"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." What do you do when you're self-employed and need to take four months off for maternity leave? If you're Sara Royf, you get ridiculously strategic about it. Most of us panic at the thought of stepping away from our consulting businesses for any extended period. What happens to our clients? Our income? Will anyone remember we exist...
Aug 07, 2025•43 min
"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's Trevor Nelson from HGA Fundraising, and he's built something pretty incredible by completely ignoring what his competitors were doing. While everyone else was chasing the luxury market at the "tip of the pyramid," Trevor went straight for the base – working with smaller nonprofits that everyone else was overlooking. The result? A 7-figure cons...
Jul 24, 2025•42 min
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't need some tool to write weird poems" camp until one conversation completely shifted her perspective. Now? Brooke has built an AI-powered business advisory system that's replaced expensive professional services, streamlined her financial reporting, and gives her marketing insights that used to take days to compile. And she's doin...
Jul 10, 2025•41 min
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 Gladiator Consulting opens up about navigating one of the most challenging years in recent memory. From losing a third of projected revenue when Black-led clients had funding pulled, to making the choice to double down on values instead of backing down, Rachel shares what it really looks like to lead with courage when everything feels imposs...
Jun 26, 2025•36 min
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 strategies they use to stay productive, focused, and sane while building six-figure consulting businesses. From Cindy's "CEO weeks" that give her massive chunks of uninterrupted deep work time to Jess's 90-minute screen detox that flattened her afternoon energy crashes, this episode is packed with practical hacks you can implement imm...
Jun 12, 2025•43 min
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 exper...
May 29, 2025•43 min
"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 so ...
May 15, 2025•40 min
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 sca...
May 01, 2025•46 min
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 st...
Apr 17, 2025•49 min
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 (ouch!) ...
Apr 03, 2025•38 min
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” often...
Mar 20, 2025•37 min
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 prac...
Mar 06, 2025•37 min
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 time f...
Feb 27, 2025•42 min
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 conversatio...
Feb 13, 2025•41 min
"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 unforgettable (wi...
Feb 06, 2025•40 min
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 vision...
Jan 30, 2025•48 min
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 nonprofit con...
Jan 23, 2025•26 min
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 peri...
Jan 16, 2025•42 min
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 for ...
Jan 09, 2025•43 min
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 some con...
Jan 02, 2025•18 min
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 nonprofit ...
Dec 26, 2024•46 min
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 truly lig...
Dec 19, 2024•43 min
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 changing...
Dec 12, 2024•39 min
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: Identify...
Dec 05, 2024•44 min
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 te...
Nov 28, 2024•58 min
What does it take to build a micro-agency that scales without sacrificing flexibility? In this episode of Confessions, Cindy and Jess chat with conversion copywriter Eman Ismail, founder of Eman CopyCo, about her journey to creating a micro-agency. With experience working in the charity sector, Eman dives deep into her decision to transition from solo work to a micro-agency model that lets her balance big projects with a flexible lifestyle. They talk about the nuts and bolts of managing client w...
Nov 21, 2024•51 min
What should nonprofit consultants do when growth starts to feel like hitting a wall? In today’s episode of Confessions, Jess and I are thrilled to welcome Natalie Ekdahl, CEO of Biz Chix, Inc., a powerhouse coach for nonprofit consultants who want to scale without burning out. Natalie shares her no-nonsense approach to building a lucrative consulting business that prioritizes both financial success and personal freedom—no more trading time for dollars! We dive into common pitfalls consultants fa...
Nov 14, 2024•45 min
Why do feelings sometimes mislead us in business? Cindy and Jess dive into how to keep emotions in check and focus on data, especially as we head toward 2025. Jess shares insights from her record-breaking year and explains why it’s essential to surround yourself with positive influences who push you forward. They also tackle the importance of tracking key metrics like conversion rates, lead generation, and sales calls—because knowing your numbers beats going by "gut feeling" every time! This epi...
Nov 07, 2024•32 min
In this episode,we chat with Shannon Bowen, a nonprofit leader who's rocking both a full-time job and a thriving side hustle. Shannon, the Chief Advancement Officer for a genetics and genomics institute in Seattle, also founded Monsoon Leadership to help people land their dream jobs. She spills the tea on salary negotiation, navigating the challenges of nonprofit leadership, and the importance of niching down. Plus, Shannon gets real and shares a juicy confession about how she started her busine...
Oct 31, 2024•38 min
How do you navigate imposter syndrome and build confidence as a new consultant? On this episode of the Confessions of a Nonprofit Consultant podcast, Jess and Cindy interview Denyelle Fraser, nonprofit and equity design consultant who shares her journey and insights on thriving as a new consultant in the nonprofit world. Denyelle, a mom and wife, shares her experience navigating the challenges of being a young, Black woman in the consulting industry, and how she overcomes imposter syndrome and m...
Oct 24, 2024•36 min
