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Jun 13, 2024 · 17m · founders-journal

Navigating Career Pivots (Kyle Hagge, Chief of Staff to the COO at Morning Brew & Co-Host of Per My Last Email)

Kyle Hagee · 16m spoken
0:00 / 0:00

gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions

Guest host Kyle Hagge outlines six practical tactics for successfully executing career pivots, combining personal case studies from his own non-traditional trajectory with actionable frameworks for building credibility, expanding professional networks, and crafting a compelling career story.

How this conversation actually went

Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. How this is scored →

Alex as informed peer 0.0 Guest teaching 0.0 Guest disagreement 0.0 Alex pushing back 0.0
05100:0010:001:07–5:52 · Alex as informed peer 0/10 Kyle Hagge's Unconventional Career Journey and Early Pivots This is a solo guest-host monologue delivered by Kyle Hagge detailing his unconventional career path from AmeriCorps to Morning Brew. Because there is no active host dialogue or interaction, all host metrics and combativeness scores remain at zero.5:52–10:07 · Alex as informed peer 0/10 Tactic 1: Using Side Projects to Build Credibility Hagge outlines his tactics for using side projects and stepping out of one's comfort zone to build credibility. In a solo monologue format with no host interaction, interactive scoring remains at zero.10:07–12:13 · Alex as informed peer 0/10 Tactic 3: Leveraging Weak Ties to Unlock Opportunities Hagge explains the tactical importance of weak ties and second-degree connections for unlocking career pivot opportunities. This is delivered as instructional solo advice without counterarguments or dialogue.12:16–15:30 · Alex as informed peer 0/10 Tactic 4: Writing and Turning Knowledge into Showable Proof Hagge advises listeners to publish their thinking publicly and adopt a beginner mindset when transitioning roles. As a direct-to-camera educational monologue, no pushback or combativeness occurs.15:30–17:00 · Alex as informed peer 0/10 Tactic 6: Mastering the Art of Storytelling Hagge concludes by emphasizing narrative craft and connecting previous disparate career experiences into a cohesive story. The episode wraps up cleanly as a solo instructional presentation.1:07–5:52 · Guest teaching 0/10 Kyle Hagge's Unconventional Career Journey and Early Pivots This is a solo guest-host monologue delivered by Kyle Hagge detailing his unconventional career path from AmeriCorps to Morning Brew. Because there is no active host dialogue or interaction, all host metrics and combativeness scores remain at zero.5:52–10:07 · Guest teaching 0/10 Tactic 1: Using Side Projects to Build Credibility Hagge outlines his tactics for using side projects and stepping out of one's comfort zone to build credibility. In a solo monologue format with no host interaction, interactive scoring remains at zero.10:07–12:13 · Guest teaching 0/10 Tactic 3: Leveraging Weak Ties to Unlock Opportunities Hagge explains the tactical importance of weak ties and second-degree connections for unlocking career pivot opportunities. This is delivered as instructional solo advice without counterarguments or dialogue.12:16–15:30 · Guest teaching 0/10 Tactic 4: Writing and Turning Knowledge into Showable Proof Hagge advises listeners to publish their thinking publicly and adopt a beginner mindset when transitioning roles. As a direct-to-camera educational monologue, no pushback or combativeness occurs.15:30–17:00 · Guest teaching 0/10 Tactic 6: Mastering the Art of Storytelling Hagge concludes by emphasizing narrative craft and connecting previous disparate career experiences into a cohesive story. The episode wraps up cleanly as a solo instructional presentation.1:07–5:52 · Guest disagreement 0/10 Kyle Hagge's Unconventional Career Journey and Early Pivots This is a solo guest-host monologue delivered by Kyle Hagge detailing his unconventional career path from AmeriCorps to Morning Brew. Because there is no active host dialogue or interaction, all host metrics and combativeness scores remain at zero.5:52–10:07 · Guest disagreement 0/10 Tactic 1: Using Side Projects to Build Credibility Hagge outlines his tactics for using side projects and stepping out of one's comfort zone to build credibility. In a solo monologue format with no host interaction, interactive scoring remains at zero.10:07–12:13 · Guest disagreement 0/10 Tactic 3: Leveraging Weak Ties to Unlock Opportunities Hagge explains the tactical importance of weak ties and second-degree connections for unlocking career pivot opportunities. This is delivered as instructional solo advice without counterarguments or dialogue.12:16–15:30 · Guest disagreement 0/10 Tactic 4: Writing and Turning Knowledge into Showable Proof Hagge advises listeners to publish their thinking publicly and adopt a beginner mindset when transitioning roles. As a direct-to-camera educational monologue, no pushback or combativeness occurs.15:30–17:00 · Guest disagreement 0/10 Tactic 6: Mastering the Art of Storytelling Hagge concludes by emphasizing narrative craft and connecting previous disparate career experiences into a cohesive story. The episode wraps up cleanly as a solo instructional presentation.1:07–5:52 · Alex pushing back 0/10 Kyle Hagge's Unconventional Career Journey and Early Pivots This is a solo guest-host monologue delivered by Kyle Hagge detailing his unconventional career path from AmeriCorps to Morning Brew. Because there is no active host dialogue or interaction, all host metrics and combativeness scores remain at zero.5:52–10:07 · Alex pushing back 0/10 Tactic 1: Using Side Projects to Build Credibility Hagge outlines his tactics for using side projects and stepping out of one's comfort zone to build credibility. In a solo monologue format with no host interaction, interactive scoring remains at zero.10:07–12:13 · Alex pushing back 0/10 Tactic 3: Leveraging Weak Ties to Unlock Opportunities Hagge explains the tactical importance of weak ties and second-degree connections for unlocking career pivot opportunities. This is delivered as instructional solo advice without counterarguments or dialogue.12:16–15:30 · Alex pushing back 0/10 Tactic 4: Writing and Turning Knowledge into Showable Proof Hagge advises listeners to publish their thinking publicly and adopt a beginner mindset when transitioning roles. As a direct-to-camera educational monologue, no pushback or combativeness occurs.15:30–17:00 · Alex pushing back 0/10 Tactic 6: Mastering the Art of Storytelling Hagge concludes by emphasizing narrative craft and connecting previous disparate career experiences into a cohesive story. The episode wraps up cleanly as a solo instructional presentation.

speaking balance: gold is Alex, purple is the guest (3 minute bins)

0:00 · Alex 0% · guest 100%0:00 · Alex 0% · guest 100%3:00 · Alex 0% · guest 100%3:00 · Alex 0% · guest 100%6:00 · Alex 0% · guest 100%6:00 · Alex 0% · guest 100%9:00 · Alex 0% · guest 100%9:00 · Alex 0% · guest 100%12:00 · Alex 0% · guest 100%12:00 · Alex 0% · guest 100%15:00 · Alex 0% · guest 100%15:00 · Alex 0% · guest 100%
Sharpest disagreement ▶ 1:07 Playful banter about university rivalry

In an entirely non-adversarial solo episode, Hagge makes a lighthearted quip that Minnesota is much better than Michigan where regular host Alex Lieberman went.

 Hardest push from Alex ▶ 0:00 No host pushback present

The regular host is absent, and the entire episode is a guest monologue, leaving no opportunity for host pushback.

 Biggest teaching moment ▶ 14:05 Reframing inexperience as a beginner's advantage

Hagge quotes his former mentor to explain how experts are limited by established best practices, showing how newcomers bring innovative problem-solving.

 Alex holds their own ▶ 0:00 No host hit-back present

There is no host presence or debate dynamic in this solo episode format.
the scores for every segment, with the reasoning behind each
ChapterTopicAlex as informed peerGuest teachingGuest disagreementAlex pushing backWhy
Kyle Hagge's Unconventional Career Journey and Early Pivots 0000 This is a solo guest-host monologue delivered by Kyle Hagge detailing his unconventional career path from AmeriCorps to Morning Brew. Because there is no active host dialogue or interaction, all host metrics and combativeness scores remain at zero.
Tactic 1: Using Side Projects to Build Credibility 0000 Hagge outlines his tactics for using side projects and stepping out of one's comfort zone to build credibility. In a solo monologue format with no host interaction, interactive scoring remains at zero.
Tactic 3: Leveraging Weak Ties to Unlock Opportunities 0000 Hagge explains the tactical importance of weak ties and second-degree connections for unlocking career pivot opportunities. This is delivered as instructional solo advice without counterarguments or dialogue.
Tactic 4: Writing and Turning Knowledge into Showable Proof 0000 Hagge advises listeners to publish their thinking publicly and adopt a beginner mindset when transitioning roles. As a direct-to-camera educational monologue, no pushback or combativeness occurs.
Tactic 6: Mastering the Art of Storytelling 0000 Hagge concludes by emphasizing narrative craft and connecting previous disparate career experiences into a cohesive story. The episode wraps up cleanly as a solo instructional presentation.

Statements from this episode (6)

Insight
Hagge: Employers Won't Trust Career Pivoters Without Tangible Proof
“If you're looking to make a career pivot, say you want to work in podcasting, but you've been a financial analyst your whole life, no one's going to trust you that you can do that. They're not going to give you the benefit of the doubt.”
Kyle Hagee Jun 13, 2024 ▶ 6:37
Insight
Hagge: Introspection without practical experimentation undermines successful career pivots
“One issue I see with a ton of people that want to make career pivots is actually sit back and they just think about what they like. They do a lot of self-reflection. They do a lot of kind of looking at their intuition. I'm not anti-self-reflection. You should …”
Kyle Hagee Jun 13, 2024 ▶ 8:14
Insight
Hagge: Career Pivot Opportunities Come Primarily Through Weak Ties
“All of your first degree connections, all the people you're really close with, those opportunities are already baked in. You're already aware of them. Your weak ties are these people that you have some sort of connection to, but you don't really understand wha…”
Kyle Hagee Jun 13, 2024 ▶ 10:49
Insight
Hagge: Answering interview questions in public blog posts builds career pivot credibility
“Think about what questions, if I was trying to make a career pivot, would people ask me to ascertain if I'm right for this role, if it's the right fit for me? And then take those interview questions, put them in a blog post, and write down what your answers wo…”
Kyle Hagee Jun 13, 2024 ▶ 13:15
Insight
Hagge: Entering a new industry without formal training enables greater innovation
“And so when you come into a new industry and you don't have a ton of formal training, you actually have a ton of fresh perspectives. You almost haven't been beaten down by the best practices of that particular role. You haven't been put in the box of what peop…”
Kyle Hagee Jun 13, 2024 ▶ 14:44
Insight
Hagge: Interviewers will never connect your career dots for you
“No one is going to connect the dots in your career except you. And if you're counting on someone when you're sitting across them to have an interview to try to make a career pivot, to understand your career journey, because if you are trying to make a pivot, i…”
Kyle Hagee Jun 13, 2024 ▶ 15:40
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