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 the virtual HR department for nonprofit organizations. She pulls back the curtain on her seven-year journey to clarity, how health challenges became the catalyst for entrepreneurship, and why it took finding the right marketing partner to finally get her messaging right. From structuring retainer relationships that make HR ex...

"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. As a money mindset coach and financial educator, Shannon is on a mission to help consultants move from middle class to millions, and she's not shy about her own financial goals. In this candid conversation, Shannon opens up about the mindset shifts required for consultants to build real wealth. She challenges the scarcity thinking that keeps ...

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 how she went from running a membership that was literally losing money every month to commanding $30,000+ for her automation services. And yes, she's still serving the sector we all love! Rachel opens up about the emotional journey of letting go of her Small Shop Strategies membership (it took her over a year to fully grieve it) and the ...

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 for over two decades. Marc took us on his journey from bow-tie-wearing "Fundraising Coach" to running multiple brands under his company umbrella. And yes, we finally got him to admit the truth about "passive income" (spoiler alert: it's completely made up!). If you've ever felt like everyone else has it figured out while you're...

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 herself saying yes to everything – especially event planning, which was literally on her "absolutely not" list. In this chat with our friend Brittny, she opens up about her journey from reluctant event planner to confident recruitment agency owner. The turning point? When her kids flat-out told her she wasn't "nice" during event season...

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 Chadacity" – a mindset framework that teaches nonprofit consultants how to show up with bold confidence in their businesses. After bootstrapping a multi-million dollar business as an immigrant, college dropout, and single mother, Vivian shares how adopting just a fraction of the unapologetic confidence that mediocre “Chads” of...

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 first-ever Fractional Shift Summit that absolutely crushed it with 1,400+ registrations and $24K in revenue (and yes, she's got the Airtable data to prove it — you should see how happy spreadsheet data makes her!). Cindy opens up about why she finally felt ready to "take up space" as THE fractional expert, how she convinced p...

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 from traditional consulting to developing multiple revenue streams, most recently transitioning her email newsletter to a monetized Substack publication called The Nest Egg. Caroline discusses how she began as a freelancer in 2016 after being made redundant, then discovered the potential of online business beyond selling tim...

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 and manages her business using primarily Airtable and strategic automation. A self-described "systems nerd," Ashley opens up about how her ADHD diagnosis led her to create systems that work with her brain instead of against it – and ultimately helped her build a thriving consulting practice. But here's what makes this conversa...

"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 authentic connections that drive real business results. In this episode, Chris shares her journey from dreading events to becoming a master connector, and reveals why playing small at events is costing you opportunities. She pulls back the curtain on her transformation and gives practical, actionable insights on becoming unforget...

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 of Gladiator Consulting, reveals how a Netflix binge and a supportive brother helped her build a consulting business that now hovers between $750-900K in annual revenue.But here's what makes this story interesting - Rachel doesn't chase RFPs, doesn't compromise on her values, and actually turns down clients who don't align with her...

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, Cindy and Jess spill the tea on Jess’s wildly successful Black Friday Bundle launch. With 35 contributors, 408 sales, and over $24,000 in profit, Jess breaks down what worked (spoiler: waitlists are game changers!) and what she'd tweak for next time. But it’s not just about the money—Jess shares how this strategy helps nonpro...

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 approach to building reflection into her consulting practice. From annual "personal offsites" to monthly reset days, learn how intentional pauses can lead to better business decisions and sustainable growth. Plus, Tes shares her "confession" about finally updating her unwieldy client tracking system during one of these reflection p...

Ever find yourself in the middle of a client project thinking "How did I end up here?" In this candid conversation, nonprofit transition specialist Naomi Hattaway shares how she learned to stop taking on work that drained her energy and started building a practice true to her expertise. From setting "riverbank boundaries" that protect your time while maintaining flexibility, to transforming her communication style with 20-minute meetings and voice messages, Naomi offers practical strategies f...

Are you tired of superficial networking that feels more like a chore than a game-changer? In this episode, Cindy and Jess challenge the traditional "coffee chat" approach to building professional relationships, revealing how to create connections that naturally lead to business growth. They dive deep into the often-overlooked distinction between how men and women approach networking, and why combining both strategies might be the secret sauce to your success. If you've ever wondered how ...

In this episode of the Confessions Podcast, we sat down with Racheli Edelkopf, the mastermind behind Pedal Marketing - a consulting biz that helps nonprofits up their marketing game. Racheli talked about her journey as a program director and how that led her to start her own business. Racheli has valuable insights into the realm of marketing and specifically attraction-based marketing, which is the approach she has taken to build her business.Highlights:Racheli's transition from the non...

Building a thriving consulting business can be a challenge, but what if the key to success lies in embracing joy and redefining growth? Meena Das, CEO of Namaste Data, shares her refreshing "anti-capitalistic" approach to building a thriving consulting practice. She emphasizes the importance of finding joy in your work, redefining growth on your own terms, and utilizing AI tools strategically. If you're ready to break free from the traditional consulting mold and create a business that t...

In this episode of we're rolling out the red carpet for 'Layne, the Auctionista.'' Layne is a master of the gala stage. They shared serious confessions about the thrilling yet demanding live fundraising world. Or should we say, philanthrotaining. Yes, you read that right!Now - think for a minute - if you’re business was centered around taking the stage at live fundraising events, the last few years probably have been pretty brutal. But Layne has navigated that and found success in this c...

Do you wonder if you're overlooking vital legal aspects of your business? Is the thought of hiring a lawyer daunting to you, especially if you're in the early stages of your entrepreneurial journey? In this episode, we sit down with Adrienne, a seasoned lawyer and the founder of Open LLP, a boutique law firm specializing in helping startups, and entrepreneurs. Adrienne shares her wealth of knowledge to provide some guidance on navigating the legal landscape of your business.Highlights:Identif...

How do you rebuild your business—and your confidence—when it feels like everything is falling apart? In this heartfelt and deeply personal episode, Jess and Cindy welcome back Kishshana Palmer, CEO of ManageMint, to share the real story behind her business reinvention. Kishshana doesn’t hold back as she opens up about the rollercoaster of running a million-dollar company, only to watch it all crumble in an unexpected moment. From struggling to pay her mortgage to using her savings to keep her...