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Stacking Benjamins

Building Courage One Small Step at a Time SB1810

82 min episode · 2 min read
·
Jen Drummond

Episode

82 min

Read time

2 min

Topics

Career Growth, Personal Finance, Relationships

AI-Generated Summary

Key Takeaways

  • Courage-Confidence Flywheel: Courage and confidence operate as a self-reinforcing cycle, not a prerequisite. Taking one small step—opening a first investment account, trying a tax triangle strategy—generates enough confidence to attempt the next step. Waiting until you feel ready breaks the cycle before it starts. The mechanism only activates through action, not preparation.
  • Summit-Only Thinking is a Trap: Drummond trained 1,238 hours to spend ten minutes on Everest's summit. Treating the summit as the sole destination destroys momentum on long financial or career goals. Building visible milestones—like Everest's icefall, Lhotse Face, and balcony checkpoints—maintains forward momentum versus climbing a featureless volcano with no reference points marking progress.
  • Blue Ice Protocol: When progress stalls on a goal, slow down and become deliberate rather than pushing harder. On Antarctica's Mount Tiree, blue ice—dense, oxygen-free ice that rejects axe placements—required precise, calculated movements. Applying this to finances: when debt paydown or investing hits friction, reduce pace, audit each move, and recognize the entire path is never blue ice.
  • Team Quality Determines Outcome: Large goals require large, vetted teams. Drummond evaluated every guide, porter, and climbing partner through one filter: would she trust this person with her child's safety? Applied to financial planning, advisors, accountants, and coaches should meet the same standard. Carrying a weak team member's weight consumes resources needed for your own progress and compounds risk.
  • Career Networking in a Contracting Job Market: With total job postings declining over 15% through late 2023 per Indeed data, passive job searching becomes ineffective. Actionable steps: update LinkedIn with current-year accomplishments, have a senior-level contact audit your profile for relevant buzzwords, attend industry conferences for face-to-face contact, and explicitly state desired roles to your network rather than waiting to be discovered.

What It Covers

Jen Drummond, the first woman to climb all seven second summits, shares resilience frameworks drawn from surviving a 2018 car accident, two K2 attempts, and technical climbs across seven continents. The episode connects mountain-climbing strategy—goal milestones, team selection, navigating blue ice—to personal finance and career goal execution.

Key Questions Answered

  • Courage-Confidence Flywheel: Courage and confidence operate as a self-reinforcing cycle, not a prerequisite. Taking one small step—opening a first investment account, trying a tax triangle strategy—generates enough confidence to attempt the next step. Waiting until you feel ready breaks the cycle before it starts. The mechanism only activates through action, not preparation.
  • Summit-Only Thinking is a Trap: Drummond trained 1,238 hours to spend ten minutes on Everest's summit. Treating the summit as the sole destination destroys momentum on long financial or career goals. Building visible milestones—like Everest's icefall, Lhotse Face, and balcony checkpoints—maintains forward momentum versus climbing a featureless volcano with no reference points marking progress.
  • Blue Ice Protocol: When progress stalls on a goal, slow down and become deliberate rather than pushing harder. On Antarctica's Mount Tiree, blue ice—dense, oxygen-free ice that rejects axe placements—required precise, calculated movements. Applying this to finances: when debt paydown or investing hits friction, reduce pace, audit each move, and recognize the entire path is never blue ice.
  • Team Quality Determines Outcome: Large goals require large, vetted teams. Drummond evaluated every guide, porter, and climbing partner through one filter: would she trust this person with her child's safety? Applied to financial planning, advisors, accountants, and coaches should meet the same standard. Carrying a weak team member's weight consumes resources needed for your own progress and compounds risk.
  • Career Networking in a Contracting Job Market: With total job postings declining over 15% through late 2023 per Indeed data, passive job searching becomes ineffective. Actionable steps: update LinkedIn with current-year accomplishments, have a senior-level contact audit your profile for relevant buzzwords, attend industry conferences for face-to-face contact, and explicitly state desired roles to your network rather than waiting to be discovered.
  • Debt Acceleration Without Full Payoff: For rental property owners carrying mortgages, full Dave Ramsey-style payoff isn't the only risk-reduction tool. Adding modest extra principal payments—even allocating 50% of each rent increase toward principal—meaningfully shortens payoff timelines without eliminating retirement contributions. The key metric: track the gap between current market value and remaining loan balance to ensure adequate equity buffer against market fluctuation.

Notable Moment

After losing a teammate to an avalanche on her first K2 attempt, Drummond descended immediately despite being positioned ahead of other climbers. She later identified a different team with stronger safety protocols for her second attempt—and summited while simultaneously sponsoring the first Pakistani woman to reach K2's peak.

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Episode Transcript

Hey, Stackers. We got a great show today. We are talking courage. And I spoke about this at my keynote in Omaha at the one percent better conference. I actually wrote a blog post about this if you wanna check it out in the Stacie Benjamin site. But here's the reason I wanted to have this episode today. It takes courage to reach your goals. And you think, well, that sounds kinda dumb. No. Not not really. I see all the time people shame themselves. They feel, oh, why did I do that? Oh, that was the dumbest thing I could do. You know what? It takes courage to be embarrassed. The courage to look at your life like it's a science experiment. The courage to do the things that that maybe you have never done before to try something new, like trying to find the efficient frontier if you wanna get really nerdy or to work on your tax triangle. That's also a little nerdy or to just open up your first investment account. Definitely not nerdy. Courage builds confidence, which in turn gives you the commitment to take another step in the right direction. This is like a flywheel. Right? Because when you take that next step, that gives you the courage to open yet another door that builds confidence and so on and so on. So that's why we're taking you back to our discussion with Jen Drummond today to kick off greatest hits week. But a couple notes before we hit play on this episode back from, early twenty twenty four. First, I'm gonna be in Seattle on Thursday, Stackers. That's March 5. If you're listening to this later, 06:30PM, Elysian Brewing in Capitol Hill that's on Pike Street. To tell us you're coming, head to stackybenjamins.com/meetup, and that'll take you to our Benjamins After Dark Seattle Facebook group, where you can sign up and also join a great group of local people that we've got hanging out online together. We're gonna give away some stuff with Doug's trivia. We'll talk money. We'll talk better living. It's been a year since I've been in Seattle. Can't wait to get back there. Maybe we'll even share a foamy beverage or two together or non foamy, if that's your things. Thursday, 06:30PM, Elysian Brewing, Capitol Hill in Seattle. And also in March, coming up in two weeks, our shiny new Boston group, they are finally rolling. Man, we've been excited about this for a while, and I'm glad I actually get to start announcing this. My daughter Autumn lives in Boston. She's already signed up for the group. James, Carol Ann, Susan, they have done such a great job. They've got an amazing first meeting agenda plan. They're gonna have giveaways, great money discussions, be a part of this formative group. Right? Create the future and find your people. Come say hello to other stackers at our new Benjamins After Dark Boston as they get rolling. That is …

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