#342: Why It Is Time To BET On You With Heather!
4 Nov 2025 · 32 min
Heather Monahan recounts five years from being fired to launching a top-20 podcast, publishing two books, and building a speaking business. She credits persistence, betting on herself, and showing up consistently, even when starting with a small audience. Her advice: monetize what you have now, not what you think you'll have later.
Questions this episode answers
2,700 people
Confidence Creator
Number one on the business biography list (first week) — displaced Donald Trump from #1
2019
Top 20 business podcasts every week in 2023
Chapters
Come on this journey with me each week when you join me, we are going to chase down our goals, overcome adversity, and set you up for a better tomorrow. Fasten your seatbelt. I'm ready for my close up. Hi, and welcome back. I'm so glad you're back here with me this week. Okay, so let me just throw it out there for you. I have had the craziest past couple of weeks. I've had so many trips, so many keynotes, it's been incredible. But I've sat in airports with delays and flight issues so much lately, it's insanity. However, I signed up for this. This is what I wanted. This is what five years ago, I was praying for. Isn't that funny how we can be in something and focus on the negative and the challenges and have to say, whoa, wait, let me hit pause and, and remember, this is exactly what I. I was dreaming of this one day. There was a day five years ago I was dreaming for this to happen. So I'm so grateful, I really am. I just have to remind myself how lucky I am. I get to live a life of purpose and feel so proud of what I'm doing and I get to help people every day. That's crazy. It's amazing. And it didn't happen by chance, right? And this is what I wanna remind you. As you know, I have a mastermind right now, a speaker mastermind. And I dropped a note today, actually, to all of them. LinkedIn sent me a note this morning reminding me that you know, or alerting me, I guess I should say, to data, and it said, heather, over the last seven days, 2,700 people have searched you as keynote speaker over the last seven days. Now you are hearing that. And I don't know if you're a copywriter, I don't know if you're a salesperson, I don't know what it is that you do. But I'm not an anomaly. Anyone can do what I do. That is for sure. It just takes hard work, perseverance, and a commitment to just keep showing up, regardless of what the outcome's telling you. Because there have been years I've been showing up and it wasn't coming to fruition. Right? It's really just starting to now. And hard work pays off. And nobody wants to hear that, but that's reality. So five years ago is when I started aggressively posting on LinkedIn, day in, day out, showing up. And maybe that was the right time for you to do it, and you weren't doing it. But Today is the only time. Get up and do it. Stop sleeping on opportunity. I had a friend reach out to me today and he was saying, like, hey, how are you landing all these stages? And, you know, here's my strategy and I'm reaching out to all these event planners and pitching them. And listen, I did my first year when I got fired, I did the same thing. I was cold calling all day long, super time consuming. And what I started doing was reversing the flow. Instead of me chasing everybody, I wanted to attract people towards me. And that's where LinkedIn came into play. This is not an ad for LinkedIn, by the way. I wish it was. It's just been such a great platform for me. It's a platform about business. It's a platform where if you show up every day, do the work, you know, results start showing up in time.
And.
And you know, one thing that I didn't realize earlier on, I wish I'd realized this. Even if you have a small community, I used to have 10,000 people in my community. I could have been monetizing that. I could have been selling to those people. Never think that your community's too small or, you know, you're not big enough yet to do anything. That's not true. That's just a BS story that people are telling themselves. You can sell your products and services to any community that you have, and it's your job to do that because selling is helping and we need you out there making the world a better place. So that's the way I see it. I love getting that note from LinkedIn this morning because it just reminded me that five years ago I wasn't showing up in 2,700 keynote speaker searches every week. No, I wasn't getting any inquiries about my keynote speaking, but I was posting about it. You gotta start somewhere. You have to start as a beginner. You have to start with small to no audience and just keep serving, keep showing up and stay committed to the journey. And yeah, the journey sucks at times. I remember I was on the Gary Vee show in 2019 and he's like, yeah, you gotta love the journey. And I'm thinking to myself, bro, you love the journey because you made it. You know, I hadn't made it yet, so I'm getting a heck of a lot closer now. But so let me just give you the timeline. You gotta stick in through the suck, I guess is my point. And there's a couple different ways to do that. One is to look back at different times in your Life. When you were in the suck before you made it out, you stuck through and you reached that goal that you had. Use that as proof that you're gonna do that again this time. That's what I have done. I've definitely leaned on my past success in sales and sales leadership and different struggles. I've had to know if I stay committed, stay the course and work hard, the good's gonna come. And it does, right? It does. Cause the 2,700 keynote searches happened in the last week, Right? So when people are searching for keynote speaker, my profile showing up five years ago, that was not the case five years ago at a very small community on LinkedIn. So wherever you are today, start taking the necessary action, start putting the work in. And there's so many different ways to do that. You can start posting yourselves. You could hire someone to do that for you. You could start collaborating with other people. There's so many different ways you can do it. Open your mind to the possibility, get clear on your vision, your goals, and start taking action against it. So I go back to five years ago. As you know, I had been fired. I was so down in the dumps, I couldn't see straight. I was living in total fear, panic and chaos. Not helpful, by the way. That helped nothing. The first moment I helped myself was 24 hours after getting fired, I posted I've been fired.
That helped.
That post actually went viral, by the way, and plenty of people told me to take that post down. They said it looked pathetic and no one's gonna wanna hire me again. And I checked in with the one voice and opinion that matters, and that's your own. And I thought to myself, I didn't do anything wrong. And I don't feel pathetic for putting that post up. I need to let people know that I'm available for different opportunities. That post landed me on the Elvis Duran show. Going on the Elvis Duran show that day changed my life. He spoke a truth and a belief into me that I was writing a book. And I said I am, but I really wasn't. But it held me accountable.
Right?
You gotta hold yourself accountable in life. Reverse Engineer your accountability. Go on social media and say you're writing the book. Go on social media and say you're doing. Go tell people in your life you're doing something, even if you haven't started yet. It will put pressure on you to do it. I wrote and self published that first book, Confidence Creator in five months. And I'm so proud to say it came out as number one on the business biography list. The first week it launched and beat Donald Trump. It pushed Donald Trump, who was president at the time, from number one to number two. And yes, I have the screenshot to prove it. That was a crazy moment because I never even knew I could be an author. Right. So just for you, for possibility purposes, think bigger, go bigger, go for more. Who knows what God has in your plan ahead of you, but don't sell it short. I'm so grateful for the things that have come into my path and the opportunities and the challenges and just all of it. Now today, I'm sitting here thinking about it. Just mind blowing. So anyway, from there I googled, how do you sell books? It said speak. I thought, great. I started cold calling companies, and I would sit and cold call 100 companies a day asking if I could come in and speak until I landed one that said, what's your speaker fee? And I googled, what's my speaker fee?
Right.
Like, none of this. Here's what I want you to know. Successful people don't know the how, but they bet on themselves to figure it out along the way. You know, along the way, I launched my podcast, which now is. You're listening to it right now.
Yay.
And thank you for being here, psycho. No one succeeds alone. That includes me. Without you, I got nothing here. So thanks for encouraging me to show up for you each week. It means the world to me that you're here and please share the show, leave a review if you can. Both those things help immensely. So launched the podcast, didn't know what would happen. I launched it in 2019 and here we are, it's 2023 and it shows top 20 business podcasts on Apple Podcasts every single week. Wow, I didn't see that coming.
Right?
Like, sometimes you don't know until you do. Was it I great at the beginning? No. And people tell me that still to this day, they're like, you were so bad as a host at first. Well, great. Thank you for telling me that. That must mean I'm better now, right? Everyone starts out as a beginner, and when you started as a beginner, you started at ground level. You don't start as a master. You gotta put the reps in. You wanna become masterful. So I'm grateful. I have four years now experience podcasting and podcasting has helped me so much with speaking and interviewing and emceeing events. Right. Like, it's so interesting. It's all coming full circle together for me now. Then I. As you know, I signed with HarperCollins leadership. I launched my second book, the Pandemic hit. I launched my coaching programs. You know, so many things have happened over the last five years. It's wild. It just. I would have never been able to orchestrate or plan any of this. I'm just so grateful for God's plan. I'm grateful that I've surrendered to it. I know his plan is greater than mine. I trust in it. Oh, gosh, I'm so grateful. And I'm sharing this with you because five years ago, I wasn't feeling grateful. I was petrified, scared. There was so much unknown. I didn't know what my purpose was. And it didn't just appear for me magically. It's been one messy step after messy step and I still make the messy steps. And I'm so proud and so grateful and so excited about it. But I do know I am on the right path. I don't know where I'm going next. Right. There's so many wild, incredible things that are happening right now. Oh, my gosh, I can't wait to tell you. Literally, mind blowing game changing happening right now. And I'm going to share them with you as soon as I can. There's three that literally. Oh my gosh. Three incredible things happening right now. Can't wait to tell you. Okay. It's. It's super exciting. There's so much to be excited for. And if you're feeling right now that you don't have a lot to be excited for, that's okay. Don't forget, five years ago, I didn't either.
Right.
So. And there's been plenty of moments that I feel like I didn't in any moment. And thankfully, my son usually is the one to steer me back to all that I do have to be grateful for. My health, my friends, my son, my child, my beautiful view. Living in Miami. Right. There's so many. We all have these great things. Wherever you live, whoever you're around. Right? Just focus on the things that are good. Keep that vision locked of where you're going. It's okay if you don't know how you're gonna get there. I never know how I'm getting anywhere I'm going. But I bet on myself to figure it out along the way. And I want you to bet on the same. I want you to bet on you. Cause you are worth it. And you are made for more. And that much is fact, and I know it.
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Do you ever find yourself in one of these situations where, I mean, you have a favorite restaurant and you love to go there, but should you not go to that restaurant tonight and try something new? I don't know. What if we don't like it as much? Right. Like, there's that whole, ah, I'm with you. So I'm giving you an analogy for me with my church. I've shared this with you before. I go to Vue Church and love our pastor Rich. He's incredible. Literally. If you're interested in speaking, I really encourage you to watch pastors online if you don't go into church. And again, this is not a religious thing. I'm just commenting on. These are people who speak on the regular in front of thousands of people on a weekly basis, right? Yeah, I'm speaking a lot too, but I'm traveling around. I could be giving the same speech over and over again. I'm going to a different audience every week.
They're not.
That's hard. Right? That makes it a bit more challenging. Bring fresh content every week. Speaking to the exact same audience every week. I guess one of the most similar situations I have. Verizon has been a great client of mine. I speak for them almost every month. And that became a challenge. How can I reinvent things? How can I innovate? But I like that idea of a challenge. And I hope you can look at challenges that you have in front of you. Like, oh, okay, how can I get better as a result of this? It's kind of exciting and cool, but I thought about pastors when I thought about they have to reinvent themselves every week. They are great people to watch in regards to the art of speaking, the art of connecting with an audience, engaging with an audience and keeping an audience with them. It's incredible. I love going to sermons. However, when you have the bar really high.
Cause Pastor Rich is killing it.
Like, literally. Well known all around the world. Very well known. He has like a million followers. Yes. I think he married Kanye and Kim too. So there's that. But okay, we'll put that to the side. So he's an incredible speaker. The bar is set high. So for me, there's always that chance that he's bringing in a substitute pastor that week. His wife could be preaching, another preacher from VU could be preaching. Right. There's always a chance he might not be there, but pretty much like 80% of the time he's there. You know, pretty much almost always he's there, but there's these times he's not. So whenever we're going on Sunday, I get in my head like, oh, gosh, I hope Pastor Rich is preaching today. I really wanna hear the message from Pastor Rich.
He's just.
He's great, right? So the bar is set high. Well, today we were walking in. I now have gotten smarter, which I'm sure we all get smarter over time, right? So now I go and I look at the feeds, I look at the stories to know if he's preaching. Because there are sermons that happen at different times during the day, and I don't go to the first mass. So I knew today walking in that he wasn't gonna be there. So I was kind of like bummed. I'm a little bummed out here that he's not gonna be there. But I'm trying to stay positive.
You never know.
And I saw a glimpse, someone had posted a story of a pastor. And I'm like, oh my gosh, that guy looks familiar to me. Cut to. I get there today and I'm walking in and they have this. They do an incredible job at VOU of having people stationed all outside the venue before you walk in saying, you belong here, we want you here. You're a family, you are our community. Thank you for being here. Enjoy it, like, enjoy the service. High fives, like, we want you. You are part of us making you feel very at home. Very much wanted to always think about if we could do that everywhere, right at work and anything that we do, how cool that would be and why not? Let's you and I do that. Let's let people feel included and feel wanted and loved. I thought that was so powerful. I love that they do that. And when I was walking in with my son today, a gentleman was holding a sign like you belong here or something. And he said, hey, the word today is gonna blow you away. And it just hit me and I thought, oh, boy. Okay, you know what? I've gotta be more open minded. I'm going to see a pastor I don't usually see. It was gonna be a guest pastor. And you know what? This is gonna be cool and exciting. Cut to when the pastor started preaching. I realized I saw him one year ago last summer at vu. Pastor Rich was gone, you know, traveling around in the summer, which he does with his family and just to go to other churches and, you know, events and whatnot that he's attending and good for him. But I remember this pastor and I'm like, you know what? I think I really like this guy. I said to him, I said, I, I remember this guy. I actually remembered his sermon, which is wild. And it was funny because he had bred out. You know, these pastors have props oftentimes, whatever. But it triggered my memory to what he spoke about the last time. Cut to gosh, I'm making a long story longer. Hang with me. He starts speaking and he's funny and he's from Vegas and I was just in Vegas, so like he's got me, I'm vibing with him. He got the crowd on his side right out of the gates. You know how he started was he started by giving grace, gratitude and admiration for our pastor, knowing that everybody there loves our pastor. So we thought, I'm gonna be team you guys, like, let's shout it out for Rich. And that was so smart, right? Like, you wanna meet people where they are, you wanna find that common ground. And it was so cool. So I just, I'm always learning. I'm so curious when I am in new environments, new situations. He was incredible today, bottom line is this. Go to vu.com online and watch the sermon from July 23rd.
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Definitely top five favorite sermon I've seen at VU and definitely like I can't wait to the guy. I mean I was on DM. I'm DMing the guy saying how great he is, thanking him, so grateful, asking him to come back. I don't know if he'll ever see that, right? I have no idea. But I just wanted him to know, like, you are loved. I am grateful for you. You brought the word. And, gosh, he shared so much today. And there's no chance that I'm gonna be able to give it all to you. But I want you to know this. He put hope into me. He instilled hope into everybody. He talked about how, oh, no, it is not over, my friends. And that hope is our anchor. And when hope's your anchor, it is all gonna work out. Talked a lot about faith, you know, and we talk a lot about faith in church. But it's cool because when you hear it from somebody else, sort of like parenting or a teacher, right? You hear it from the same person all the time. You're like, eh, okay, got it. But it's cool when you hear it from someone else's perspective. And he was telling a story from the Bible. I believe it was a story about Moses. And Moses was going into a city and had no food or water. And he approached this woman, which God had told him to do, and asked for water and bread. And she said, I'm about to die. My son and I are about to die. We have no food. Gosh, I hope I'm not wrecking this one. Please forgive me if I am. And Moses said, please make the bread. Feed me the bread, and whatever is left, you can have something to that. But the bottom line is this. The messages, so they don't wreck this. The message is this. He was. God had directed him and guided him there. He's in this situation. He's being obedient, doing what God has asked him to do. The woman's being obedient and moving forward with faith, even though she's about ready to die. She's trusting that if she follows the word of the Lord, moves forward in faith, not in sight, in faith, that she'll be obedient and, you know, good will come, or just not knowing, but trusting, believing and having faith regardless. And she does, and her son and her end up eating and eating and eating. And the olive oil doesn't run dry and the bread doesn't run dry, and suddenly there's all this food. And it was all in the way that he please go watch it online. I'm not doing it any justice, but his point and what I took from it was just that, you know, faith sounds like such a good and cool Thing. And yeah, we all want to have faith, but to really see that faith is about. This lady was about to die, no food left, no food. But still decided that she had to have faith and that this was God's word, this is what she was gonna follow through and be obedient on. Even though there was no reason to think she wasn't giving her last bit of food to a man and her son and her were gonna die. But she moved forward with faith and ate endlessly. It was just such a. For me, it was so powerful. It was just. It was so good. It was such a good word. So check it out. Gosh, it was really good. All right. Then he also shared a quote which I don't think I've ever heard before. Want to share it with you. It's a Helen Keller quote. Helen Keller, so famous blind activist that this quote's really powerful. Here we go. The only thing worse than being blind is having sight but no vision. That was so powerful. That hit me. So what a great quote, right? What's even worse than being blind is actually being able to see but not having a vision. A vision for your life and for your future. And that took me back to. And I believe. Oh my gosh, I so believe in this. When I get messages during a week, I believe that not only are they for me and for my son, but for you too. And I want to share them with you because I feel like there could be more meaning there. I want to share this, that earlier this week I get alerts from Forbes, Inc. Magazine, a bunch of different business magazines. And I'm always very curious. I always want to learn. I want to get better. And one of the only ways we can do that is listening to new people like this show right here. Shout out thanks for listening or reading different things. Right? So I read a lot of these online magazines and articles, and one came out about Steve Jobs this week. And my all time favorite quote is from Steve Jobs. I'm actually going to read it to you, but I read a little bit of this article today and it made me see things through a different lens. It's so interesting that you can read the same quote at a different time in your life and take something so much more from it. Right? So open your mind to this idea. Okay. We just read the Helen Keller quote about vision, right? Like, the only thing worse than being blind is to actually have sight and not have a vision, which is so profound and so big. Listen to this one. I need to just read you a little bit again. This is from Inc. Magazine. It says, Steve Jobs said one choice we all ignore made all the difference in his life and led to success. Okay, so this was July, I believe. July 21, Inc. Magazine. In the realm of life's uncertainties and ever changing past, Steve Jobs, co founder of Apple, once shared a profound insight that's worth re exploring today. Jobs said we can't predict how things will work out in the future. We can only understand how things fit together when we look back on our past. So he suggested we should trust that all our experiences will somehow lead us to good things in the end. Here's Jobs original quote, and this happens to be my favorite quote too. You can't connect the dots looking forward. You can only connect them looking backwards. So you have to trust that the dots will somehow connect in your future. You have to trust in something, your gut, destiny, life, karma, whatever. This approach has never let me down and it has made all the difference in my life. I just got the chills reading that. Like, to me, that's about faith, right? That's about having faith that the best is yet to come and that you're surrendering to God's plan. And there's something so much greater that is able to connect the dots and see where you're going. And you haven't, maybe you haven't crystallized that vision yet. And you're in a messy part. You're in the middle of the story. You don't know exactly where it's going. You've gotta trust in whatever that something is for you. Your gut, your destiny, your life, karma, God, whatever. That somehow those dots are gonna connect and they are gonna turn out in your favor in the future. And that, my friends, is a truth that I know to be true. I am so grateful for, and I was reminded so many times this week. So I hope this message helps you to know that you are on the right path. I hope that you sit a minute today and think about your vision for your future and know that if you don't have it all figured out yet, one day you will. Five years ago, I had no idea I'd be sitting here right now, today, with you. And this is so much better than I could have imagined. So when you get stuck in some of the challenges that are gonna come up every single day, in every way, as they do for all of us, take a minute to think back to five years ago and think about, did you ever know you were gonna have some of the amazing things in your life that you have right now?
Probably not.
Can you fast forward five years and imagine what that could look like? What could that vision be? The best is yet to come for you.
I know it.
And the best is yet to come for me. And I'm so grateful for it, so excited for it and so here for it. All right, so if you like the show, please leave a review. Share the show with someone that you think could benefit from it. Tag on social media. Tag me on social. I will always repost your stuff. Super grateful for you. And also, if you haven't heard, August 1st, it's my first ever live 90 minute workshop. It's virtual. Anyone can attend. The tickets are only $77 right now. Just for the next couple of days before they go up. Right before the event, please go to the show notes, click the link at my website, heathermonahan.com under courses and then click workshop $77 to get 90 minute live workshop with your girl. Live Q and A. I mean, this is. I've never done this before. I'm so excited. But I heard too many people were upset about the price point for my mastermind, the ticket cost for my masterclass. I heard you loud and clear. Money should never be a barrier to entry for anybody. And I hope you're gonna love it. I know you will. I know you will because I just. I know you will. So I'm super excited to be doing this. I can't wait. August 1st is right around the corner. Get your ticket now. $77. And if not, buy it for someone that you think needs a confidence boost. Pay it forward if you got your confidence up. I'm so happy for you. Pay it forward to someone who maybe needs some help right now. And if you don't have the $77, send me a note@heathermonahan.com there's a contact me form. We'll find a way to get you in. All right. So you mean the world to me. The best is yet to come. I'm so excited for you. I'm so hopeful and I hope to see you in my live workshop August 1st. Until next week. Keep creating your confidence. You know I will be. I'm going to make it my own again. I decided to change that dynamic. I couldn't be more excited for what you're going to hear. Start learning and growing. Inevitably something will happen. No one succeeds alone. You don't stop and look around once in a while. You could miss it. Come on this journey with me.
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Confidence Classic: How to Go Bigger and Stop Holding Yourself Back with Heather!