Jason Sikora: Am I making the right decision in reaching out to a friend / previous coworker of mine for my next gig? It could be rewarding but maybe not necessarily on the path I am aiming for.

• Eliminate “I’m available” in your conversation. Reach out as a peer, not as a gatekeeper. It’s a warmer opening and fits the tone of your relationship. 
• He already knows you're qualified and he advocates for you. The peer approach makes it more likely he'll think of and recommend you for the next job.
• Offer a reason to reconnect over lunch on shared interests like hobbies, AI or industry shifts.
• Use the conversation to learn more about his path and uncover any shared interest in career pivots.

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