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Billion Dollar Backstory

Stacy Havener
Billion Dollar Backstory
Latest episode

140 episodes

  • Billion Dollar Backstory

    139: She dealt blackjack to pay for college. Now she runs a $5 trillion company. Meet Orion CEO, Natalie Wolfsen.

    04/03/2026 | 1h 4 mins.
    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.

    ---
    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
  • Billion Dollar Backstory

    138: What to Say When Allocators Ask “What Makes You Different?” | Story Snacks Series

    25/02/2026 | 9 mins.
    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.

    ---
    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
  • Billion Dollar Backstory

    137: How to Keep Your Story Fresh in 2nd + 3rd Meetings | Story Snacks Series

    18/02/2026 | 10 mins.
    “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
  • Billion Dollar Backstory

    136: Founder First, Team Second (Here’s Why) | Story Snacks Series

    11/02/2026 | 9 mins.
    Most founders lead with the team because they’re trying not to sound egotistical.
    But allocators aren’t sitting there thinking, “Wow, great org chart.” They’re thinking: “Do I understand this firm yet?”

    In this episode, Stacy breaks down what allocators actually want in the first meeting and why you’re better off leading with a crisp origin story (even if the founder isn’t in the room to tell it).

    Listen in to learn: 
    How to tell the founder story without it sounding like “me, me, me”

    What to do when you’re not the founder (or the founder isn’t there)

    How co-founders/co-managers can stay aligned on one clear version of the story

    Where to place team so it builds trust instead of overwhelming the opener

    ---
    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
  • Billion Dollar Backstory

    135: Be the Jimmy Fallon: The Secret to Meetings That Don’t Go Off the Rails | Story Snacks Series

    04/02/2026 | 15 mins.
    If your meeting goes off the rails, it’s not because your prospects are “unruly.” It’s because no one’s driving.
    And with the right moves, you can take the wheel fast without making it weird.
    In this episode, Stacy breaks down how to prevent unhelpful tangents before you ever walk in the room (hello, champion prep call) and what to do in real time when someone hijacks the conversation.
    Listen in to learn how to:
    Prep with your champion so you walk in knowing who’s who in the zoo (and who might go rogue)

    Use a simple meeting prep doc so everyone stays aligned on the goal, flow, and roles

    Redirect tangents — whether they come from the prospect or your fund manager — without anyone feeling embarrassed (we don’t kick people under the table around here) 

    Be the Jimmy Fallon of the meeting who breaks the ice and keeps things moving without making it awkward sauce 

    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

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About Billion Dollar Backstory

Host Stacy Havener brings you the storytelling tips, sales strategies, behavioral secrets, and inspirational stories that help YOU turn your words into dollars. Learn from sales and marketing experts. Meet finance and investment leaders, founders and fund managers who have made it, and the ones on the rise. Because there are people behind the portfolios. Their stories matter. So does yours. Presented by: Ultimus Fund Solutions // www.ultimusfundsolutions.com GemCap // www.geminicapital.ie @stacyhavener // www.billiondollarbackstory.com
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