Some plans don’t collapse — they catch fire.
And sometimes, that’s the only way to see what’s real.
In the Campfire Conversations season finale, we talk about what happens when the plan you built no longer fits the life you’re living. About clarity, release, and the rebuild that follows when you finally let it all burn.
If you’ve ever felt stuck between who you were and who you’re becoming, this one’s for you.
🔥 From the Ashes.
This week, we’re pulling up chairs for one of the toughest—but most important—campfire talks yet. Between the burnt marshmallows and the background chaos, we’re diving into the money conversations families keep avoiding: college costs, care plans, inheritances, and everything in between.
It’s not about spreadsheets or perfect timing—it’s about creating moments of honesty, understanding, and connection across generations. Because legacy isn’t built with documents—it’s built with stories.
If you’ve ever thought, “We should probably talk about this someday,” this is your sign.
🔥 Ready to start your own Campfire Conversation?
Schedule a time to talk and begin the conversation your family didn’t know it needed.
This week, the campfire burns a little darker. With Halloween in the air, we’re talking about fear—the kind that doesn’t jump out in haunted houses, but lingers in your decisions.
What if the scariest ghost story isn’t about monsters in the woods, but about the choices you never make?
Join Ryan as he explores how fear disguises itself as caution, responsibility, or “just waiting,” and how it quietly locks us in cabins of false safety. You’ll hear a chilling campfire story that might hit closer to home than you expect—and learn how to recognize when fear is protecting you, and when it’s preventing you.
Pull your chair closer to the fire. Let’s face the shadows together.
🔥 Ready to explore these ideas in your own life and finances? Schedule your Campfire Conversation today.
You’re creating a legacy—whether you plan to or not.
In this week’s episode of Campfire Conversations, Ryan reflects on the trails we leave behind through the lives we touch. Legacy isn’t just about wills, money, or documents—it’s built in the small choices, the silences we carry, and the stories we live out loud. Some legacies are inherited, others are rewritten, but every one of us is cutting a trail that others will one day walk.
Pull up a chair by the fire as we explore the legacies we build—intentionally and accidentally—and what it means to shape a story worth passing on.
Want to explore the legacy you’re building in your own life?
👉 Schedule your own Campfire Conversation here: https://jqdu7swpnv.timetap.com/
Money fights aren’t really about money—they’re about safety, stories, and the hidden languages we carry into our relationships. In this firelit conversation, Ryan invites you to imagine sitting with your partner by the campfire: bourbon in one hand, wine in the other, the kids off playing, and an unexpected moment of intimacy unfolding.
From childhood money scripts to the way crises pull us back into old habits, you’ll hear how couples can misinterpret each other’s financial “dialects”—and how to begin translating love into a shared financial language. Whether you’ve been happily married for 30 years or wrestling through three, this episode will remind you that you’re not alone, you’re not broken, and you don’t have to keep talking past each other.
🔥 Practical tools.
🔥 Honest reflection.
🔥 A heartfelt path forward.
And if this conversation stirs something in you, don’t let it stop here. Schedule your own Campfire Conversation with Ryan today—your chance to sit down together, translate your money stories, and start building the language of your life. [Schedule here ]
Because money isn’t just dollars and cents—it’s the language of your love story.
You ever bench the wrong player and swear you’ll never trust your gut again?
Yeah… us too.
This week’s Campfire Conversation starts with a backyard fire and a fantasy football meltdown—but it doesn’t stay there for long. We’re talking about the illusion of control—in your lineup, your money, your life—and what happens when your perfect plan doesn’t go perfectly.
Around the fire, Ryan and the crew get real about spreadsheets that fall apart, the myth of “feeling ready,” and why we chase certainty even when we know it’s an illusion.
It’s funny. It’s familiar. It’s a little too true.
🔥 Feeling like you’re gripping too tight?
📅 Schedule your Campfire Conversation now:
No pressure. Just a real talk about what matters most—around a metaphorical fire.
You know that thing you’ve been putting off?
This episode is about that.
In Week 2 of Campfire Conversations, Ryan shares the quiet (but costly) ways financial avoidance shows up—late-night anxiety, unmade decisions, “I'll get to it next week” loops—and what it really costs us over time. From cars that rattle to relationships we tiptoe around, this episode is a smoky-eyed look at the weight we carry when we don’t face what needs facing.
Grab a chair by the fire. It's time to exhale—and maybe, finally, take that first step.
🔥 Ready to stop avoiding it?
Schedule your personal Campfire Conversation here: https://jqdu7swpnv.timetap.com/
We all have a money story—whether we realize it or not.
It’s the quiet script that shapes how we spend, save, invest, and even feel about money. In this opening episode of Campfire Conversations, Ryan invites you to sit beside the fire and reflect on where that story came from… and whether it’s still serving you.
You’ll hear real-life examples of how unspoken beliefs—from childhood, past relationships, or career pressure—can silently drive financial decisions. And why the first step to change isn’t in your portfolio… it’s in your perspective.
Ready to talk about your story?
In this final episode of our summer series, we’re tying it all together. From loss aversion to confirmation bias, we’ve uncovered the hidden forces that shape your financial decisions. But here’s the big takeaway: having biases doesn’t mean you're broken — it means you're human. The key is learning to spot them… and having someone in your corner to keep them in check.
🎯 Want to sit down and talk through your own decision-making patterns?
Schedule your free Bias Check-In and let’s put it all into perspective — together.
🔥 Plus: Get a sneak peek at what’s coming this fall in Campfire Conversations, a new series about money, life, and the stories we carry.
Think you're being objective?
Think again.
This week, we’re diving into confirmation bias — the tendency to seek out information that supports what we already believe. From “hot hand” illusions in sports to blind spots in our portfolios, we unpack how this bias shapes your money decisions. Hear real stories, explore classic studies, and learn how to step outside your echo chamber. Because smart investing isn’t about being right — it’s about being open
Still waiting for your stock to “get back to what you paid”?
That’s anchoring bias. In this episode, Ryan Flanders unpacks how clinging to past numbers can quietly derail your decisions — and how to break free before it costs you. Because the numbers that matter most… aren’t always the ones you started with.
When everyone’s buying, it’s hard not to follow. Herd mentality can lead even seasoned investors to chase trends, abandon plans, and overlook risks. In this episode, Ryan explores how to recognize the crowd’s pull — and when to step away from it.
We all like to think we’re pretty good at this investing thing — but overconfidence bias has a way of showing up just when we feel most sure of ourselves.
In this episode of From Wall Street to Your Street, Ryan breaks down why smart investors still overestimate their skill, underestimate risk, and sometimes forget that luck plays a bigger role than we’d like to admit. You’ll hear how one client’s “can’t miss” trade turned into a humbling lesson — and learn simple ways to keep your confidence in check without losing your edge.
Just because something happened recently doesn’t mean it’s likely to happen again. In this episode, Ryan breaks down Recency Bias — why it clouds judgment, how it affects both bull and bear markets, and what smart investors do to keep perspective.
Ever feel the sting of a market loss more than the joy of a gain? That’s Loss Aversion — and it’s one of the most powerful forces behind emotional investing. In this episode, Ryan unpacks how this bias shows up, why it’s so common, and what smart investors do to stay the course.
A quick, easy-to-follow breakdown of what drove markets higher in Q2. Ryan covers earnings surprises, trade progress, and risks to watch — all in 6 minutes, no jargon, just real talk.
Follow the show for weekly insights that connect your money to your mindset.
In this kickoff episode, Ryan Flanders introduces From Wall Street to Your Street — a podcast that breaks down what’s happening in the markets, why it matters to your money, and how to think more clearly when emotions run high. Get to know the tone, the mission, and what you can expect in the episodes ahead.