In this episode of Creating Confidence with Heather Monahan, Ryan Hawk shares his journey of building resilience and confidence through setbacks, strategic networking, and consistent habits. Hawk and Monahan explore how trusted relationships and personal agency transform rejection into redirection, drawing from Hawk's experience being benched as a college quarterback and Monahan's unexpected termination as a chief revenue officer.
The conversation covers practical strategies for turning professional challenges into opportunities: treating every "no" as "not yet," building confidence through preparation and hard work, and creating lasting success through gratitude-based leadership. Hawk emphasizes the compounding effect of small, consistent habits over time and shares his framework for personal growth. The episode offers actionable insights on networking authentically, maintaining persistence in the face of rejection, and becoming someone others genuinely want to work with.

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Ryan Hawk and Heather Monahan demonstrate how setbacks can become foundations for growth through trusted relationships and personal agency.
Ryan Hawk recounts being benched as quarterback at Miami University in favor of Ben Roethlisberger—a crushing blow to his confidence. He turned to his parents, brothers, and high school coach for support, which helped him regain his sense of worth and find new opportunities to continue playing football. Heather Monahan faced unexpected termination at age 43 as chief revenue officer due to nepotism. With an 18-month non-compete, she reached out to her network through a vulnerable social media post. The support she received led to an appearance on the Elvis Duran show, inspiring her to pivot toward writing and public speaking.
Ryan continued his collegiate career at Ohio University, where he earned the starting quarterback role and was elected team captain. He stresses that being benched could have been permanent, but support and alternative routes allowed him to realize his goals. Heather views her termination as divine redirection, believing setbacks are opportunities toward one's true purpose. Her firing prompted the vulnerability that launched her speaking and writing career.
Ryan describes confidence as a direct result of hard work and preparation. He never missed summer workouts, stayed after practice for extra reps, and formed connections with every teammate. Ryan credits his confidence to the evidence he created through persistent effort and discipline. For both Ryan and Heather, overcoming rejection means leaning into hard work, maintaining agency, drawing on support, and seeing setbacks as paths to unforeseen successes.
Strategic networking and persistent outreach transform rejections into opportunities, while exceptional service creates a ripple effect of new connections.
Ryan Hawk's first job at Lexis Nexus involved cold-calling prospects, where he regularly encountered hang-ups and ignored emails. This constant rejection helped him develop a strong "rejection muscle." He now applies this approach to podcast guest acquisition through cold-emailing and respectful follow-ups, using CRM tools to track contacts. Ryan treats every "no" as a "not yet," maintaining persistence while respecting boundaries. Heather Monahan adds that consistent follow-up from her PR person allowed her to seize missed opportunities, emphasizing the value of persistence.
Ryan illustrates his strategy through his pursuit of presidential historian Doris Kearns Goodwin, combining FedEx letters, phone calls, and emails. His genuine admiration and respectful communication kept the dialogue open. Heather secured Gary Vee as her first podcast guest by strategically reaching out to his wine business co-founder on LinkedIn, offering genuine assistance. After a helpful phone conversation, the co-founder reciprocated by introducing her to Gary Vee.
Ryan shares that Simon Sinek, pleased with his podcast experience, proactively connected him to Will Gedara. This chain of referrals demonstrates how serving one relationship well leads to new, high-quality contacts. Ryan notes that consistent excellence with guests means PR professionals prioritize him for future pitches, and satisfied guests frequently recommend him to their peers, perpetuating a ripple effect of introductions and collaborations.
Ryan Hawk shares Adam Sandler's story of gratitude toward a professor who once discouraged him from acting. Years after success, Sandler introduced that professor with gratitude rather than resentment. Heather Monahan notes that even successful people encounter doubters, but lasting career satisfaction comes from gratitude rather than using negativity as motivation. Hawk describes this as running on "clean fuel"—a healthier, more fulfilling approach to work and life.
Hawk emphasizes structured gratitude practices such as writing three thank-you notes every Thursday and expressing appreciation immediately whenever a positive thought about someone occurs. This habit conditions the mind to seek out and notice the good in others, building optimism and encouraging collaboration.
Hawk stresses the importance of being someone others genuinely want to work with. He notes that difficult or pessimistic colleagues are avoided in the long run, while traits like kindness, curiosity, and hard work are foundational for success. Grateful people tend to smile more, exude confidence, and maintain upbeat attitudes, making them desirable partners. Monahan echoes this, sharing how supportive coworkers energize teams while negativity saps motivation.
Hawk's guiding philosophy is "leave it better"—striving to leave every person, place, and thing better than he found them. He believes that generosity with time and support attracts more and better opportunities than negativity ever could, opening doors to growth, connection, and long-term success.
Ryan Hawk applies the financial principle of compounding to personal growth, emphasizing that consistently committing to small, positive habits over time builds the foundation for sustained achievement.
Both Ryan and Heather highlight that beginning any new project is naturally awkward, but commitment to improvement leads to significant results. Hawk admits his earliest podcast episodes in 2015 make him cringe, but sticking with it grew his show into a top global business podcast with millions of listeners over 12 years. Heather shares that her first interview with Gary Vee was awkward and nerve-wracking, but after persistent practice, her subsequent appearance on his show was much more polished. Her story affirms that doing the work repeatedly is what truly drives improvement.
Ryan offers a practical framework for building confidence: repeatedly choose to challenge yourself, keep the commitments you make, and aim to exceed expected standards. He advocates actively seeking opportunities to learn, showing up consistently, and choosing the extra work others avoid.
Hawk's approach to books and podcasts shows that organizing thoughts for an audience deepens his own understanding and provides lifelong value for others. Writing requires the discipline to make messy ideas clear and useful. He describes writing his first book, "Welcome to Management," as "me search" that clarified his thinking and led to greater insights. Feedback from early readers provided motivation and evidence of real-world impact. Heather's experience with her first book echoes this sentiment: the process was transformative and validating, reinforcing that deep engagement with knowledge-sharing projects creates authentic confidence and long-term value.
1-Page Summary
Ryan Hawk and Heather Monahan provide powerful examples of how setbacks can be transformed into foundations for future growth, drawing on trusted relationships and personal agency to not only endure rejection but thrive.
Ryan Hawk recounts growing up in a sports-centered, competitive family in Ohio, carving a path to college football. As a quarterback at Miami University, he was benched in favor of Ben Roethlisberger after a game against the University of Iowa—a pivotal and crushing moment, as Ryan had always been a starter. The loss of his starting position was a major blow to his confidence and self-image. In response, Ryan turned to his parents, two brothers, and high school football coach for support. Their encouragement reminded him of his worth and potential, helping him regain a sense of belonging at the Division I level and inspiring him to find a new opportunity to continue his football journey.
Heather Monahan faced professional rejection at age 43, unexpectedly fired from her role as chief revenue officer due to nepotism after the CEO’s daughter assumed control. With an 18-month non-compete and her career at a crossroads, Heather reached out to her network with a vulnerable social media post. The support she received opened doors, landing her on the Elvis Duran show, where the host’s confidence in her future as an author inspired her to pivot toward writing and public speaking. Rather than accept the firing as a final defeat, Heather used her relationships and determination to redefine her path.
While Ryan was forced to leave Miami University, he continued his collegiate career at Ohio University, ultimately earning the starting quarterback role and being elected team captain. Though his football career did not end with a storybook run of victories, the redirection led to further opportunities in the Arena Football League and briefly in the Canadian Football League. Ryan stresses that being benched could have been a permanent setback, but with the support and a willingness to take alternative routes, he was able to realize his goals and grow as a leader.
Heather views her termination not as simple rejection, but as divine redirection. She believes setbacks are opportunities to be led toward one’s true purpose. Her firing prompted the vulnerability that launched her speaking and writing career, something she now regards as a powerfu ...
Resilience and Overcoming Rejection Through Support and Agency
Strategic networking and persistent outreach transform rejections into opportunities, while exceptional service creates a ripple effect of new connections. Ryan Hawk and Heather Monahan’s experiences highlight the importance of resilience, authenticity, and relationship-building in business development and podcasting.
Ryan Hawk’s first job was at Lexis Nexus, a cold-calling sales position where he reached out to prospects using a competitor’s product and attempted to convince them to switch. He regularly encountered hang-ups, ignored emails, and direct requests to stop contact. This constant rejection helped him develop a strong “rejection muscle,” crucial for anyone working in sales or networking.
Ryan’s approach to rejection in sales now fuels his podcast guest acquisition. He habitually cold-emails potential guests and employs respectful follow-ups if initially ignored or refused. Ryan uses his calendar and CRM tools to track contacts and ensure systematic, thoughtful outreach. He treats every “no” as a “not yet,” maintaining persistence while respecting boundaries. He applies this philosophy to his own interactions and appreciates PR professionals who do the same, noting that repeat, respectful follow-ups can turn initial rejections into future opportunities. Heather Monahan adds that consistent follow-up from her PR person allowed her to seize missed opportunities, emphasizing the value of persistence on both sides of the relationship.
Ryan illustrates his persistent yet considerate strategy in his pursuit of presidential historian Doris Kearns Goodwin as a podcast guest. He combined multiple methods: FedExing a letter to her address, calling her assistant Beth, leaving voicemails, and sending emails. His genuine admiration and respectful communication mean that neither Doris nor Beth took offense, and the ongoing dialogue nearly resulted in a scheduled recording.
Heather Monahan secured Gary Vee as her first podcast guest by strategically reaching out to his wine business co-founder. Spotting an opportunity via a Google alert, Heather messaged the co-founder on LinkedIn, offering genuine assistance based on her experience in the wine industry. After a helpful phone conversation, the co-founder reciprocated by introducing her to Gary ...
Strategic Networking to Build Opportunities and Relationships
Ryan Hawk shares the story of Adam Sandler’s early career to illustrate how gratitude lays the foundation for positive relationships, confidence, and authentic leadership. As a student at NYU acting school, Sandler’s professor told him over a beer that acting was not for him and predicted a career of misery and no roles if Sandler persisted. Despite these doubts, Sandler forged ahead, ultimately earning great success in Hollywood. Years later, instead of harboring resentment, Sandler introduced that same professor to his friends in a bar with gratitude, saying, “This guy was the only professor nice enough to buy me a beer when I was in college.” Hawk notes that Sandler is known within the industry for being fun, grateful, and building strong, lasting relationships.
Heather Monahan points out that even the most successful people, like Sandler, encounter doubters but do not have to let others’ limiting beliefs define or derail them. The story highlights that while motivation from doubters can fuel short-term effort, lasting career satisfaction comes from gratitude and creating positive narratives. Hawk likens this approach to running on “clean fuel”—focusing on gratitude is a healthier and more fulfilling way to live and work.
Hawk draws from both science and experience, emphasizing structured gratitude practices such as writing three thank-you notes every Thursday, known as “Thankful Thursdays.” He encourages people to express appreciation immediately, whether by text, call, email, or note, whenever a positive thought about someone occurs. This habit conditions the mind to seek out and notice the good in others, ultimately building optimism and encouraging collaboration.
Expressing regular appreciation ensures others feel valued and fosters a more positive, collaborative environment. Hawk underscores that this kind of ongoing gratitude is a practical action anyone can adopt to enhance their relationships and team dynamics.
A central tenet from Hawk is the importance of being someone others genuinely want to work with. He points out that, regardless of short-term success, difficult or pessimistic colleagues are avoided in the long run. Traits like kindness, generosity, curiosity, hard work, and being a great teammate are foundational for a successful career. Hawk notes that grateful people tend to smile more, exude confidence, maintain optimism, and display upbeat attitudes, all of which make them desirable partners and collaborators.
This dynamic is reflected in professi ...
Grateful, Authentic Leadership: Becoming Someone Others Want to Work With
Ryan Hawk embraces the principle of compounding, often cited in finance by Charlie Munger and Warren Buffett, and applies it to personal growth. He emphasizes that consistently committing to small, positive habits over time—much like consistent investing grows wealth—builds the foundation for sustained achievement. Hawk references his own journey as a demonstration that compounding effort, as discussed in his concept "the Price Of Becoming," is crucial for realizing goals and creating the life you want.
Both Ryan Hawk and Heather Monahan highlight how beginning any new project is naturally awkward and imperfect, but commitment to improvement leads to significant results and opportunities. Hawk admits that when he launched The Learning Leader Show in 2015, he viewed it as a "selfish endeavor"—his own personal leadership PhD program. Listening back to his earliest episodes, he cringes at his lack of experience but acknowledges the necessity of starting before being fully prepared. By sticking with it and improving episode by episode, Hawk’s podcast grew into a top global business podcast with millions of listeners over 12 years. Momentum from this ongoing improvement brought invitations for speaking, coaching, and work with leadership teams.
Heather Monahan shares a similar experience: her nerves led to an awkward first interview with Gary Vee. When she looks back at that episode, she remembers how unnatural and uneasy it felt. Yet, after persistent practice and “putting in the reps,” her subsequent appearance on Gary Vee's show was much more polished and enjoyable. Monahan’s story affirms that doing the work, repeatedly, is what truly works for improvement.
Ryan Hawk offers a practical framework for building confidence: repeatedly choose to challenge yourself, keep the commitments you make, and aim to exceed expected standards. He advocates actively seeking out opportunities to learn new skills, showing up consistently to practice and workouts, and choosing the extra work that others avoid. Hawk notes that lessons from high school athletics are relevant for life at large because they demonstrate how consistent, compounded effort leads to meaningful improvement and self-assurance.
Hawk’s approach to books, podcasts, and similar projects shows that clarifying and organizing thoughts for an audience deepens his own understanding and can provide lifelong v ...
Compounding Habits for Lasting Success and Confidence
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