Pillar: Networking – meeting new people and practicing proactive outreach.
For my challenge, I pushed myself to cold reach out to five people on LinkedIn (two founders, two VCs, and one Haas alum) with personalized messages asking for a 15–20 minute virtual coffee chat about their paths. I also committed to actually scheduling and attending at least one conversation that came out of those messages, instead of just “collecting” connections.
Making my own challenge forced me to be honest about what actually feels uncomfortable for me (direct outreach) versus just attending another event. The process went better than I expected, two people replied, and it made networking feel more like a learnable skill than something only “naturally extroverted” people can do.
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