Billion Dollar Backstory

Stacy Havener
undefined
Feb 4, 2026 • 15min

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

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 rolesRedirect 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
undefined
Jan 28, 2026 • 12min

134: Do Different Audiences Need Different Versions of Your Story? | Story Snacks Series

Ever felt the urge to tidy up your story before sharing it? You scan the room, see the impressive bios and the blazers, and think: “Oof... maybe I should skip that part.”You’re not wrong for feeling that way, and you’re definitely not the only one.In this episode, Stacy opens up about her London panel debut, where she felt that pull to edit out the messy parts of her story on the fly. She’s explaining why she chose to dig in her heels and tell the raw version, even though it was nerve-racking (and why she recommends you do the same). Listen in to learn: Why you shouldn’t prepare multiple versions of your story, pitch, or deck for different crowds How to adjust your story to fit the room without sacrificing authenticity and clarity The “still me, just work-me” approach that will help you tweak your delivery without losing the vulnerable parts of your story that make you memorable 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
undefined
Jan 21, 2026 • 13min

133: If You’re Still Using the Traditional Sales Funnel in 2026, You’re Stalling | Story Snacks Series

If you’re still following the traditional sales funnel framework in 2026, your firm’s growth is sure to stall. Because the “inverted triangle” view of a funnel is oversimplified, and it’s starting to feel like the fundraising version of that tired investment process slide that makes everyone want to poke their eyes out. It flops because not everyone in your funnel needs the same thing, and “just checking in” isn’t a follow-up strategy that actually moves people forward.That’s why in this episode, Stacy’s breaking down what actually works to keep your funnel healthy.Listen in to learn:  • Why the funnel isn’t a simple inverted triangle (and what it really looks like in practice) • What people at the top, middle, and bottom of the funnel actually need from you • The real job of the middle of the funnel (and why most teams ignore it) • Why filling the top of the funnel is harder than closing deals  • Creative ways to get in front of new prospects (without spammy outreach) • Why LinkedIn works so well for this when you share the right kind of content 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
undefined
Jan 14, 2026 • 11min

132: Brushed Off or Ghosted After a Meeting? Do This | Story Snacks Series

You thought you nailed the meeting. The conversation went well, heads were nodding, and everyone seemed engaged. Then you followed up with a thoughtful email and… crickets.Or maybe you got hit with the four words every fund manager dreads hearing: "We’ll watch you."Most people take either of those as signals to retreat and move on. But what if they're actually something else entirely?In this episode, Stacy explains why hearing "no" (or radio silence) doesn't always mean your deal is dead. She's also sharing the high school soccer philosophy that changed how she handles rejection in sales, plus the exact move that turned a "we'll watch you" into a $50 million yes.In this episode, you'll learn:What "maybe" really means and why it's probably not what you thinkHow to spark the honest conversation that could actually save the dealA meeting-prep strategy that helps you avoid ghosting before it ever happensThis 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
undefined
Jan 7, 2026 • 10min

131: You Keep Making the Final Meeting—But You’re Not Winning (Here’s Why) | Story Snacks Series

You made it to the final investor meeting again. You were sure this one was yours because your pitch was on point (no surprise, given that you rehearsed every line). But still... no deal.What gives? Why are you always the bridesmaid but never the bride? In this episode, Stacy is breaking down why so many fund managers find themselves stuck in this frustrating loop. Listen in to learn: Why trying to win allocators over in the last round is a losing gameThe kind of meeting prep that actually pays off (hint: it doesn’t involve you rehearsing lines for hours in the mirror)How to make your message land without over-explaining and putting everyone in the room to sleep Why the final few minutes of your meeting are crucial and the secret sauce to standing out with your closing 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
undefined
Dec 31, 2025 • 28min

130: How to Create a Business Plan That Actually Moves the Needle in 2026

If you’re like most founders, “creating a yearly business plan” is one of those tasks you keep bumping to the bottom of your to-do list. Maybe you tell yourself you’ll get to it when things slow down, but they never do. And before you know it, you’re steamrolling into the new year without a plan, which leads to overthinking every single decision and drowning in busy work. And somehow you end the year wondering how you were so busy… without feeling like you moved the needle at all. Stacy doesn’t want that to be your reality at the end of 2026. That’s why today, she’s walking through the exact planning framework she uses with clients inside her membership, The Boutique Investment Collective.In this episode, she covers:How to set a 10-year “10-bagger” goal that feels exciting and directional (not something that makes you freeze or avoid the plan altogether)Her process for breaking big annual goals into quarterly focuses you can realistically carry while still running a business (and a life)Why it’s time to stop using AUM as your only scorecardHow to get clear on what’s in your control, what isn’t, and where you’re wasting energy trying to force outcomesThe mistake that’s making your sales harder than they should be (and how to streamline your sales process in 2026)  ---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
undefined
Dec 22, 2025 • 1h 13min

129: From a $5M Cold Call to a $1B Comeback: Cole Wilcox of Longboard Asset Management on the Fundraising Grind and Founder Resilience

Everyone loves a success story, but what we don’t talk about enough is what it costs to get there.And what it’s like before the money is wired or anyone cares. Before all of that, there was a guy with a phone, a thesis, and a long list of people telling him no.That guy was Cole Wilcox.In this episode, Stacy Havener sits down with Cole, CEO & CIO of Longboard Asset Management, to talk about what it really takes to build an investment firm when you don’t start with pedigree, proximity, or institutional backing, just conviction and the willingness to keep going when quitting feels rational.In this episode, you’ll hear:How one cold call turned into Longboard’s first $5M Why founder-led fundraising is unavoidable in the early years, no matter how strong your strategy isWhat it feels like to hear “call me at $100M”… and then hear it again at $1BHow surviving multiple market crises permanently reshaped Cole’s relationship with riskThe moment Longboard nearly shut down, and the structural pivot that kept the firm aliveThe real cost of broken partnerships (and why people issues end more firms than markets)What resilience actually looks like when walking away feels like the logical moveWhy staying power might be the most underrated edge a founder hasMore About Cole:Cole Wilcox, Chief Investment Officer at Longboard, has specialized in trend following investment strategies for over 20 years. As a co-author of award-winning research, he has been profiled in bestselling investment books, featured in major media outlets such as The Wall Street Journal, CNBC, and Bloomberg, and is a frequent guest on popular podcasts. Cole leads a highly accomplished team at Longboard, delivering innovative, low-correlation investment strategies that leverage trend following to capture market opportunities. ---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
undefined
Dec 17, 2025 • 1h 1min

128: From Harvard Endowment’s $4B Agriculture Team to Founding an Investment Boutique, Meet Mike Denklau of Dorset Agriculture

“Be authentic.” “Own your story.” “Sharpen your edges.”We say these things at Havener Capital all the time (and Stacy says them a lot). But here’s the real question: do they actually move the needle?Mike Denklau, founder of Dorset Agriculture, is here to tell you they do. Today, he’s giving us a behind-the-scenes look at what happens when you stop code-switching… and start building from your real story.Before launching Dorset, Mike was part of Harvard’s endowment, helping manage a $4B+ agriculture and timber portfolio. Long before that, he was an Iowa farm kid. The journey from flannel in the fields to fund meetings in Boston is full of lessons for any founder navigating identity, fundraising, and first-time firm-building.Here’s what you’ll hear in this episode:How a kid from Iowa ended up managing billions at Harvard and how that full-circle moment sparked Dorset’s launchThe overlooked opportunity in ag investing most firms ignore (and where meaningful, steady alpha may actually be hiding)How Mike landed his first investor without a pitch and without trading his comfy flannel in for a stiff suit to fit in Why boutique founders need to stop hiding behind polish and let LPs see the messy middle (because that’s where conviction is built)What early-stage fundraising actually feels like and how to keep going when the uncertainty feels personal and loudThis isn’t just a story about agriculture. It’s a case study in what happens when you own your different, build what the market didn’t even know it needed, and let your backstory do what it does best: open doors that fitting in never could. More about Mike Denklau: Mike was born into a third-generation farming family and raised on a farm in Iowa. He has 14+ years of investment and finance experience and was involved with $8B+ of transactions.Prior to Dorset, Mike was an agriculture investor at Solum Partners and Harvard Management Company. Previously, Mike held investment and investment banking roles at Hudson Advisors, Barclays, and Lehman Brothers.Mike earned a MBA and JD from Northwestern University and a BBA in Finance and a BS in Political Science from the University of Iowa. Mike is also a member of the Illinois State Bar Association.Mike enjoys golf, skiing, and Hawkeye football. He currently lives in Boston with his wife, two children, and golden retriever. ---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
undefined
Dec 10, 2025 • 1h 20min

127: Ops That Actually Work: Real Stories from the Front Lines with Ultimus Fund Solutions

In this industry, everyone talks about innovation. But innovation rarely starts in a conference room. It starts when a client hits a wall. When they’re overwhelmed, under pressure, or staring at an opportunity they can’t quite reach alone.That’s where Ultimus Fund Solutions steps in. This team doesn’t just throw tech at the problem. They roll up their sleeves, pick up the phone, and build real solutions, side by side with their clients.In this episode, you’ll hear what that actually looks like:A multi-billion-dollar RIA streamlining 400+ SMAs and mutual funds into a single ETF that’s now at $1.2B and climbingA $20B alternatives manager slashing launch time nearly in half with Ultimus GatewayA private credit strategy that didn’t exist until Amanda’s team built it, piece by pieceA middle office crew turning “random one-off asks” into a well-oiled machineA data team translating challenging requests into crystal-clear, decision-ready KPIsIf you’ve ever wondered what a true partnership feels like in financial services, this is your peek behind the curtain.More About Ultimus:Ultimus Fund Solutions delivers fund servicing, middle and back office support, and one-of-a-kind solutions across ETFs, mutual funds, private funds, and alternatives, with real people who actually listen, collaborate, and deliver.Learn more at billiondollarbackstory.com/ultimus
undefined
Dec 3, 2025 • 8min

126: Three Ways to Make Panels Less Awkward and More Effective | Story Snacks Series

Panels are weird. Everyone’s trying to look smart without sounding rehearsed. And somehow you’re supposed to introduce yourself and tell memorable stories in just a matter of minutes. It’s not easy, and it’s not something you want to wing (especially if you want to make sure your participation is worth your while). That’s why, in this episode, Stacy’s breaking down her top dos and don’ts for showing up sharp and human on a panel. Whether you’re intro’ing yourself or riffing off someone else’s point, these moves will help you actually make your time on stage count.You’ll learn:What makes a 90-second intro landHow to make a panel feel less like a meeting that should’ve been an emailA better way to add to someone else’s point (without just repeating it and blending in)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

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app