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Thinking strategically about your career

Nov 4, 2025
The host dives into the importance of strategic career planning and the unexpected challenges of losing a major client. They emphasize the need to reassess career goals regularly and explore backup options like further education or teaching. The conversation highlights the impact of AI on tech jobs and discusses the shifting landscape of remote hiring. Listeners are encouraged to specialize in niche fields and embrace continuous learning, alongside engaging in side projects to bolster their career paths.
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ANECDOTE

License Client Lost After Acquisition

  • The speaker lost a major B2B licensing client after that company was acquired by a much larger firm.
  • The acquisition led the buyer to favor internal software, eliminating the speaker's contract and a sizable income stream.
ADVICE

Review Your Career While Comfortable

  • Step back periodically and review your career to spot strategic backup options before you need them.
  • Use comfortable times to acquire credentials or skills rather than scrambling after a setback.
INSIGHT

AI Amplifies Senior Developer Productivity

  • AI can make experienced developers far more productive, reducing headcount needs in some teams.
  • Senior developers who know AI can detect model mistakes and maintain quality better than juniors.
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