The Goal Digger Podcast – Episode 933

How to Build Your AI Dream Team (Without Losing the Human Touch)

Host: Jenna Kutcher
Guest: Natalie MacNeil – Emmy award-winning entrepreneur, futurist, and creator of the AI Dream Team
Date: November 24, 2025

Episode Overview

In this transformative episode, Jenna Kutcher sits down with Natalie MacNeil to explore how entrepreneurs can leverage artificial intelligence (AI) to streamline their business, reclaim their time, and amplify their impact—without sacrificing the human, heart-led touch they care about. Natalie shares her groundbreaking approach to building an “AI Dream Team,” comprised of custom GPTs (Generative Pre-trained Transformers) tailored for every role in a business. The conversation goes deep on mindset shifts, ethical AI use, systemization for solopreneurs and small teams, and practical steps to ensure AI enhances—rather than replaces—our creativity, values, and humanity.

Key Discussion Points & Insights

1. Reframing the Guilt Around Automation and Delegation

• [06:54] Natalie addresses the societal and especially gendered guilt that comes with automating or delegating work, particularly among women entrepreneurs:

  “We’ve been conditioned to equate our worth with our work… and whenever I would start automating something… I actually found ways to make things hard for myself. That made me feel valuable as a human because of my conditioning and upbringing.” — Natalie (08:48)

• Mindset Shift to Embrace AI:
  Natalie encourages listeners to detach their worth from productivity, and to see AI as a tool for granting themselves space to discover who they are beyond their work.

2. The Human Opportunity With AI

• [12:13] Jenna shares her personal “joy journey”—exploring her identity beyond work:

  “I want my work to be the least interesting part of my life… it was just this beautiful reminder of what a passionate life can look like when time and space exist.” — Jenna

• AI as a Leveler:
  Natalie notes that shorter work weeks and more time for personal growth shouldn’t be privileges reserved for the few, and that AI has the power to democratize this access.

3. Addressing Fears and Ethical Concerns Around AI

• [16:12] Natalie validates listeners' fears about AI and addresses common worries:

  “Your fears are totally valid… It’s important that we have regulation… but what we're missing is the possibilities.”

  She shares a metaphor:

  “From the perspective of the water nymph, flying through the air is unimaginable. That’s where we are now with AI. We can’t see all the possibilities from our current consciousness.” — Natalie (16:12)

• Environmental Impact, Regulation & Responsibility:

  • Declining environmental impact per prompt
  • Efficiency improvements
  • Importance of ethical and conscious use at both corporate and personal levels

4. How Natalie Built Her AI Dream Team

• [27:56] Natalie began preparing for this AI shift years before ChatGPT went mainstream, experimenting with early AI tools and eventually creating over 40 custom GPTs for different roles in her business.

  “I created this 3C’s prompt framework: Clarity, Context, and Cues…” — Natalie (27:56)

  • Clarity: Assign a world-class role and specific goal to your AI
  • Context: Provide detailed information about your business, clients, and voice
  • Cues: Upload supplemental data such as business plans and previous content

• A Small Team, Amplified:
  Both Jenna and Natalie share their preference for lean, tight-knit teams (5 people or fewer), augmented by AI to achieve big results—enabling them to stay creative and relational.

5. Practical Workflow Examples

• [33:15] Natalie outlines her approach to creating “org charts” for AI:

  • Assign each GPT a specific business function (e.g., content creator, marketing strategist, copywriter)
  • Don't ask one AI to “do it all”—specialize instead

  “Specificity turns AI into a true collaborator.” — Natalie

• Automated Workflows:
  Using tools like Taskade or Mindpal, AI strategists can autonomously generate tasks (like drafting weekly emails) and “tag in” specialist GPTs for optimization.

• Integrations in Real Life:

  • AI content creator for newsletters
  • AI project manager trained on SOPs, exporting tasks for Asana/Notion
  • Claude’s “skills” feature for brand design, content, and more

6. Surprising & Everyday AI Use Cases

• [04:45] Natalie automates her financial management with Gemini, including profit/loss, trend mapping, and investor analyses, surprising many listeners.

• Jenna’s Use Cases:

  • Analyzing audience surveys for ideal client avatars across offers
  • Generating personalized recipes for her kids ([41:17])
  • Automating podcast show notes and episode titling with decade-trained GPTs ([57:30])

• Everyday Enhancements:

  • AI-generated kid’s stories with embedded empowering messages ([41:29])
  • ChatGPT’s “Pulse” feature for proactive, personalized productivity

7. Maintaining the Human Touch: Preserving Voice & Heart

• [49:05] Natalie assures that with thoughtful “humanization prompting,” AI outputs can sound lively, emotionally intelligent, and aligned with one’s authentic voice.

  • Use platforms like Claude for more human-sounding results
  • Upload transcripts of personal conversations to train GPTs on your tone and stories
  • Always review and infuse content with recent personal anecdotes

  “I have the space to pour my heart into that newsletter… I haven't felt like I've had that space in many past years running my business.” — Natalie

• Collaboration, Not Replacement:
  AI should be marketed as a creative partner that can enhance clarity, highlight blind spots, and multiply the impact of your unique ideas without replacing them.

  “[AI] is helping my ADHD brain sort this in a logical way that actually will help people take the actions that I’ve wanted them to take.” — Jenna ([53:22])

8. AI as a Force Multiplier — The Internet Analogy

• [59:34] Natalie urges listeners not to repeat the initial skepticism that met the internet in the 1990s:

  “If you could travel back to 1995 with the wisdom you have now, would you choose not to engage with the internet?… We are in a very similar moment with AI.”

  • The AI revolution will be faster and more encompassing
  • Choosing hope and openness increases your capacity to see opportunities and contribute to building a better future

9. Introducing the AI Dream Team Program

• [63:01] Natalie outlines her course for entrepreneurs:

  • Build and train your own suite of AI “team members” (CEO, marketer, content creator, project manager, etc.)
  • Receive template instruction sets and access to Natalie’s GPTs trained on years of launch and business experience

  “You’ll build your own AI Dream Team trained on your business and your genius. And then you’ll also get my AI Dream Team… a team of consultants and coaches that are going to be able to work with your AI Dream Team to make it even more powerful.” — Natalie ([63:01])

Notable Quotes & Memorable Moments

• On AI and Human Worth:

  “We've been conditioned to equate our worth with our work... you need to work on decoupling your worth from your work, and actually letting things be easier.” — Natalie (08:47)

• On Navigating the AI Transformation:

  “From the perspective of the water nymph, flying through the air is unimaginable. That’s where we are now with AI.” — Natalie (16:12)

• On Business & AI Team Building:

  “Specificity turns AI into a, a true collaborator... it will do the work it’s trained to do with creativity and accuracy.” — Natalie (33:15)

• On Maintaining Human Connection:

  “Plug in humanization prompting... make sure your outputs sound alive and conversational and emotionally intelligent.” — Natalie (49:05)

• On the Transformational Potential:

  “Everybody needs to now become an AI integrated entrepreneur. Your business needs to be AI integrated for 2026 and beyond.” — Natalie (59:34)

Timestamps for Key Segments

| Timestamp | Segment | |-----------|---------| | 04:45 | Surprising AI Use Case: Financial Automation | | 06:54 | Societal and Gendered Guilt Around Automating Work | | 12:13 | Jenna’s Joy Journey Beyond Work & AI as Leveler | | 16:12 | AI Fears: Ethics, Environment, and “Dragonfly” Metaphor | | 27:56 | Natalie’s AI Dream Team Origin Story & 3C’s Framework | | 33:15 | Practical AI Org Chart & Workflows for Small Teams | | 41:29 | Creative Everyday & Business AI Applications | | 46:52 | AI for Media Consumption: Managing the News | | 49:05 | Keeping Your Human Voice & Emotional Intelligence | | 53:22 | Jenna’s Experience: AI as Partner for Clarity and Creativity | | 59:34 | The Internet Analogy: Why AI Integration is Inevitable | | 63:01 | AI Dream Team Program Overview |

Final Thoughts

Jenna and Natalie weave a hopeful, pragmatic, and ethically conscious vision of AI in entrepreneurship. Their conversation is an invitation to see AI as a tool for liberation, not replacement—a means to reclaim creativity, human connection, and joyful living at the core of meaningful business.

Resources Mentioned:

• AI Dream Team Course
• Jenna Kutcher’s Website
• Natalie MacNeil—Website & Newsletter
• Instagram: @nataliemacneil

For women and creative entrepreneurs ready to build a business that serves their life, this episode demonstrates the “how” and the “why” of teaming up with AI—with integrity, heart, and vision for the future.