Leadership Explored
Leadership Explored
Season 1 Year-To-Date Leadership Reflection (2025)
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Season 1 Year-To-Date Leadership Reflection (2025)

Hosts: Ed Schaefer & Andy Siegmund

Episode: Season 1 Special

Runtime: ~75 minutes

Release Date: December 30, 2025

Website: leadershipexploredpod.com

Episode Description

In this Season 1 special, Ed and Andy do a “Leadership Year-to-Date” reflection—checking which beliefs got stronger, which shifted, and which messy lessons changed how they lead. From learning rate and team stability to slack time, strategy, communication, AI discernment, boundaries, and burnout, this episode is a practical end-of-year reset for leaders who want to stay honest and adaptive.

Episode Summary

Over a year, your team changes, your workload changes, and the world changes—so your leadership beliefs should probably change too. In this episode, Ed and Andy walk through a simple reflection framework: what strengthened, what shifted, and what surprised you enough to change your behavior.

They dig into why rate of learning is still the best career insurance, why stable teams beat constant re-teaming, and why slack time isn’t a luxury—it’s a prerequisite for good judgment. They wrestle with the gap between “strategy” as a slogan vs. strategy that actually names the crux problem and drives coherent action. They call out the hidden tax of vague, context-free communication (“hey, got a sec?”), and they get very real about taste and discernment in an AI world—where speed is cheap, but judgment is everything.

The back half turns into the “messy lessons” section: discovery is almost always bigger than promised, sales optimism often outpaces delivery readiness, and burnout + context switching can narrow your world and quietly reduce effectiveness. They close with a challenge: don’t treat reflection like a scorecard—treat it like a way to learn fast enough to lead better next quarter.


Episode Highlights

[00:00] – Why do a Leadership Year-to-Date reflection (and how to use the three-question framework)
[04:00] – Andy: Rate of learning matters more than almost anything
[08:39] – Ed: Long-lived teams beat constant re-teaming (trust, flow, psychological safety)
[13:26] – Slack time isn’t a luxury—no slack leads to “infinite wait time”
[18:52] – Strategy beats reactivity: if you can’t name the problem, you can’t pick the next move
[22:16] – Andy’s pushback: is it a capacity problem…or a skill/enablement gap?
[28:06] – Professional communication as a force multiplier (context, clarity, urgency)
[34:12] – “Good taste” matters more in an AI world (judgment > first draft speed)
[40:07] – Self-respect and boundaries: sustainable pace, burnout prevention, stop working for free
[46:49] – Andy: the “grass is greener” myth—every org has constraints that rhyme
[49:20] – Ed’s reframe: growth isn’t just motivation—often it’s capacity, space, and energy
[53:37] – “Confidence as a service”: draft first, iterate fast, don’t wait for perfect inputs
[1:01:25] – Messy lessons: discovery is bigger than promised (even when everyone swears it’s defined)
[1:07:11] – Sales optimism vs. delivery readiness (and why readiness checks matter)
[1:09:04] – Burnout + context switching: how it narrows perspective and quietly degrades effectiveness
[1:15:23] – Season 1 wrap + what’s next (Season 2 returns in early 2026)


Key Takeaways

  • Learning rate beats raw talent. The advantage isn’t “never making mistakes”—it’s repeating fewer mistakes.

  • Team stability is a performance multiplier. Re-teaming is a skill, but stability reduces friction and accelerates trust.

  • Slack time protects leadership quality. Without space, judgment degrades, decision debt grows, and plans get brittle.

  • Strategy isn’t a slogan. If you can’t name the crux problem, you’re probably just staying busy.

  • Clarity is kindness in professional communication. Context + ask + timeframe prevents wasted cycles and anxiety.

  • AI doesn’t replace thinking—bad users are trying to bypass thinking. Draft speed is cheap; discernment is scarce.

  • Burnout is a leadership risk, not a personal weakness. Context switching and overload compound until effectiveness drops.


“Your Move This Week” — Listener Reflection Exercise

Grab a note app or paper and answer these three prompts:

  1. One belief that changed this year: What did reality force you to update?

  2. One belief that got stronger: What did experience confirm?

  3. One adjustment you’ll make next quarter: What will you do differently—calendar, communication, boundaries, or decision-making?

If you want to go one layer deeper:

  • What did you stop doing because you ran out of space/energy?

  • What’s one “slack time” move you can protect weekly (even 30 minutes)?


Concepts & Resources Mentioned

  • Slack time & utilization: The Phoenix Project (the “utilization → wait time” idea)

  • Strategy & “the crux”: Richard Rumelt (Good Strategy/Bad Strategy, The Crux)

  • Leading with intent, not orders: David Marquet (Turn the Ship Around!)

  • Team development stages: Tuckman’s stages (forming, storming, norming, performing)

  • Estimation reality check: Hofstadter’s Law

  • Burnout metaphor: “drowning vs. swimming” framing (Ed references Will Larson’s style of thinking)


Discussion Prompts (great for leaders or team offsites)

  • Where are we mistaking activity for strategy right now? What’s the actual crux problem?

  • What’s one place we’re paying a hidden tax because we’ve eliminated slack time?

  • What’s the most common example of context-free communication on our team—and what standard should we adopt?

  • Are we asking people to change because it’s important—or because we’re uncomfortable sitting still?

  • What’s our biggest source of context switching—and what would we stop, simplify, or delegate to reduce it?


Season 1 Update + What’s Next

This is the final episode of Season 1 and our last release for 2025. We’re taking a break to create more space around travel, prep, recording, editing, scheduling—and the holidays.
We’ll be back in early 2026, with new episodes planned every other Tuesday starting February 10, 2026.


Stay Connected

If this sparked a reflection you’re willing to share, we’d genuinely love to hear it.
Email: leadershipexploredmail.com
Connect: LinkedIn (Ed Schaefer & Andy Siegmund)
If you found value in the episode, please subscribe, leave a review, and share with someone who leads.


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