Podcast – Episode 37: Is Your Nonprofit Mindset Holding Your Event Back?
What if the biggest thing standing between your nonprofit and a record-breaking fundraising event is not your budget, your venue, or your auction items? What if it is your mindset? In Episode 37, Bobby D. challenges nonprofit professionals to examine the assumptions, traditions, and scarcity thinking that quietly hold events back, and makes the case for why your mission is too important to be limited by outdated thinking.
Podcast – Episode 36:The Fundraising Event Playbook Nobody Hands You
Most nonprofits plan their gala the same way they did last year. Same format, same vendors, same assumptions. In Episode 36, Bobby D. sits down with his Gala Toolbox co-founder Beth Sandefer of Beth Sandefer Events for a wide-ranging conversation about what it actually takes to design a fundraising event that performs. From the difference between planning and designing to the biggest revenue leaks most organizations never see, this episode is the playbook nobody handed you when you took over the gala.
Podcast – Episode 35: Free Isn't Free: The Hidden Cost of Bargain Auctioneers
Free costs money. It sounds backwards, but if you've ever watched a well-meaning board member kill the room energy with an off-color joke or a rambling ask that left donors confused and checked out, you already know it's true. In Episode 35, Bobby D. records live outside Cipriani Wall Street before a major gala and makes the case for why the free guy is one of the most expensive decisions a nonprofit can make, and what to do instead.
Podcast – Episode 34: Dessert Dash Done Right: Energy, Competition, and Revenue
What if you could raise thousands of dollars, fill a ballroom with laughter, and create a story every donor talks about on the ride home, all in just a few minutes? In Episode 34, Bobby D. breaks down the dessert dash: how it works, why the psychology behind it is so powerful, and how to run one that actually raises money. If you're looking for a fun, low-lift revenue generator that gets every table in the room involved, this one is for you.
Podcast – Episode 33: The Smartest Gala Sponsorship Most Nonprofits Aren’t Using
Most nonprofits treat the auctioneer fee as a budget line item to be managed. The smartest ones turn it into a sponsorship opportunity. In Episode 33, Bobby D. breaks down the auctioneer sponsorship: what it is, why it works, how to pitch it, and which businesses are most likely to say yes. If your organization is leaving this revenue strategy on the table, this episode will change how you think about funding your most important event investment.
Podcast – Episode 32: AFP ICON Conference 2026
What are the biggest trends shaping fundraising events right now? In Episode 32, Bobby D. takes you inside AFP ICON in San Diego, the largest fundraising conference in the world, for a behind-the-scenes look at what nonprofit professionals are talking about, learning, and building toward. From AI-powered donor journeys to frictionless paddle raises and the growing gap between large and small donors, this episode captures the energy and ideas coming out of one of the most important gatherings in the nonprofit world.
Podcast – Episode 31: How to Ask: Making Fundraising Magic Happen
What stands between your mission and a million dollars? One question. In Episode 31, Bobby D. shares his keynote presentation from National Philanthropy Day in Las Vegas, covering everything from the psychology of generosity and the fear of asking to the four P formula, the power of silence, and why every yes creates more yeses. Whether you're a seasoned development director or brand new to fundraising, this episode will shift how you think about asking and help you do it with more confidence, clarity, and heart.
Podcast – Episode 30: From Arrival to Impact: Creating a Frictionless Giving Experience
Your donors show up ready to give. Don't make it hard for them. In Episode 30, Bobby D. makes the case for pre-swiping credit cards at registration and explains why a frictionless checkout experience is one of the simplest, highest-impact upgrades any nonprofit can make to their fundraising event. If your organization is still chasing donations after the event with awkward emails and phone calls, this episode is for you.
Podcast – Episode 29: Paddle Raise Only Events: Simpler Format, Bigger Impact
What if you skipped the auction entirely and raised more money anyway? In Episode 29, Bobby D. records live from Chelsea Piers in New York City before a paddle raise only event, breaking down exactly how this stripped-down format works and why it might be the right fit for your next fundraiser. From pre-secured gifts and matching opportunities to impact messaging and storytelling, this episode gives you a practical blueprint for running a paddle raise only event that feels smooth, inclusive, and genuinely inspiring.
Podcast – Episode 28: If You’re Not Tracking This, You’re Leaving Money on the Table
Most nonprofits think their gala ends when the last paddle goes down. The best ones know it's just the beginning. In Episode 28, Bobby D. reframes the fundraising gala as a data engine for future revenue and walks through the metrics that actually matter, the different donor types in your room, and why tracking participation by table, by donor, and by giving pattern is one of the most powerful things you can do to raise more next year.
Podcast – Episode 27: Elevate Conference Recap
What happens when you put hundreds of fundraising professionals in the same room for two days? Ideas that change how you think about events, generosity, and community. In Episode 27, Bobby D. recaps the Elevate Conference and shares the biggest insights that stuck with him, from the neuroscience of giving and the biology of gatherings to the progression of generosity framework and why the morning after your event matters more than the night itself. If you work in the nonprofit world, this one will shift how you think about what events are really for.
Podcast – Episode 26: The Gala Checklist | How Great Auctioneers Prepare Before the Gala
What separates a good fundraising auctioneer from a world-class one? In Episode 26, Bobby D. shares how breath control, pacing decisions, mindset alignment, and mission-driven preparation shape donor engagement long before the paddle raise begins. If you want to raise more at your gala fundraising event, start before you ever touch the mic.
Podcast – Episode 25: From Invitation to Impact: Designing a Fundraising Experience That Converts
Most nonprofits plan a program. The ones that raise the most money design an experience. In Episode 25, Bobby D. walks through every touchpoint of the attendee journey, from the first invitation to the final surprise that sends donors home smiling, and shows how each moment either builds trust or creates friction. If you want to raise more, stop asking what's on the program and start asking how every step of the night feels.
Podcast – Episode 24: The Donors of Tomorrow Are in the Room Today
The next generation of donors isn't waiting to be asked for money. They're waiting to be invited into the story. In Episode 24, Bobby D. explores why live events are one of the most powerful and underused tools for next-generation donor development. From creating collective experiences to building long-term loyalty through connection, this episode reframes how nonprofits should think about the donors sitting in the room right now and what it takes to turn them into lifelong advocates for the mission.
Podcast – Episode 23: Why the Best Fundraising Happens Before the Auction Starts
Most nonprofits believe fundraising success happens on event night. It doesn't. In Episode 23, Bobby D. makes the case that the biggest fundraising wins and losses are decided long before the auctioneer ever steps on stage. From structuring the live auction to designing the paddle raise to coaching the board, this episode breaks down what real consultation looks like and why strategy is the thing that makes performance work.
Podcast – Episode 22: The Perfect Gala Guest
Filling a room isn't the same as filling a room with the right people. In Episode 22, Bobby D. breaks down the concept of audience development and what it actually takes to get dedicated donors in the seats at your fundraising gala. From the two things every ideal donor must have to the four T's of fundraising and the power of personal relationships, this episode gives nonprofit leaders a practical framework for building a room where generosity happens naturally.
Podcast – Episode 21: What Last Year’s Numbers Are Telling You
Before you book a venue, pick a theme, or plan a single auction item, there's one thing every nonprofit should do first: look back at last year's numbers. In Episode 21, Bobby D. walks through how to review your gala revenue the right way, what patterns to look for, and how to use what you find to build a smarter, more intentional event this year. Because if you don't look back first, you're not planning. You're guessing.
Podcast – Episode 20: Why Great Auctioneers Don’t Talk Fast
Most people think a great fundraising auctioneer talks fast, cracks jokes, and keeps energy high. In Episode 20, Bobby D. pulls back the curtain on what's actually happening behind the mic. From reading the room and managing momentum to the difference between an MC and an auctioneer, this episode reframes what great fundraising leadership actually looks like and why clarity, pacing, and presence move more money than volume ever will.
Podcast – Episode 19: Starting the Year Off Right for Your Fundraising Gala
Most nonprofits start gala planning too late and pay for it on event night. In Episode 19, professional fundraising auctioneer Bobby D. walks through exactly how to start the year off right so you're not scrambling, not stressing, and not leaving money on the table. From setting a clear fundraising goal to aligning your board early and designing the donor experience with intention, this episode gives nonprofit leaders a simple framework to build a gala that performs.
Podcast – Episode 18: The Gala Checklist: 10 Things That Make or Break Your Fundraising Night
Want a proven checklist to make your next fundraising gala more successful? In Episode 18, professional fundraising auctioneer Bobby D. breaks down the 10 things that separate average events from transformational fundraising nights. From run of show and paddle raise strategy to sponsorships, audience development, and post-event gratitude, this episode gives nonprofit leaders, development directors, and event planners a clear framework to raise more and stress less.