In this episode of Creating Confidence with Heather Monahan, Heather explores how to maintain momentum and ambition while creating space for rest and fulfillment. She shares personal stories that illustrate how efforts planted years ago—from building relationships to launching projects—can unexpectedly yield opportunities long after the initial work is done, emphasizing the importance of staying open to abundance from surprising sources rather than trying to control specific outcomes.
Monahan also discusses the value of taking imperfect action over waiting for certainty, explaining how resistance to new experiences can reveal hidden talents and purpose. She reflects on her shift from overworking to prioritizing time with loved ones, examining how rest fuels creativity and allows unexpected opportunities to emerge. Throughout the episode, she touches on the impact of inclusive language and authentic connection, and how financial success can amplify one's ability to create positive change in the world.

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Heather Monahan illustrates that today's efforts often blossom into opportunities far into the future, often unexpectedly. She champions openness and receptivity rather than attempting to control outcomes.
Monahan recounts visiting a speaker bureau in Boston in 2019, where she built personal connections that yielded no immediate results. Years later, a speaker agent from that visit reached out with a perfect client opportunity. She also notes that her 2018 book "Confidence Creator" could still go viral and generate income, demonstrating how past "seeds" can bear fruit long after planting. During the pandemic, she pivoted to group coaching out of necessity, which led to a new friendship and ultimately a Board of Directors position at Health Link.
Monahan cites advice from Chris Harder: "Money can come from seeds planted years ago, ideas you had years ago, friendships you had years ago... it doesn't have to come from the one thing you think it's coming from." She reflects that abundance comes from openness, not forcing narrowly defined outcomes. This mindset shift allows her to trust that previously planted seeds may now be ready to sprout.
Monahan contends that imperfect, forward-reaching steps plant seeds for unpredictable future abundance. She encourages embracing discomfort and taking action, as impacts may accumulate over years. "I can't be forcing things, I can just keep showing up as my best self and being open to receiving where these things come from," she explains. This attitude, combined with momentum, invites new opportunities without dictating specific outcomes.
Monahan's journey reveals that embracing discomfort and taking imperfect action are essential to discovering your true strengths and purpose.
Monahan recalls her mentor's guidance to try a standup comedy class—something she strongly resisted. After a friend confronted her resistance, she attended alongside someone else searching for purpose. She identifies resistance as a clue pointing toward something important you're meant to discover. After performing, she received praise for her public speaking, making her realize she had overlooked this natural talent. She stresses that overlooked gifts often hide your greatest advantages.
Monahan advises against waiting for the perfect plan before beginning your search for purpose. She encourages "messy action" and stresses that "imperfect action today beats perfect delay." Each step forward, even if imperfect, reveals more about your path and builds momentum.
After the comedy class, being told she was a natural at public speaking awakened Monahan to a talent she had undervalued. She consciously chose to absorb this feedback and began seeking more speaking opportunities. Years passed before she recognized she could build a full career in public speaking, launch a podcast, or write books. Her story demonstrates that a decade of small steps and continuous imperfect action can transform overlooked gifts into a career.
The speaker draws from Chris Harder's advice to break free from the belief that money and opportunity only flow from controlled sources. By remaining open and receptive rather than relying on rigid planning, individuals allow abundance to manifest through surprise pathways.
Believing that only predictable sources should generate revenue creates barriers that limit abundance. The speaker emphasizes how true abundance is about letting go, staying receptive, and maintaining a positive attitude. This approach increases the likelihood of stumbling upon financial opportunities from unexpected places.
The speaker recounts reconnecting with someone from a 2019 Boston meeting who is now a client seeking an expertise match. This shows how authentic interactions can become advocates that open new doors years later. Creating meaningful connections in professional settings is invaluable, as these relationships may foster opportunities long after the initial meeting.
Past investments—whether in relationships, ideas, initiatives, or visibility—may not yield predictable rewards, but their payoffs can be profound. The speaker shares experiences with projects that haven't taken off yet but could still succeed in the future. She stresses the importance of planting many small "seeds," as these efforts might bear fruit years later.
Monahan underscores the importance of prioritizing rest, joy, and meaningful experiences as essential to personal fulfillment and professional growth.
Monahan reflects on her tendency to overwork and acknowledges that the relentless pursuit of work often blocks creativity and clarity. She cites advice from her friend Gina, who emphasized the need to relax and enjoy life to allow the best ideas and abundance to flow. Monahan learns that stepping away from work opens the door to opportunities, especially when spent with loved ones.
To prioritize joy, Monahan experiments by working only on Monday and Friday, taking the middle of the week off to spend time with her son. During those days, a friend from Massachusetts unexpectedly visits, and another friend rents a yacht for a day with friends and family. These surprise moments create joyful memories and reinforce her gratitude for a life that allows such experiences.
Monahan compares her current entrepreneurial life to her previous corporate job, where everything felt predictable. Now, she describes her life as filled with uncertainty and possibility, which brings unique excitement. While acknowledging that the unknown sometimes feels frightening, she strives to reframe this fear as excitement and embraces the paradox that moving away from corporate security builds deeper confidence and joy.
Monahan explores how intentional language choices and authentic care lead to more inclusive environments and expanded positive impact.
Monahan describes preparing for a speaking engagement at Amazon, where she inquires about appropriate language and pronouns. She learns that inclusive terms like "people," "allies," and "friends" are preferable to binary labels. This conversation opens her eyes to the value of inclusive language. By applying these principles in her talks, she realizes she can better reach and support a broader range of individuals with diverse identities, amplifying her impact by ensuring her messages resonate more deeply.
Monahan emphasizes the importance of making people feel loved and supported, especially in challenging times. She asserts that showing up in a caring, inclusive way inspires others to do the same, setting off a domino effect that spreads goodwill and connection. She challenges listeners to reflect on their word choices and consider how small acts of inclusion contribute to making the world better.
Monahan ties material success to meaningful impact, referencing Chris Harder's idea that money is a positive resource amplifying the good that generous individuals can do. She emphasizes that financial abundance gives people more opportunities to support worthwhile causes and communities. As individuals achieve more abundance, they are able to give back and fund more good work, further propagating the ripple effect of positive change.
1-Page Summary
Heather Monahan illustrates that today’s efforts, relationships, and actions often blossom into opportunities and abundance far into the future, often in unexpected ways. She champions the mindset of openness and receptivity to possibility, rather than attempting to control or force outcomes.
Monahan recounts that while speaking in Boston for the Drift marketing conference in 2019, she visited a speaker bureau’s office, spent the day connecting one-on-one with their team, and delivered a speech to build personal connections and trust. This interaction did not yield immediate results, but years later—out of the blue—a speaker agent she met there reached out with a client who was the perfect fit, leading to a new speaking opportunity.
Books and intellectual property can also become fruitful long after their initial creation. Monahan points out, “it doesn’t matter that I wrote Confidence Creator in 2018. That book could go viral tomorrow and make me a million right? Like, who’s to say that it can’t… you never know where that next opportunity will come from.” Unexpected new attention to a past project can generate both income and fresh possibilities.
Monahan also describes pivoting to group coaching during the pandemic—a step taken out of necessity, with uncertainty and discomfort. Yet this led to a new friendship with someone who later nominated her to the Board of Directors at Health Link. “I wouldn’t have landed that position, if it hadn’t been for this whole crazy situation,” she observes. This demonstrates how past “seeds” can bear fruit long after they are planted.
Monahan emphasizes that revenue streams are often unpredictable. She cites advice from Chris Harder: “Money can come from seeds planted years ago, ideas you had years ago, friendships you had years ago… acquaintances you made years ago, it doesn’t have to come from the one thing you think it’s coming from. Money can come from anything, anywhere, anytime.” She urges others to be open to receiving abundance, recognizing that it often arises from previous work and connections, not just planned business channels.
She reflects that abundance comes from openness to opportunity, not forcing narrowly defined outcomes. “We can’t just dictate that all my revenue will come from these two sources... That's how I've always thought... But that text he sent really opened my eyes to anything's possible, it can come from anywhere.” The mindset shift allows her—and anyone listening—to trust that the seeds already planted may now be ready to sprout.
Monahan suggests embracing a readiness to receive unexpected abundance as a reward for pa ...
Planting Seeds: Trusting In Future Rewards By Acting Today
Heather Monahan’s journey reveals that embracing discomfort and taking imperfect action are essential to discovering your true strengths and purpose. By pushing through resistance rather than waiting for the perfect moment or complete certainty, you can unlock hidden talents and open new opportunities.
Heather Monahan recalls her mentor’s guidance to try something completely outside her comfort zone as a means of finding what she truly sought. She strongly resisted the suggestion to take a standup comedy class, dismissing it as ridiculous and coming up with many excuses not to go. Only after a friend confronted her resistance did she decide to attend the class alongside someone else searching for purpose.
In the comedy class, participants were required to spend seven minutes speaking on stage about anything, followed by feedback. Heather identifies her resistance as a clue—when you really don’t want to do something, it can sometimes point toward something important you’re meant to discover. She mentions preparing to attend a manifesting meditation event with a friend, again feeling initial resistance, but recognizing now that such situations provide valuable clues about untapped potential.
After performing in the class, Heather received praise for her public speaking, which made her realize she had overlooked this talent rooted in her sales and leadership background. Like many, she hadn’t recognized that what came naturally to her was special, assuming it was no big deal. She stresses that overlooked gifts often hide your greatest advantages and potential for impact.
Heather advises against waiting for the perfect plan or spending thousands on consulting before beginning the search for your purpose. She encourages advancing with “messy action” and stresses that “imperfect action today beats perfect delay.” Her experience after being fired and during challenging times brought self-doubt, but she learned to keep advancing step by step, even with uncertainty.
Coaching clients, Heather notices that even highly talented individuals frequently doubt and second-guess themselves. She underscores that this is normal and that progress hinges on pushing through those feelings with action. Each step forward, even if imperfect, reveals more about your path and builds momentum.
After the standu ...
Embrace Discomfort: Taking Imperfect Action Over Waiting For Certainty
The speaker draws from Chris Harder’s advice to break free from the belief that money and opportunity only flow from tightly controlled or expected sources. This mindset restricts abundance and blocks new channels that may bring financial and personal rewards. By remaining open and receptive, rather than relying on force or rigid planning, individuals allow abundance to manifest through surprise pathways. The speaker encourages adopting a positive vibe and staying attuned to the possibility that opportunities could appear at any moment, often from directions we cannot anticipate or orchestrate.
Believing that only controlled and predictable sources should generate revenue creates mental and practical barriers that limit abundance. When one tries to dictate from where or how opportunities and money should come, it blocks other avenues that could present themselves. The speaker emphasizes how true abundance is often about letting go, staying receptive, and maintaining a positive attitude. This approach increases the likelihood of stumbling upon financial opportunities from unexpected places—wealth arises more fluidly when we are open to receiving it in ways we may not have imagined or planned.
Professional relationships and genuine connections made in the past can bring future opportunities, sometimes in completely unpredictable ways. The speaker recounts reconnecting with someone who spoke at a 2019 Boston meeting, only to find that this old contact is now a client seeking an expertise match. This reconnection shows how authentic interactions and relationships can become advocates that open new doors. Creating honest and meaningful connections in professional settings is invaluable, as these relationships may foster opportunities years later. Even if the benefit isn’t immediate, the groundwork laid through genuine rapport often leads to future collaborations or support.
Embracing Abundance: Money and Opportunities Can Come From Unexpected Sources
Heather Monahan underscores the importance of prioritizing rest, joy, and meaningful experiences as essential to personal fulfillment and professional growth.
Heather Monahan reflects on her tendency to overwork, driven by the belief that constantly striving for revenue is always the right path. She acknowledges toggling between the urge to work super hard and the awareness that overworking can actually be counterproductive to both well-being and inspiration. Monahan explains that the relentless pursuit of work often blocks creativity and moments of clarity. She cites advice from her friend Gina, who emphasized the need to relax and enjoy life in order to allow the best ideas and abundance to flow.
Monahan learns that believing ceaseless work and acceleration are always the right choice blinds people to the value of rest and joy. She remarks that stepping away from her usual work pattern opens the door to opportunities and abundance—especially when spent with loved ones. Time away from work, she finds, fosters not only rest but also connections, gratitude, and unexpected experiences that can’t happen during a work-focused week.
To prioritize joy and presence, Monahan experiments by structuring her week differently: she works only on Monday and Friday and takes Tuesday, Wednesday, and Thursday off to spend time with her son. During those days off, she experiences the kind of spontaneous abundance that work rarely offers. A friend from Massachusetts unexpectedly visits with her son, who is the same age as Monahan’s, resulting in joyful reunion and connection that hadn’t happened since 2019. Another friend visits with his daughter, rents a yacht for a day, and gathers additional friends and family—including some Monahan hasn’t seen in years—for a memorable excursion on the water.
These surprise moments create joyful memories for her and her son and reinforce her gratitude for a life that allows such experiences. Monahan even takes an overnight trip to a favorite hotel with her son to capture more of that vacation feeling. These times make her realize more deeply that the meaning of life centers on spending moments with loved ones and creating experiences, not on constant work.
Monahan mentions her spiritual practice of asking for a miracle and notes that while she hasn’t yet seen the material abundance often associated with rest ...
Work-Life Balance: Rest Boosts Creativity and Positivity
Heather Monahan explores how intentional language choices and authentic care lead to more inclusive environments, greater belonging, and expanded positive impact—especially when combined with financial empowerment.
Heather Monahan describes her experience preparing for a speaking engagement at Amazon, where she inquires about company culture and appropriate language, including word choices and pronouns. She learns from the Amazon representative that, given the audience's diverse backgrounds, inclusive terms like "people," "allies," and "friends" are preferable to labeling everyone as "woman" or "man." This conversation opens her eyes to the value of inclusive language—even though she hasn't previously considered these issues.
Heather recognizes the importance of using broader, less limiting language to make people feel special and seen. By applying inclusive language in her talks, she realizes she can better reach and support a broader range of individuals with diverse identities. Asking about and adjusting to more inclusive word choices demonstrates respect for everyone in attendance, acknowledging the spectrum of backgrounds and perspectives.
Heather sees that word choices directly impact how people feel in a group. Instead of defaulting to binary labels, using open terms sends a message of welcome to all, strengthening the sense of belonging within any audience or community.
Heather begins to intentionally use inclusive language in her talks, which allows her to create a more supportive environment and empower everyone present. This shift amplifies her impact by ensuring that her messages resonate more deeply with people from a variety of backgrounds.
Heather emphasizes the importance of making people feel loved, special, and supported, especially in challenging times. She encourages the use of inclusive language and the creation of environments rooted in genuine care.
Heather notes that by choosing care and inclusivity in interactions, you can make others feel seen and valued, which can be especially vital for those dealing with difficulties.
She asserts that showing up in a caring, inclusive way inspires others to do the same, setting off a domino effect that spreads goodwill, connection, and positivity within the wider community.
Heather challenges listeners to reflect on their word choices and to consi ...
Inclusive Language and Authenticity: Sparking a Positive Domino Effect
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