Katie Krispin is an estate planning attorney and a member at Adventure Unknown, and this is her second time in the chair — the first one, roughly two years ago, caught her right as she was standing up her own practice. She notes early that this podcast is how she found the place at all: she couldn’t figure out what Adventure Unknown was, kept showing up anyway, and eventually Scott laid down the law — shit or get off the pot.

What has changed in two years is mostly internal, and she says so plainly. She knows the craft; the business building is “a whole another animal.” She names herself a perfectionist and a people pleaser by nature and by nurture, describes the setbacks that come from both, and calls the work of unravelling that conditioning something she expects to be doing for the rest of her life. The payoff she names is ego: “I’ve she ...