Reaching out to people you’ve lost touch with is harder than it should be—until you actually do it. Whether it’s old friends, former colleagues, or connections that quietly faded over time, the first message can feel awkward or even intimidating. But with each attempt, the process gets smoother, more familiar, and surprisingly rewarding. This episode explores why that initial outreach feels so vulnerable, what happens when you push through it, and why re-establishing connection—just like anything else—gets easier every time.