Confessions with Jess and Cindy

It's a Wrap! Why Sometimes You Have To Kill What You Love

After hundreds of episodes and countless conversations, Jess and Cindy are making one of the hardest business decisions: ending Confessions (for now). But this isn't

Stop Doing What You 'Should' Do: How Rachel Muir Built a Membership Business Model Around What She Loves

"I was so grossed out. I would send an email and want to go hide under my bed." That's how Rachel Muir, founder of League of Extraordinary Fundraisers, describes her

Self-Employed Maternity Leave Strategy: How to Take 4 Months Off Without Losing Your Consulting Business

"I started thinking about having a kid as it related to my career long before I even started my business. And actually it was really the impetus to start my business." 

Stop Competing, Start Differentiating: Trevor Nelson's 7-Figure Strategy

"I'm not gonna do it like everybody else. I'm very stubborn. I'm very competitive. I do believe that differentiation is stronger than competition." That&a

The "Oh Shit" Moment: When AI Finally Clicks for Nonprofit Consultants

Ever roll your eyes when someone tells you AI will "revolutionize your business"? Yeah, our guest Brooke Richie-Babbage felt the same way. She was firmly in the "I don&ap

When Systems Crumble: Running a Values-Based Business in a Dumpster Fire World

What do you do when the world feels like it's falling apart and you still have a business to run? In this raw and powerful conversation, Rachel D'Souza from Gl

When You're Drowning in Your Business: 5 Simple Fixes That Actually Work

Ever feel like you're working harder but not necessarily smarter? In this candid conversation, Jess and Cindy pull back the curtain on the simple but game-changing s

From Health Crisis to Niche Success: How Dr. Tiffany Built a Virtual HR Department

In this episode, Dr. Tiffany shares how her "faith walk" led her from feeling defeated in her corporate role to building HR Tailormade, a thriving consultancy serving as

Middle Class to Millions: Seeking more than “enough” with Shannon Brome-Ward

"I'm gunning this year to get to double digit millions." That's not something you hear every day. But Shannon Brome-Ward isn't just any financial coach. A

From $100/Month to $30K Projects: How Rachel Bearbower Completely Transformed Her Business Model

If you've ever struggled to make a profit while serving nonprofits, you're going to love this conversation. Our good friend Rachel Bearbower is back to share ho

The Myth of Passive Income: Marc Pitman's Candid Take on 20+ Years in Nonprofit Consulting

Marc Pitman is a DELIGHT. The CEO of Concord Leadership Group joined us to spill all the tea on what it actually takes to keep a consulting practice alive and thriving fo

"This Isn't What I Want": How Brittny Wilson Built a Recruitment Agency from Scratch

Ever find yourself doing work you swore you'd never do?  You're not alone! When Brittny Wilson launched her consulting business in 2021, she quickly found hers

Fractional/Shift Replay: From Self-Doubt to Six Figures: Embracing Audacity in Your Consulting Business

In this high-energy replay of the finale to our Fractional/Shift summit, entrepreneur Vivian Kaye (founder of KinkyCurlyYaki and operations coach) introduces us to "The C

From Idea to 1,400 Registrants: Behind the Scenes of the Fractional/Shift Summit

Okay, so you know how Jess has been bugging Cindy FOREVER to host a summit? Well, she finally did it! In this fun behind-the-scenes chat, Cindy spills all the tea on her

£6 Per Month: How Caroline Danks Built a Newsletter That Pays

In this episode of Confessions, Jess and Cindy chat with Caroline Danks, a UK-based fundraising consultant who runs Lark Owl with her partner. Caroline shares her journey

Managing an $800K Consulting Practice with Just 2 Tools (And No Full-Time Team) with Ashley Rose

Ever wonder how to scale your consulting practice without a huge team or complex tech stack? In this episode, Ashley Rose from Systems Over Stress reveals how she built a

Stop Being Nice at Events (And Start Being Strategic) with Chris McMartin

"I used to hate speaking publicly and going into rooms full of people I didn't know. It was an absolute nightmare." Now Chris McMartin's superpower is building

Charging $500/Hour (And Only Work With Values-Aligned Clients) with Rachel D’Souza

Ever wonder what it really takes to build a consulting business that aligns with your values AND makes great money?  This week's guest, Rachel D'Souza, founder

Inside Jess’s Black Friday Bundle: A Play-by-Play Breakdown

Why Was Jess’s Black Friday Bundle Such a Hit? How do you turn a seemingly overwhelming launch into a profit-packed success story? In this behind-the-scenes episode, Cin

The Power of Pause: How Strategic Reflection Days Can Transform Your Consulting Practice with Tes Cohen

Ever feel like you're so busy serving clients that you never have time to work ON your business? In this episode, gathering expert Tes Cohen reveals her systematic a