What happens when the mission that fuels you becomes the thing that depletes you? In this episode, Nicole sits down with Catharine Montgomery, founder of The Better Together Agency, a communications firm built to amplify organizations doing good in the world. Catharine has rebuilt her business — and herself — more than once, and she doesn't hold back about what that actually costs. This is a wide-ranging conversation about purpose-driven entrepreneurship, the burnout that hides inside your passion, and what faith traditions have always known about rest that hustle culture refuses to teach us. If you're a values-driven founder, a woman of faith navigating hard seasons, or someone who has quietly wondered whether your sense of purpose is sustaining you or slowly burning you out — this episode is for you.
Here's what's in the episode:
- What it really looks like to build a business around your values
- The shadow side of purpose-driven work: how caring deeply can quietly become the reason you stop taking care of yourself
- Bias in AI, and why Catharine built her own tool
- The theology of hard times: does God have a plan, does it have to be detailed, and what do you do when you've stopped believing it?
- Simple, unglamorous rest practices that are actually working for her right now
Chapters:
00:00 Introduction to Just Rest and Catharine Montgomery
02:09 Taking a Deep Breath
03:17 Catharine's Burnout Stories
05:13 The Birth of Better Together Agency
08:37 Navigating Racism and Burnout
11:20 Building in Everyday Self-Care
14:23 Spirituality and Personal Growth
16:57 The Nature of Divine Planning
19:19 Understanding Suffering and Divine Presence
21:49 Evolving Values-Alignment in the Second Start-Up
24:37 Navigating Change and Maintaining Mission
28:48 Innovating with AI for Social Good
32:50 Addressing Bias in AI Technology
35:28 The Impact of AI on Racial Wealth Gap
37:42 Perfectionism and Its Challenges
41:08 Balancing Passion and Burnout
44:31 The Importance of Rest and Creativity
48:47 Highlighting Positive Change: Red Rabbit
CONNECT WITH CATHARINE MONTGOMERY:
Website: https://thebettertogetheragency.com
LinkedIn: https://www.linkedin.com/in/cnmontgomery
The Better Together Agency on Linkedin: https://www.linkedin.com/company/thebettertogetheragency
Organization highlighted: Red Rabbit — providing culturally relevant meals to children in schools across New York, Philadelphia, and Washington, DC. redrabbitlunch.com
CONNECT WITH NICOLE HAVELKA:
Newsletter: https://defythetrend.substack.com/
LinkedIn: https://www.linkedin.com/in/nicole-havelka-35762022/
Work with Nicole: https://defythetrend.com/contact/
The Calm Calendar Club is a brain-friendly planning community for neurodivergent adults, ADHD minds, and sandwich-generation caregivers who are tired of systems that don’t fit real life. We help you build a flexible, values-based calendar that reduces chaos and protects your energy. This low-cost, community-based program is ready for you at defythetrend.com/calm-calendar.
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