Most CEO stories start with an Ivy League credential and a tidy career ladder, but this one starts with a blackjack table.

Before Natalie Wolfsen was running Orion, she was dealing cards to pay for college. At the time, she had no idea that the lessons she was learning on that casino floor would follow her all the way to the C-suite.

In this episode, Natalie opens up about the chapters that don't fit neatly on a résumé and why she believes those are often the most important ones.

Listen in to hear:

• How she parlayed casino marketing into a career in finance
• Why she walked away from a thriving role at American Express to try entrepreneurship
• The startup that failed in 8 months and why she'd do it again in a heartbeat
• How saying yes to "inconvenient" opportunities compounded into a career she never could have planned

More about Natalie Wolfsen:

Natalie Wolfsen joined Orion Advisor Solutions as CEO in October 2023 and is a member of the firm’s Board of Directors. She is the former CEO of AssetMark and has nearly 30 years of financial services industry experience. For over 25 years, Natalie has served independent advisors (RIA and broker-dealer affiliated) with more than a decade of working with independent and insurance broker-dealers. Prior to joining AssetMark in 2014, Natalie previously held digital and investment platform development, investment solution management, strategy and marketing roles at First Eagle Investment Management, Pershing, Charles Schwab and American Express. Natalie has an MBA from University of California, Los Angeles and a Bachelor of Arts degree from University of California, Berkeley.

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Running a fund is hard enough.
Ops shouldn’t be.
Meet the team that makes it easier. | billiondollarbackstory.com/ultimus

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Thinking about expanding your investor base beyond the US? Not sure where to start? Take our quick quiz to find out if your firm is ready to go global and get all the info at billiondollarbackstory.com/gemcap

Every allocator asks: “What makes your boutique different?”

And most fund managers default to something like, “Our people are great!” or “Our process is best-in-class!”

Which is fine. It’s just… also what everyone else says.

In this episode, Stacy explains why saying “We’re better” in meetings won’t do you any favors and why being different (even if it’s uncomfortable) is the best way to stand out to allocators.

Listen in to learn:

• Why you don’t want to make up differentiators in the moment

• Why trying to be polite is the fastest way to blend in and be forgotten

• The Truism Test (a fast way to spot a “differentiator” that’s actually table stakes)

• The prompt that reveals where you’re out of consensus with your peers (and why that’s your edge)

• Why the best differentiator often takes a little courage to say out loud

This is Story Snacks, a bite-sized, jam-packed series for fund managers who are ready to master strategic storytelling in under 20 minutes a week.

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Running a fund is hard enough.
Ops shouldn’t be.
Meet the team that makes it easier. | billiondollarbackstory.com/ultimus

- - -
Thinking about expanding your investor base beyond the US? Not sure where to start? Take our quick quiz to find out if your firm is ready to go global and get all the info at billiondollarbackstory.com/gemcap

“Ugh… I’m going to sound like a broken record.”

If you’ve felt that in a 2nd or 3rd meeting, you’ve probably had the urge to “freshen up” your story just to keep it interesting.

In this episode, Stacy breaks down why that instinct can backfire.

She’s digging into what actually matters in follow-up meetings, especially when new people join, when the sales team thinks “we already covered that,” and when you’re tempted to improvise a whole new version of your story.

Listen in to learn:

• Why “repetitive” might be a you problem (not a them problem)
• Why you don’t want your story to shift too much between meetings
• The simple test for whether you should “run it back” (even in a 3rd meeting
• How to tee up repetition without it feeling awkward

This is Story Snacks, a bite-sized, jam-packed series for fund managers who are ready to master strategic storytelling in under 20 minutes a week.

---
Running a fund is hard enough.
Ops shouldn’t be.
Meet the team that makes it easier. | billiondollarbackstory.com/ultimus

- - -
Thinking about expanding your investor base beyond the US? Not sure where to start? Take our quick quiz to find out if your firm is ready to go global and get all the info at billiondollarbackstory.com/gemcap