Most people think they have a strategy problem. What they actually have is an implementation problem.

In this episode, the two of us talk honestly about something we see over and over again—in our clients, in our businesses, and sometimes in ourselves: the difference between having a strategy and having the support to actually do the work. We both love a good plan, but we’ve watched plenty of perfectly sound strategies fall apart the moment they hit a real calendar, a real workload, or a real human with limited energy.

Our conversation explores what strategy really gives you (direction, priorities, a sense of sequence) and what implementation requires (the skills to actually execute, time, and accountability). We compare strategy to a map: it shows where you want to go and the possible routes to get there. And we talk about the gap, when you need turn-by-turn directions, the recalculating voice when they get off track, and sometimes, the driver who can help get them moving again. The conversation ranges from client experiences with “strategy-only” offers to what it means to truly support implementation—through deadlines, accountability, and a bit of hands-on help when needed.

* Why “strategy-only” offers often fail to create results

* Jessica’s 28-point SEO plan story—and what it revealed about capacity vs. desire

* How clients need different kinds of support: the map, the GPS, or the person doing the work

* The “recalculating” role—why to choose a provider who will help you get back on course after a detour

* Why overwhelm happens when the plan outpaces your emotional or practical capacity

* Jessica’s existential “do I go hands on or not” dilemma

* How deadlines, feedback, and accountability turn theory into momentum

* Why AI can’t be your driver—it doesn’t check if you actually did the thing

* The truth: strategy doesn’t scale without implementation rhythms and time management

Connect with Us

Listen on Spotify

Listen on Apple Podcasts

Meg Casebolt

Jessica Lackey

This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit aggressivelyhuman.substack.com

E1033: News Roundtable! Lambda School CEO Austen Allred & General Catalyst Partner Katherine Boyle on Lambda School controversy, Techlash & late-stage journalism, Robinhood down as Dow jumps & more!