908: Ask Me Anything: Pivots, Burnout, Flops & What’s Lighting Me Up Lately

How to Pivot, Protect Your Foundation, and Build a Business That Feels Right

Jenna Goodger opens this listener-driven episode with candid answers to real entrepreneurial crossroads: the fear of leveling up, how to sell sensitive services with tenderness, getting traction when great content goes unseen, and practical systems for keeping your business organized and sane. The conversation moves between strategy and humanity, offering short-term tactics that honor long-term identity shifts.

Normalize the Discomfort of Leveling Up and Pivoting Without Burning Bridges

When the work you do still pays the bills but no longer fits your identity, a hard reset isn't always necessary. Jenna recommends using your current business as a launch pad—identify the "enough" number that covers your security needs, then gradually reduce workload while you test new offerings. That measured transition prevents sabotage of past success and preserves creative energy. The episode highlights the value of working from alignment: journal on what success at the next level will require you to leave behind, then design systems and boundaries that support the new identity.

Gentle Marketing For Grief Coaches And Service-Based Offers

For practitioners working with loss or trauma, the episode stresses a tender funnel: podcast episodes or free meditations as low-barrier entry points, followed by email nurturing and soft invitations to micro-courses. Rather than shouting product features, tell the story of why the offer exists; your story is the sales strategy. Micro-offers should promise one clear transformation—one small, tangible relief point—so potential clients know exactly what moment of grief the product is meant to meet.

Turn Great Content Into Ongoing Discovery

One major thread is practical visibility: repurpose and multiply your best material into reels, carousels, emails, and platform-native posts. Prioritize promotion after creation—guide people to your work instead of assuming they'll find it. Improve search visibility with real-world language and by refreshing high-performing posts, and increase reach through local partnerships and cross-promotional appearances. Small collaborations with local practitioners can lift awareness faster than more sporadic posting.

Systems That Keep Your Business Human And Organized

The episode dives into repeatable workflows: capture testimonials in a single shared place, tag them by offer and objection, and repurpose the most persuasive quotes for landing pages, ads, and email sequences. Use tools like a shared messaging channel and a simple tracker in Airtable, Notion, or monday.com to avoid the chaos of scattered screenshots. For subscription creep, run a quarterly audit, consolidate tools into all-in-one platforms when possible, and use services that surface unused charges so you can cancel or renegotiate.

• Protect creativity by preserving financial security—know your baseline revenue before pivoting.
• Design gentle funnels for sensitive niches with low-barrier touchpoints and community support.
• Promote more and create less by repurposing high-performing content into multiple channels.
• Organize testimonials by transformation and objection for faster, more persuasive storytelling.
• Audit subscriptions regularly and consider all-in-one platforms to cut costs.

The episode blends tactical checklists with empathetic guidance—whether you're a grief coach, a course creator, or a creative founder facing a pivot, the practical steps shared here aim to help you move forward in a way that honors both your past work and your future identity.

This conversation underscores a simple throughline: thoughtful transitions beat dramatic burn-downs, connection sells more than features, and systems free up space for the work that matters most.