EPISODE 201: Coaching Session: Clarifying Caryn’s Offers, Workshops + Client Pathway in Her Midlife Coaching Business
We’re back with one of the most loved formats on Passionate & Prosperous: a real coaching session you get to listen in on and apply to your own business.
In this episode, I’m coaching Caryn Bothman, a midlife coach and founder of Midlife Mama Co., who supports women navigating the transitions of midlife, empty nests, aging parents, and the “where did I go?” feeling that so many women have at this stage. Caryn is passionate about women’s empowerment, personal development, and creating community through workshops, retreats, and in-person connection, but like many newer entrepreneurs, she’s feeling the tension between all the things she could do and what will actually build a sustainable coaching business.
We dig into where to focus first, how to think strategically about one-on-one coaching vs. group programs and workshops, and what it really takes to attract clients when you don’t have a big audience yet. We talk about audience growth, list-building, lead magnets, email marketing, social media, and personal outreach, and why repetition in your messaging is not only allowed, it’s required.
If you’ve ever wondered, “Should I be doing more on social? A group program? A workshop? Where do clients even come from?” this conversation is going to feel like sitting in on a private business and marketing strategy session for your own coaching practice.
In this coaching session, we dive into:
How to reverse engineer your business by starting with what you actually want (income, lifestyle, and how you like to work) and building your offer strategy from there
Why it’s usually smarter to focus on one-on-one coaching first before launching group programs, memberships, and paid workshops
The real role of workshops, talks, and live events in a profitable coaching business (and why they often work best as visibility + client attraction tools more than primary revenue streams)
How to think about audience growth, lead magnets, and email list growth so you have people to invite into your offers
Why only a small percentage of your social media followers ever see your posts—and what that means about being “redundant” with your content, invitations, and calls to action
The power of personal outreach, DM voice notes, and actual conversations in signing clients (instead of hoping a post, funnel, or sales page does all the work)
How to structure discovery calls, follow-ups, and intentional communication so you’re not accidentally coaching for free and then leaving people to talk themselves out of getting support
If you’re a coach or service-based entrepreneur in the earlier stages of your business—especially if you love the idea of in-person workshops, retreats, and community experiences—this episode will help you see the order of operations that actually creates a steady, prosperous coaching business.
You’ll also hear us talk about what it looks like to build your “yellow brick road” of offers and touchpoints over time, so that everything you do—social media, email, workshops, personal outreach, and discovery calls—works together to attract, nurture, and convert the right clients in a grounded, human way.

