In this episode of Creating Confidence with Heather Monahan, Heather examines how personal beliefs shape what we can achieve, arguing that you must first believe something is possible before you can accomplish it. She shares her journey from being named a top 40 keynote speaker to realizing she had been limiting her own potential by not thinking bigger, explaining how self-doubt and backup plans can undermine commitment and momentum.
Heather discusses the importance of surrounding yourself with people who challenge your thinking and push you toward larger goals, sharing examples from mentors who questioned why she wasn't aiming higher. The episode covers practical strategies for manifesting goals, removing negative influences, and making bold commitments without excuses. Throughout, Heather emphasizes that confidence is a skill that can be rebuilt after setbacks and that the primary barrier to success is often yourself.

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Heather Monahan explores how personal beliefs govern achievement, emphasizing that possibility must precede accomplishment and that mindset shifts are crucial to overcoming self-imposed barriers.
After being named a top 40 female keynote speaker, Heather realized she hadn't aimed for broader recognition. She asserts, "I was never going to go to the next level until I decided it was possible," insisting that achievements remain out of reach unless you first believe they are available to you. Rather than waiting for external validation, she emphasizes choosing yourself and granting yourself permission to advance: "I pick me." She encourages listeners to change their beliefs about what's possible today and to "just go bigger."
Even after her top 40 recognition, Heather questioned whether she was really qualified to compete at the next level. She explains how self-doubt undermines momentum and chips away at confidence, describing this pattern as telling the universe to "hold back." She stresses that recognizing such patterns in real time helps avoid letting self-doubt slow or stop progress, noting that the ability to rebuild confidence always resides within.
Five months after her top 40 honor, Heather was featured alongside Daymond John at a major virtual conference, offering proof that she belonged among top speakers. Inspired by "The Secret," she embraced intentional visualization and manifesting, describing the process: ask specifically for what you want, believe with unwavering faith that it's already yours, and prepare yourself emotionally for receiving it. She advocates living in the feeling of already having your desired outcome and encourages formulating a concise manifesting statement to revisit daily to reinforce ambition and clarity.
Heather shares how, when launching her business, she kept the possibility open of returning to her media career because she feared failure. When Bobby challenged her about this, asking if she was really considering going back to a career she had outgrown, she realized she was straddling the past while trying to move forward. She recognized that fear had convinced her that staying safe from failure was more important than being fully committed to her vision, and that if she wanted her business to succeed, she needed to fully commit.
Heather discusses how confidence is a skill that can be rebuilt after setbacks. Despite perceptions of always being confident, she recalls times when her confidence was shattered—after being fired and during the pandemic when her speaking business disappeared. Through these experiences, she learned that the only thing truly holding her back was herself. She emphasizes that everyone experiences moments of doubt, and even the most outwardly confident people have struggled with insecurity.
Heather's story reveals how holding onto backup plans and entertaining thoughts of returning to old roles prevents growth and commitment. True success, she notes, requires letting go of those limitations and embracing big, bold thinking that opens the door to new possibilities. At the beginning of any transformative path, fear either becomes a signal to retreat to safety or a cue to move forward toward greatness.
Heather emphasizes the importance of surrounding yourself with individuals who challenge your thinking and reveal new possibilities. She describes Bobby, a lifelong entrepreneur, as a source of invaluable insight who challenged her lack of commitment and modest ambitions. He insisted she should be aiming higher, advising, "You don't need to think smaller to keep yourself safe. You need to think bigger to make it work." Drawing on his experience with Evel Knievel, Bobby explained how Knievel's confidence and willingness to ignore the possibility of failure allowed him to secure a show at Caesars Palace despite having no following.
Heather shares another pivotal experience with her LinkedIn content program manager. When presenting what she thought was a bold proposal, he challenged her, asking "why don't you think bigger?" and questioning why she didn't aim to be featured in LinkedIn's global TV commercial. This mentor knew her capacity and expected more of her, providing the push and perspective to stretch for bigger goals rather than settling for comfort.
Before you can seek out uplifting relationships, Heather argues, you must remove yourself from the influence of those who hold you back. She urges readers to "overcome the villains around you"—whether negative people, energy drainers, or those reinforcing limiting beliefs. She advises a thorough audit of your circle and encourages readers to consider whether these relationships catapult them forward or hold them back. Only by overcoming toxic ties can you prepare yourself to attract relationships that inspire, challenge, and facilitate your growth.
Success hinges on unwavering commitment to your goals and an ability to charge ahead despite obstacles. When Heather lamented not having connections to reach Fox News, Bobby reminded her of her ingenuity in past sales roles—sending life-size cutouts of herself to clients or showing up in person. He shared how Evel Knievel boldly walked into Caesar's Palace and declared he'd fill the venue, never expressing doubt. When Bobby challenged Heather by asking why her self-published books weren't sold at Costco, he rejected her traditional limitations and proposed stacking her books on an end cap, filming reactions, and showing Costco the demand—shattering the notion that self-published books only belong on Amazon.
Heather realized that maintaining "exit plans" weakened her resolve. By unequivocally closing the door on her past career, she could pour her creativity and energy into making her entrepreneurial journey a success. After discussing bold actions with Bobby, she immediately created a morning action plan: sending emails, making calls, pitching opportunities, and setting up meetings focused on what she could proactively control. By taking fast, consistent action, she began to attract unforeseen opportunities. Within a year of committing to her entrepreneurial journey with a strategy of "only the biggest," Heather made the Top 50 Keynote Speaker list, proving that uncompromising vision, brave action, and abandoning excuses are the hallmarks of transformative success.
Reaching your biggest goals often requires identifying both external and internal "villains"—toxic individuals, negative environments, or limiting beliefs that keep you from taking necessary risks. An honest audit of your relationships can reveal who truly supports your growth and who discourages it. Letting go of these negative influences creates space for new, supportive people and opportunities. For example, Heather stopped considering her old career and officially closed that door, which allowed her to pursue new, fulfilling paths.
Leaving behind limiting people, patterns, or situations demands courage but is essential for transformation. Moving beyond familiar comfort zones can feel difficult, but it is an act of self-respect—a commitment to honoring your potential. Not everyone will support your growth; some may feel threatened as you evolve. As you grow, you may find that you outgrow your old community. The key is to be intentional and seek out environments and relationships that align with your new level of aspiration and match the vision you have for your life.
1-Page Summary
Heather Monahan explores how personal beliefs govern achievement, emphasizing that possibility must precede accomplishment and that mindset shifts are crucial to overcoming self-imposed barriers.
Heather recounts how her ambitions shifted only after she decided her next achievement was possible. Even after being named a top 40 female keynote speaker, she hadn’t initially aimed for broader recognition. She describes the moment she questioned whether she could compete for a spot on the unrestricted top keynote speaker list, beyond female-only accolades.
Heather asserts, "I was never going to go to the next level until I decided it was possible." She insists that achievements remain out of reach unless you first believe they are available to you. Even after significant accolades, unless you shift your belief around possibility, further accomplishments remain inaccessible. The lack of belief, she says, is what keeps bigger goals unattainable.
Heather admits she waited for others to validate her readiness—such as being featured alongside Daymond John at a major event—rather than choosing herself. She emphasizes that you should not wait for external validation, but instead, give yourself permission to advance: “I pick me.” She encourages listeners to choose themselves and to change their beliefs about what's possible today, insisting that doing so will change everything ahead. No matter where you are, she says, “just go bigger.”
After her top 40 recognition, Heather describes an immediate, internal questioning: was she really qualified to compete at the next level? She explains that after an initial surge of motivation—"just go bigger, turn up your light, shine brighter"—doubt crept in and undermined her progress.
Heather highlights how self-doubt undermines momentum. She says that even after setting bigger goals, questioning one's own qualifications is how confidence gets chipped away. She describes this pattern as telling the universe to "hold back,” delaying or even sabotaging her readiness for the next step.
Heather realizes that she, herself, was the only thing holding her back. She points out that while confidence may sometimes falter, the ability to rebuild it always resides within. She stresses recognizing such patterns in real time helps avoid letting self-doubt slow or stop progress.
Five months after the top 40 honor, Heather was selected to headline a major virtual conference with Daymond John. Her i ...
Believing In Possibility and Changing Your Achievable Mindset
Heather Monahan shares her experience of launching her own business while simultaneously keeping the possibility open of returning to her previous media career. She told only a few close friends and colleagues about starting her company because she feared failure and thought it would be safer to keep her plans quiet. Heather’s standard script even included, "I just don't know if this is really gonna work. I'm definitely keeping the door open that I just might go back to media and take a similar job to my old one, but with a better company." When Bobby challenged Heather about this, he pointedly asked if she was really considering going back to a career she had outgrown years ago. That moment made Heather realize her problem: she was straddling the past and trying to move forward at the same time, leaving one leg anchored in a train that had already left the station. She saw that this was unsustainable and if she wanted her business to succeed, she needed to fully commit. She recognized that fear had crept into her mind like "dark magic," convincing her that staying safe from failure was more important than being fully committed to her vision.
Heather discusses how, despite perceptions of always being confident, she too has faced deep doubts. A new client expressed disbelief that Heather could ever have been insecure, prompting Heather to recall times when her confidence was shattered—such as after being fired and during the pandemic when her speaking business disappeared. She describes these times as her lowest, when she had no idea what to do next. However, through these experiences, Heather learned that the only thing truly holding her back was herself. With each blow to her confidence, she reminded herself of her ability to rebuild it and recognized the patterns that emerged when her confidence was shaken. These insights led her to write her book "Confidence Creator," and later "Overcome Your Villains," to share her strategies for overcoming setbacks and rebuilding self-belief. Heather emphasizes that everyone experiences mom ...
Overcoming Self-Doubt and Limitations That Hold You Back
Heather Monahan emphasizes the importance of surrounding yourself with individuals who challenge your thinking, inspire growth, and reveal new possibilities. Drawing from her personal experiences, she reflects on how strategic connections and mentoring relationships have pushed her to pursue bolder goals and break through self-imposed limitations.
Heather describes Bobby, a lifelong entrepreneur with tremendous financial success, as a source of invaluable insight and inspiration. His excitement for business is infectious, and his experience—particularly his work with Evel Knievel—informs the guidance he provides. In conversation, Bobby challenges Heather's lack of commitment and modest ambitions. He insists she should be aiming higher, advising, “You don’t need to think smaller to keep yourself safe. You need to think bigger to make it work.” He counters her modest goals with prompts like, “Fox News, now that’s big. Think bigger. Only the biggest is what you should focus on. No excuses.”
Bobby draws on his experience with Evel Knievel, recounting how Knievel’s confidence and willingness to ignore the possibility of failure allowed him to secure a show at Caesars Palace despite having no following. This all-in mindset, Bobby argues, is essential for overcoming roadblocks and realizing grand visions.
Heather points out that interacting with people who have “been where I am and have broken through” motivates her to push past her boundaries. She finds that conversations with successful individuals illuminate bigger possibilities she hadn’t previously considered. Accessing knowledge from those who are “light years ahead” is, to Heather, priceless. When you surround yourself with achievers, you become inspired to surpass your own limitations.
Heather shares another pivotal experience with her LinkedIn content program manager. Presenting what she thought was a bold proposal for LinkedIn to recognize her as a creator supporting female leaders, Heather is surprised when her manager turns it back on her, asking, “why don’t you think bigger?” He reveals that LinkedIn had just launched a global TV commercial featuring content creators, and questions why she didn’t ask to be featured in something of that scope.
Rather than offer only support, her manager pushes her to elevate her ambitions and consider opportunities much greater than her original plan. Heather describes this as a “light bulb moment,” highlighting the essential role of a mentor who knows your capacity and expects more of you. This encouragement and challenge can boost your motivation and grant you permission to pursue targets beyond your initial aspirations.
Bobby similarly spends time helping Heather brainstorm even bigger ideas, refusing to accept limiting beliefs and offering concrete ways to scale her vision. H ...
Be With People Who Challenge and Inspire You
Success hinges on unwavering commitment to your goals and an ability to charge ahead despite obstacles. Heather's journey illustrates how resourcefulness, bold thinking, eliminating excuses, and relentless action lead to breakthroughs.
When Heather lamented not having an agent, PR person, or media connections to reach Fox News, Bobby reminded her of her ingenuity in past sales roles. He pointed out how she would send a life-size cutout of herself to clients, show up in person, or connect through mutual contacts on social media. Heather consistently found a way to create opportunities, illustrating that determination and creativity can overcome any lack of formal connections or resources.
Evel Knievel’s early challenge was being unknown. Yet he didn’t accept this as a roadblock. As Bobby shared, Knievel boldly walked into Caesar's Palace and declared he’d fill the venue, never expressing doubt. That ultimate confidence and commitment led him to land the now-legendary show. Had he presented himself with uncertainty, his career might never have launched.
When Bobby challenged Heather by asking why her self-published books weren’t sold at Costco, she started to explain the traditional limitations faced by self-published authors. Bobby rejected her excuse. Instead, he proposed stacking her books on a Costco end cap, filming people's reactions, and showing Costco the demand—forcing their consideration. This approach shattered the notion that self-published books only belong on Amazon, opening Heather’s mind to bold, unconventional tactics for breakthrough results.
At one point, Heather still contemplated a return to her old media job, which undermined her progress as an entrepreneur and diluted her commitment to her new path.
Heather realized that maintaining "exit plans" weakened her resolve. By unequivocally closing the door on her past career and refusing to look back, she could pour her creativity and energy into making her entrepreneurial journey a success. This total commitment is essential to achieving big goals.
After discussing bold actions with Bobby, Heather immediately created a morning action plan: sending emails, making calls, pitching opportunities, and setting up meeting ...
Boldly Commit To Your Goals Without Excuses
Who are the people you spend your time with? Have you done an audit of these coworkers, friends, and family? Are they holding you back, getting in the way of you achieving your goals, or catapulting you forward? These questions are central to understanding the profound impact that others—and our internal patterns—have on our ambitions and life trajectory.
Reaching your biggest goals often requires identifying both external and internal “villains.” These villains might appear as toxic individuals, negative environments, or limiting beliefs, including fear-based thinking and self-protective patterns that keep you from taking necessary risks. An honest audit of your relationships can reveal who truly supports your growth and who subtly (or overtly) discourages it. Staying in relationships or environments that drain your energy reduces your clarity and motivation for pursuing your ambitions, making it much harder to advance.
Letting go of these negative influences creates the space for new, supportive people and opportunities. For example, Heather stopped considering her old career and officially closed that door, which allowed her to pursue new, fulfilling paths. Removing energy vampires and those who discourage big thinking is essential if you want to attract individuals who are aligned with your growth and aspirations. Your environment and relationships directly shape your thoughts and the scale of your goals; surrounding yourself with inspiring, aspirational people empowers you to th ...
Removing Negative Influences and Obstacles That Prevent Progress
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