable: time.

Even a relatively small amount invested consistently can make a big difference over 18 years.

08/18/2026

By failing to prepare, you are preparing to fail.
- Benjamin Franklin

08/18/2026

FIND YOUR CFP® PROFESSIONAL

08/15/2026

When people ask me where the best place to invest their money is, I usually say, “It depends.”

One of the biggest factors is your time horizon. When are you actually going to need the money?

Historically, the stock market has been a great place to build wealth over 10, 20, or 30 years. But if you’re saving for a purchase you plan to make in the next couple of years, stocks may carry more risk than your timeline can afford.

Time matters. The right investment depends a lot on when you need the money.

Peter Lynch explains it well here.

Happy International Left Handers Day to all my fellow Southpaws out there!
08/13/2026

Happy International Left Handers Day to all my fellow Southpaws out there!

08/11/2026

I saw something cool in two recent Howard Marks memos that I thought was worth sharing.

For anyone who doesn’t know Howard Marks, he co-founded Oaktree Capital Management and is one of the more respected investors of the last several decades. A lot of his writing focuses on risk, market cycles and investor psychology. Warren Buffett has said that when a Howard Marks memo shows up in his email, it’s one of the first things he reads.

In December, Marks wrote Is It a Bubble? about AI. He was clearly impressed with what AI could become, but he was also concerned about what investors were doing around it.

He talked about huge amounts of capital going into AI, the use of debt, questionable deals, uncertainty about who will actually make money, and the history of investors getting carried away whenever a technology comes along that looks like it could change the world.

His conclusion was pretty cautious. AI may be one of the biggest technological developments we’ve ever seen, but that doesn’t mean every AI investment will work. His advice was basically to have some exposure without getting carried away.

A few months later, he wrote another memo called AI Hurtles Ahead.

What happened between those two papers is the part I found really neat. Marks talked to people who understood the technology better than he did. Someone suggested that he have Claude build a tutorial for him based partly on his December memo.

So he did.

Marks said he viewed what Claude produced with “awe.” It understood his previous work, used his own investment concepts to explain AI to him, anticipated questions he might ask and reasoned through the answers. He came away with a different view of where AI may be headed.

By February he was writing that AI was advancing at a speed unlike previous technologies and was already being adopted much faster than most people probably realize.

And this was his conclusion:
“If I had to guess, I’d say its potential is more likely underestimated today rather than overestimated.”

That’s quite a change in tone in a few months.
And I like the way he got there.

He had an opinion based on what he knew in December. Then he kept learning. He talked to people who knew more than he did. He actually used the technology. He got new information and adjusted his thinking.

Investors have to be able to do that.

It’s easy to become attached to something you’ve bought, sold, predicted or said publicly. At some point you can find yourself defending your previous decision instead of evaluating what’s happening now.

There’s a quote often attributed to John Maynard Keynes:
“When the facts change, I change my mind. What do you do, sir?”

Marks didn’t suddenly decide every AI company is a great investment. He still has plenty of concerns about valuations, spending and whether the eventual profits justify the amount of money being invested.

He just learned more and updated his view.
That’s something every investor should be able and willing to do.

I’ll put both papers in the comments if anyone wants to read them. Start with Is It a Bubble? and then read AI Hurtles Ahead.

Address

4200 E. Skelly Drive Suite 1020
Tulsa, OK
74135

Opening Hours

Monday 9am - 4pm
Tuesday 9am - 4pm
Wednesday 9am - 4pm
Thursday 9am - 4pm
Friday 9am - 4pm

Telephone

+19182486355

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