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Welcome to the Win with Paid Ads podcast for small business owners, entrepreneurs, and really anyone who has anything you want more people to find. Whether you're starting from ground zero or scaling an eight figure business, you are exactly who this podcast was created for. Because you being the best kept secret helps no one, right? That's why in every episode, I'll show you how you can use paid ads to hit your goals 10 times sooner. It's time you finally learn how to win with paid ads. You or someone on your team can do this. I'll show you how to score and be known by more. Let's get started. Welcome to the Win with Paid Ads podcast. I cannot wait to tell you the story. So we hosted a Mastermind event in Palm Springs, California. We actually made a whole documentary about this, by the way. So if you have not watched the full documentary on YouTube, click the link below this video and watch the most entertaining, thrilling, emotional roller coaster of an event that you have ever seen on a, like, business level of like our team. And just, I'm not even gonna say anything else, but all I gotta tell you is like, get your popcorn, get settled and just spend an hour watching this documentary. You've never seen anything like this, so just get ready. So we'll link to it below this video. So what we're gonna do in this episode is kind of talk about why we did the documentary, how much the event cost, the chaos that ensued, how my team responded, and why we do these events, and why I am so sold that of all the things AI can do, an event and an events person is not something that it can replace. So get ready. It's gonna be so good. And by the way, if you have not joined the Win with Paid Ads challenge, click the link below this video or this podcast and join it. Because the Mastermind environment that I'm about to explain to you, it really all starts with the challenge. So every single person in this mastermind started with the challenge and decided at the end of it, like, oh, these are the people I wanna work with. But either way, even if you never work with us beyond this point, the challenge alone can change your life in business. And it's five days of ads training for you as the founder. And this is your job. This is not anybody else's job. It's not something you outsource. You should own the skill of advertising in house and your company. I could go on and on and tell you about why, but what I really want to do is tell you why we did a documentary. So let's get started. So with my mastermind, we have two in person events. And so one of them is called launch your ads live, where you launch your ads live with your team in person or on all these different platforms. It's really freaking cool. And so that's event number one. Event number two is called more than ads and it's for entrepreneurs to innovate, collaborate, and elevate your business through ads and so much more. So this was that one. So that was in Palm Springs, California. Okay. And like, there's so much work that goes into event and I'll tell you how much it costs and all the logistics, but basically it all started with the Taylor Swift documentary. So I never really watched TV a lot and I realized that and I was like, I need to have more fun. And so I was like, how fun would it be to like sit and watch a documentary? And I honestly wasn't a Taylor Swift fan until after I watched the documentary. But I was like, I think I'm about to watch a Taylor Swift documentary. And that documentary changed my perspective. And the reason it did because you just don't realize how much goes on behind the scenes of, of anything, especially a big production. And I was like, how cool would it be if we could have a behind the scenes of this big production, this multiple six figure event for our clients? And so I went to Robert, my videographer, who I'll link to below this video and or podcast, and I was like, hey, can you watch a minute of the Taylor Swift documentary? Can you kind of see the vibe and can we create something like that for us in this event? I'm like, we're already in so deep financially with this event. I'm like, what's a little bit more to be able to like really tell a story and show people really what it looks like? And he was like, I'm in. I'm freaking in. And so he got his team. It was actually Robert and his teammate Noah, and they just tag teamed and owned this event to create this documentary. And I cannot wait for you to watch it. Like, you have to, have to have to listen to this whole episode and then you have got to go watch that. I'm not kidding. It is so entertaining and enlightening. So we wanted to just show the story. And so we planned in advance, even when we were doing the planning meetings about the money and how much the event was gonna cost, we filmed it. We were talking about, you know, well, this was gonna cost this and this was gonna cost this. We interviewed my husband, we Were like, let's talk about all the pre work before we even show up in Palm Springs. So we documented it and we put it together. And there were so many moments that you don't realize that every event is a story. And so that's what you got in the documentary. But I wanted to show the human moments. I wanted to show the team. Because this company is so much more than just me. Like, we have a team of nearly 20 now. And so I wanted to be able to see like, what type of team does it take to put on this big event. So that's why we did the documentary. So let's start with. Okay, we start the trip. Well, we have our clients, we have about a hundred clients flying in from all over the US To Palm Springs, California. And we were really worried about the rain. Okay, that, that was our problem. We were like, it's going to rain. It doesn't rain in California. It could flood. Like, we had all these like preparations for the rain specifically. And so we have that in our back of our mind. We're like, okay, it's probably going to rain. That's going to be okay. It's going to be great. We're rainmakers. Like, okay, we bring the rain, okay, and win the paid ads game. We're going to be fine. So we start going and it starts with all of us going to the airport as a company. And so everybody locally was meeting us. I had my makeup artist, I had our social media team, we had our videography team, we had security. So we have Trent, we have videography team, we have our creative and social media team, we have our events team, I have my executive assistant. We're all just like a whole group going to the airport. Well, Trent, the security guard had not flown in 20 years. Little did I know. And so he has security. So he was obviously had a weapon. Okay. And you know what you can't do is bring that weapon through you're carry on. You know what I'm saying? Like, that is not legal. So what we did was we realized that and he realized that when he was actually near security and he was like, oh, crap. So then security took security back to the security place. He got everything checked. Everything was beautiful. He missed his flight. So he, he missed his flight. So he ended up flying out the next day. It all worked out beautifully. So we were nine out of ten. Like nine out of the ten of us made it to the destination. We get there and Adley, she has a million followers. I was in her mastermind. We've Become friends. So Adley was one of the guests that was flying in and she was actually going to stay for a couple of days because she was going to be one of my speakers. Because at my More Than Ads event, I want these other eight figure entrepreneurs to be able to help people with different pieces that they struggle with. And so people are struggling with their content. And I was like, okay, let's get Adley in there to talk about content. Well, Adley and her team come in, they're staying. They actually ended up staying for three nights at our. We can't have a compound, to be honest. It's this big compound. We had a pool, we had an extra house, it had a barn. Like the place where my team were staying and the event was being held is one huge compound in the middle of the desert in Palm Springs, California. So we get. We finally get Trent there. Adley gets there. And one of the things that we did with Adley is we had kind of a one on one session and did some organic content together. Because if you think about a funnel, I think about my arms are being a funnel right there. All right, funnel. If you have a small funnel, you're going to have a small amount of people at the bottom of the funnel. If you have a really big funnel, even though it gets smaller at the end, the total volume of people at the end of the funnel will be bigger if you cast a wider net. So Adley was there to help us think about how can we cast a wider net. And so I had some teammates that had been on the team for over a year. They had worked so hard, and I wanted to surprise them with some designer bags because none of them had designer bags. There are actually three teammates I wanted to surprise. And so I was working with Adley. I was like, how can I actually surprise my team with these designer bags while being able to capture like a wider audience and cast a wider net on the content itself by showing the generosity and love that I have for my team. So I was like, how can I use this content to be able to cast a wider net and get more people to kind of see how credible my team is and the generosity and love that I have for them. And so she helped us kind of create that content. And what I realized is how curiosity loops and simply getting people's emotions. Like they have to watch the end of it. Like, have you ever watched a movie and you're so freaking tired? You're like, I want to go to sleep and I can't because I have to see the ending, that is the emotion and the feeling you want people to have in your content. And I'm like, how rare is it that we actually create content that is so. Not just visually invoking but, like, emotionally. You're like, I want to see why is she doing this? What's happening? And so we created some really good content with Adley to be able to do that. And. And so we. Like, that's why I wanted. At the More Than Ads event, I wanted organic content, like long form, but. And short form. So Adley was. Adley Kinsman was organic content in short form, and then Jasmine Star was long form. So Jasmine and I actually did a trade. So she actually spoke at my mastermind and I actually spoke at her mastermind. And so her goal was personal branding. She's built an incredible personal brand. I think she has about 700,000 followers, 400,000 on her email list. Like, she's really grown, an incredible business, millions of downloads on her podcast. And so we were like, how can I support you and you support me? And she's actually in our top tier program now with ads, so we get to work closely together. It's amazing. And I was like, I would love for you to be able to come over here and inspire these rainmakers to make it rain. And one of the things that, like, really stuck with the group and everybody when they. I asked them for feedback on Jasmine's speech specifically was she was like, where do you want to be four years from now? Most people are not willing to dig a hole knowing that four years from now they'll strike gold. And she was. And so she really showed them how that personal brand gives you the opportunity to do that. So it was such great content. Everybody in the mastermind loved it and got a ton of ideas from Adley because everybody says, well, I don't. I can't be funny. Well, I don't want to do this. This isn't relative. And so she was really able to overcome those objections and show them how good content could be. So that's was our, like, content angle. So I've got these, like, three famous incredible entrepreneurs flying in. I'm so excited. And all hell breaks loose. Like, I'm sitting there and we were worried about the rain man. There's this, like, song that I love. It's like this Christian song. And it's like, rain came, wind blew, but my house is built on you. And I was like, literally, the rain did not come, but the wind freaking blew. And I had an opportunity. I was like, how am I going to handle this. Like, y', all. I'm not kidding. When my clients were pulling in to the compound, the first thing they saw was this $40,000 high end luxury wedding tent. Actually a tumbleweed. Okay. It was a tumbleweed. The dust was so thick, they could barely see. And all they saw was utter catastrophe. Okay, so I'm laughing, and, like, I'm sitting there and the makeup artist is doing my makeup. She was like, are you okay? And I was like, I have a choice here. I'm either gonna cry or I'm gonna laugh. And I'm like, literally, we're laughing. That is the choice, and it's going to be okay. I got to be the calm and the chaos. Actually did an episode about nervous system regulation. And so if you haven't listened to that, you need to go listen to that, man. You got some homework. You got to watch the documentary. You got to listen to the nervous system episode. But it truly was an opportunity for me to actually do what I said I would do versus just saying what I like to say. I was like, this is my opportunity to live it. Like, talk about walking the walk and talking the talk. I freaking walked it. And I was so proud. And our. Our clients had the best experience. But it was crazy because, like, that money was money out the drain. Like, I have this belief. I'm like, there's nothing that is wasted. I'm like, any investment you make, you will learn something. And this is not excluded from that. I'm like, even with that investment, where I actually paid money and got absolutely nothing, it taught me that even when there's a loss, you can come out on the other side. And so, yes, I mourned the loss of the vision of the event that I wanted for my clients just because I had invested so much time, the team and I had invested so much time and money into creating an experience for them that I knew in that moment could not happen. And so we had this, like, little tiki bar, and it was all decorated, and we were doing. The chef that we had on site was gonna make custom, like, you know, from scratch, acai bowls. We had the nicest wooden wedding tables and chairs and furniture and branding and heaters and fire pit and tent and vibe and music and band. And I was like, none of this is gonna happen. And of course, my heart broke. Of course I was disappointed. And I told myself we would create the best freaking event in the way that our clients responded. They were like, this was a masterclass on leadership. This was a masterclass. And how you handle hard things happening. And that meant everything. And what was really cool is at the end of the day, it was my responsibility. Like it was me on saying, who am I going to be? What leader am I going to be in this moment? And what an opportunity, what a time such as this that I get the opportunity to do that. And so my team responded to me and I led with confidence, I led with calm, I led with, it's gonna go be okay. I led with anticipation, I led with, let's see what the other side of this event could look like. And they freaking led. And one of the challenges I realized is kind of a vulnerable moment. I'll tell you is every event up until this one, something happened like, I'm not kidding, I had a retreat in a hurricane, a hurricane came towards it. I had an in person event and tornadoes happened and school was canceled. I had another in person event and snowpocalypse happened and people were like about to not be able to drive there. The thought disruption follows intention has always been the case for me. I'm like, of course a little mini natural disaster dust hurricane is going to happen. And people in California that lived there were like, hey, I've been here for 30 years. I've never seen it like this. A tree fell right outside where the barn was. A tree fell. A huge tree fell. And you know why it fell? Its roots weren't deep. It had little bitty short roots for this huge tree. And so it fell over. And that's why I like to say your root system creates your fruit system. And if you are not willing to plant your roots when the rain comes and the wind blew, you'll freaking fall over. And so I was like, that's why that tree blew. It was an absolute craziness. So I'm sitting there and I'm like taking all of this in and I'm mourning the loss of, you know, what I wanted. I'm stepping up into the leader that I knew I could become. I'm letting go of the vision and I am so convicted that even though I had a vision, even though it didn't happen, I was still going to lead what was going to happen. So, okay, back to the vulnerable moment with my team. So I was sitting there at the end of the event and we're okay, so we're inside in the compound, we're in this house, we're in our sweatpants, our Rainmaker sweatshirts, and there's 20 of us sitting at this table and we go around and we say our High and the low. What was your favorite part of the week? What was your most challenging part of the week? And then we sit there, and what I said was, I had, up until that moment, felt guilt for letting my team be the team. So what that looks like is it was the end of the day. I had delivered everything. We had had the training, we had had dinner, and it was nighttime, and they were tearing the event stuff down, getting it set up for tomorrow. And I sat there and I said, are you going to help them break down the tables? And I was like, is the right thing to do to help them break down the tables, or is the right thing to do to take care of me so that I can deliver a great experience to my clients tomorrow? And I had this moment where I'm, like, me being resourced, me being rested, me being calm was the very reason I could be calm in the chaos. And so I let the team take care of me, and I'd never done that. And I said, y', all, it felt really weird, like, walking away. But they were like, wait, what? You feel guilty? I'm like, we could never do this if you weren't good. And they were like, we love being able to take that off your plate. And I. And it was that moment where I was like, well, I had this thought that they think negatively of me because I'm not, like, helping them clean. And I want to encourage you to give things equal airtime, give equal air time to the thought. I wonder if they're judging me. And equal air time to, what if they're so proud of me? What if they're like, hey, way to go. Thanks for actually leading. Thanks for taking care of you. Thanks for being able to deliver the best experience so that we can have the testimonial so that we can have the business. And so I told them that that was just something that I was struggling with, and they just reassured me. They were like, no. And honestly, I don't want anybody on my team who doesn't have that mentality. And I won't if they're like, no, she should be doing versus, hey, thank God she is doing what she is doing. That's the person I want on my team anyway. And so just really realizing that I'm having to become someone who delegates and truly lets people take things off my plate and knows that taking care of me is taking care of them. That was the epiphany. And so I was sitting there, and it was, like, so good to be able to be like, this is what leading A big company looks like. And this is what delegating really looks like. It's like I've delegated, I've paid, was I still going to do the work? And it was just, it was really special. So just really realizing that was big for me. And so we ended up just sitting there laughing. And for an hour we just sat there and told stories and laughed and connected. And I realized there's these three Cs that my nervous system regulation coach Emily has been working with me on. And it was connection, context and choice. So when a relationship isn't going as well as I want it to, I'm like, okay, okay, what is it? Is it that I'm not connected to them and I need to like, connect with them more? Is there context that I'm missing or is there a choice I need to make that could change this? And so I realized in that moment the, the I had two things. There was a lack of connection because I hadn't shared with them what was frustrating me. And then there was a choice that I can make, which is to let them do what everybody like ever. Let them own their role and actually truly let delegation be a release of control versus a release with a little right micromanaging touching of control. And so as you think about your team or your relationships, is it a lack of connection, Is it a lack of context, or is it a lack of choice? And so that was a really cool moment. So at the end of the day, I mourned the loss of the vision that I had. It didn't happen. And when I look back at the event feedback like I there was this moment and I'll tell you about the event feedback, but I watched people laugh, I watched them dance. And we had this thing where they were able to give each other feedback and help each other. And I actually had them kind of share with each other why they wouldn't buy from each other. And that was really helpful. And so they were like, man, Ashley, my biggest feedback is I just wanted more of that. They're like, this was so good or this was so good. And it was such helpful feedback for me to say. And it's just like realizing as I elevate myself in the company and as you elevate yourself, getting to a place where people want your team as much, if not as much as they want you or they want your community or they want the other people they have access to. That is why we have made a non negotiable minimum in our mastermind. Add someone on the last challenge in front of all the hundreds of people on the call, look at me and say, hey, I don't have your six figure minimum, but I have $30,000. Are you not going to take my money? I was like, no, I'm not. Get in the playbook, work your little booty off, make it to solid six figures and we'll let you in. And guess what happened? All the people that had it, respected it so much. We had our highest enrollment of people in that middle tier. Because I am not willing to go against what I have laid the freaking word on, right? And so no, I won't take your $30,000. You are going to belong in the program that I created for you so that you can ascend. That's why our top tier program, It's a solid seven figure. It's not, oh, I just made seven figures. I'm stressed because I'm back at 400. It's no, you have established recurring seven to eight figure business and having those minimums, y', all, you're so scared to do it because you're scared to lose the money. What if you gained it? What if you gained the right people? That mastermind was effective and had the best event surveys not because of just me, but because of the environment I created, which is protected by the requirement of not only revenue, but I tell people, I'm like, don't buy if you don't have a great mindset. This is a commitment, not a membership. The moment that you draw a line on the sand and says, and say, this is how it is and this is how it isn't, people will respect you. They'll respect the environment and you will create an environment that people fight to be in. People that want to say, how can I pay to get in? And it's like that that has been made all the difference. And when I look around it and I look at their feedback, they're like, man, I got the best feedback. Of course, because you had people that understand where you are in your business and you around people that were further ahead than you too. So hold your line in the sand, have your non negotiables. And until you do, you will always have blurry lines. You'll have a blurry line of who's in the. You'll have a blurried experience. There will not be a. You won't stand out from everybody else because you're not standing apart, you're not setting a baseline. So last but not least, I want to leave you with like two last things. One is one of the Things that we worked on in the Mastermind was a tagline. And I know you hear me. Every time I end an episode, I say, advertise your name, make it rain, and let's win the paid ads game. It's not just to say it because it sounds cool. It's to say it because you remember it. It's to say it because your brain is a deletion system. System, not a storage system. And the only way you'll store that information is if you can retain it or have a way that it's. It rhymes. It alliterates. It's repeated so often. And so I helped my Mastermind clients, actually. I created a new method of developing their tagline so that they can stand out. And it was really cool. So as you think about yours, think about alliteration, think about rhythm, think about simplicity, think about rhyming, Think about ways that people can remember what you do and. And how you do it and why you do it. And remember that the whole goal of you being able to have a team is not to just to say that teamwork makes the dream work, but to literally say, you cannot make the dream work without the team. And let them team. Let your team team. That's the goal. Right? The coach would never say, hey, guys, you're not scoring very much. I'm just gonna step in real quick because y' all are obviously not running the plays. Right. Right. The coach says, hey, I see this opportunity for you. I can't dribble it for you. I can't shoot it for you. Here's what I encourage you to do. Go do it. And the only way the team wins is by them making these mistakes and them getting it right. And so I'm realizing, like, what is my role and what isn't my role? So as you grow in your company, as you grow in your team, what is their role and what is it? And freaking hold to it. Me crossing the line and being the coach that gets in the middle of the game is the very reason they can't win the game on their own. That's what I'm working on. That's what you can work on, and that is how you create an experience and a team and an environment that everyone wants to be a part of. Or. Let me rephrase, the right people want to be a part of, and that's why we do what we do. And if you have something that you do that you love and you want more people to find it, you are who we created this Mastermind environment for. Yes, and the first step is that challenge. So click the link below. Join the Win with Pay Dads challenge. I cannot wait to get the opportunity to coach you one on one. So pay the extra money, get your platinum ticket, and give me the opportunity to look at your business, to see the perspective and to see what ad strategy you need to be findable as quickly as possible so that you can make the impact that you created your business for in the first place. I'll see you on the next episode.
Win With Paid Ads – Episode #121: "We Spent $250K on Our Event Then Wind Destroyed It"
Host: Ashley Brock
Date: May 29, 2026
In this emotionally charged and insightful episode, Ashley Brock recounts the ambitious Mastermind event her company hosted in Palm Springs, which cost over $250,000 and was ultimately uprooted—literally—by a massive windstorm. Using this intense experience, Ashley shares lessons on leadership, team dynamics, resilience, and the irreplaceable value of in-person connections. She also underscores key principles for entrepreneurs who want to create powerful communities and brands, especially through paid ads.
Ashley’s parting words:
“You cannot make the dream work without the team. Let your team team.” (1:01:00)
This episode is a vibrant playbook for not just running high-stakes events but leading with vision, flexibility, and heart—lessons that go far beyond advertising.