Podcasts > Creating Confidence with Heather Monahan > How to Become the Person Success Requires with Ryan Hawk

How to Become the Person Success Requires with Ryan Hawk

By Heather Monahan

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.

How to Become the Person Success Requires with Ryan Hawk

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How to Become the Person Success Requires with Ryan Hawk

1-Page Summary

Resilience and Overcoming Rejection Through Support and Agency

Ryan Hawk and Heather Monahan demonstrate how setbacks can become foundations for growth through trusted relationships and personal agency.

Facing Challenges: Lean On Trusted Relationships to Rebuild Confidence After Defeat

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.

Viewing Setbacks as Redirections Maintains Agency and Opens Alternative Paths To Success

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.

Confidence Built Through Hard Work and Preparation

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 to Build Opportunities and Relationships

Strategic networking and persistent outreach transform rejections into opportunities, while exceptional service creates a ripple effect of new connections.

Sales Professionals Should See Rejections As "Not yet" Instead of "No"

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.

Persistent, Genuine Outreach to High-Profile Contacts Yields Opportunities

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.

Exceptional Service Creates a "Daisy Chain Effect"

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.

Grateful, Authentic Leadership: Becoming Someone Others Want to Work With

Grateful Leaders Foster Sustainable Careers and Better Opportunities

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.

Gratitude Practices Rewire the Brain to Find Good Qualities In People

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.

Foundations of Career Success: Easygoing, Kind, Pleasant, Curious, Helpful, Competent, Excellent

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.

Enhancing People, Places, and Things Through Core Values Builds Relationships and Opportunities

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.

Compounding Habits for Lasting Success and Confidence

Applying Compounding Principles From Finance To Personal Development

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.

Starting Projects May Be Imperfect, but Commitment to Improvement Builds Momentum

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.

Build Confidence: Choose Challenges, Keep Commitments, Exceed Standards

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.

Books, Podcasts, and Knowledge-Sharing Projects Clarify Thoughts and Create Value

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

Additional Materials

Counterarguments

  • Not everyone has access to strong support networks or trusted relationships, making it harder for some individuals to recover from setbacks.
  • Viewing setbacks as opportunities or redirections may not be realistic for those facing systemic barriers, discrimination, or chronic adversity.
  • Persistent outreach and networking can be perceived as intrusive or unwelcome, potentially damaging relationships or reputations.
  • The emphasis on gratitude and positivity may inadvertently dismiss or minimize legitimate negative emotions or grievances.
  • Hard work and preparation do not always guarantee confidence or success, as external factors and luck can play significant roles.
  • The "leave it better" philosophy may place undue responsibility on individuals to improve every situation, which is not always feasible or healthy.
  • Encouraging vulnerability and public sharing of setbacks may not be culturally appropriate or safe for everyone.
  • The compounding effect of small habits may not yield significant results for those lacking resources, time, or stability.
  • Not all rejections are temporary or negotiable; sometimes "no" truly means "no," and persistence can cross boundaries.
  • The focus on being easygoing and pleasant may disadvantage those with different personalities or neurodivergent traits.

Actionables

  • you can create a “setback-to-growth” journal where, after any disappointment, you write down one way you’ll ask for help from someone you trust and one small action you’ll take to move forward, then track the outcome to see how support and agency combine to create new opportunities
  • For example, after missing out on a job, you might reach out to a mentor for advice and also update your resume, then note any new leads or insights that result.
  • a practical way to build a “rejection muscle” is to set a weekly challenge to make one request you expect to be declined (like asking for a discount, feedback, or a meeting), then reflect on how you felt and what you learned, gradually increasing the difficulty as your comfort grows
  • For instance, you might start by asking a store clerk for a small favor, then work up to requesting informational interviews with professionals you admire.
  • you can use a “gratitude swap” routine by sending a short thank-you message to a different person each week, specifically mentioning something they did that helped you, and then noting any positive responses or new connections that result
  • For example, thank a coworker for their support on a project, or a friend for listening during a tough time, and see how this strengthens your relationships and opens doors.

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How to Become the Person Success Requires with Ryan Hawk

Resilience and Overcoming Rejection Through Support and Agency

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.

Facing Challenges: Lean On Trusted Relationships to Rebuild Confidence After Defeat

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.

Viewing Setbacks as Redirections Maintains Agency and Opens Alternative Paths To Success

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 ...

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Resilience and Overcoming Rejection Through Support and Agency

Additional Materials

Counterarguments

  • Not everyone has access to strong support networks of family, coaches, or professional contacts, making it more difficult for some individuals to recover from setbacks in the same way as Ryan Hawk or Heather Monahan.
  • Viewing setbacks as redirections may not always be realistic; some obstacles can have lasting negative impacts that are not easily reframed as opportunities.
  • Hard work, preparation, and discipline do not always guarantee success or renewed confidence, especially in environments where systemic barriers or biases exist.
  • The emphasis on personal agency and resilience may unintentionally overlook the role of external factors, such as privilege, timing, or luck, in overcoming rejection and achieving success.
  • Interpreting se ...

Actionables

  • You can create a personal encouragement file by asking trusted friends, family, or colleagues to write short notes about times they saw you overcome setbacks or demonstrate resilience, then reread these notes whenever you face a confidence dip to reinforce your sense of worth and capability.
  • A practical way to reframe setbacks as redirections is to keep a “detour diary” where, after any disappointment or rejection, you write down three new opportunities or paths that could open up because of this change, helping you actively seek alternative routes rather than dwell on the loss.
  • You can build confidence thro ...

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How to Become the Person Success Requires with Ryan Hawk

Strategic Networking to Build Opportunities and Relationships

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.

Sales Professionals Should See Rejections As "Not yet" Instead of "No" and Build a Strong Rejection Muscle By Reaching Out To Prospects

Ryan's Lexis Nexus Cold Calling Career

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.

He Uses Rejection Muscle For Guest Acquisition By Cold Emailing, Respectful Follow-Ups, and CRM Tools For Tracking Contacts

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.

Persistent, Genuine Outreach to High-Profile Contacts Yields Opportunities

Respectful and Strategic: Ryan's Admired Outreach to Doris Kearns Goodwin

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's Message to a Wine Company Co-founder Led To a Podcast Introduction to Gary Vee

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 ...

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Strategic Networking to Build Opportunities and Relationships

Additional Materials

Counterarguments

  • Persistent outreach and repeated follow-ups, even when respectful, can sometimes be perceived as intrusive or bothersome, potentially damaging relationships or reputations.
  • Not all rejections are "not yet"; some are definitive "no"s, and failing to recognize this can waste time and resources.
  • Exceptional service does not always guarantee referrals or a "daisy chain effect," as some satisfied contacts may not have relevant connections or may not be inclined to refer.
  • The effectiveness of strategic networking and outreach can be highly context-dependent and may not yield similar results in all industries or cultures.
  • Building a "rejection muscle" through frequent outreach may not be suitable for everyone, as it can lead to burnout or decreased ...

Actionables

  • you can create a “rejection tracker” journal where you log every outreach attempt, the response (or lack of), and one thing you learned or could improve for next time, helping you normalize rejection and spot patterns in what eventually leads to positive replies
  • By reviewing your entries weekly, you’ll see how persistence pays off and identify which approaches or messages get better results, making each “no” feel like a step toward a future “yes.”
  • a practical way to build genuine relationships is to send short, personalized appreciation notes to people whose work you admire, without asking for anything in return
  • For example, if you read an article or see a project you like, send a brief message highlighting a specific detail you found valuable; over time, these authentic connections can lead to unexpected opportunities and referrals.
  • you can set up a monthly “value swap” chall ...

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How to Become the Person Success Requires with Ryan Hawk

Grateful, Authentic Leadership: Becoming Someone Others Want to Work With

Grateful Leaders Foster Sustainable Careers and Better Opportunities

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.

Gratitude Practices Like Weekly Thank-You Notes and Immediate Appreciation Rewire the Brain to Find Good Qualities In People

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.

Foundations of Career Success: Easygoing, Kind, Pleasant, Curious, Helpful, Competent, Excellent

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 ...

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Grateful, Authentic Leadership: Becoming Someone Others Want to Work With

Additional Materials

Counterarguments

  • While gratitude can foster positive relationships, it is not always sufficient for career advancement; factors such as technical skills, strategic thinking, and assertiveness are also critical.
  • Excessive focus on gratitude and positivity may discourage necessary critical feedback or honest discussions about problems, potentially leading to unresolved issues within teams.
  • Some individuals may find structured gratitude practices, like weekly thank-you notes, artificial or insincere, which could undermine their intended effect.
  • Not all successful people are known for being easygoing or pleasant; some achieve success through assertiveness, competitiveness, or even difficult personalities.
  • The expectation to always be upbeat or optimistic can be emotionally taxing and may not accommodate neurodiversity or cultural differences in communication styles.
  • Avoiding pessimistic or difficult colleagues may lead to groupthink and a lack of diversit ...

Actionables

  • you can set a daily reminder to identify one small way you made a situation, task, or interaction better for someone else, then jot it down in a dedicated notebook or phone note to track your progress and spot patterns in your positive impact.
  • a practical way to foster gratitude and positivity in your relationships is to create a rotating “uplift buddy” system, where each week you and a friend or colleague check in and share one thing you appreciate about each other’s approach to work or life, helping both of you notice and reinforce positive behaviors.
  • you can make it a habit to ask yourself at the end of each wor ...

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How to Become the Person Success Requires with Ryan Hawk

Compounding Habits for Lasting Success and Confidence

Applying Compounding Principles From Finance To Personal Development

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.

Starting Projects May Be Imperfect, but Commitment to Improvement Builds Momentum and Attracts Opportunities

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.

Build Confidence: Choose Challenges, Keep Commitments, Exceed Standards

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.

Books, Podcasts, and Knowledge-Sharing Projects Clarify By Organizing and Articulating Thoughts, Creating Value For Others and Deepening Understanding

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 ...

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Compounding Habits for Lasting Success and Confidence

Additional Materials

Counterarguments

  • The compounding principle from finance may not always translate directly to personal development, as human growth is often non-linear and subject to setbacks, plateaus, or external factors beyond one’s control.
  • Consistent effort does not guarantee success or recognition; factors such as privilege, access to resources, timing, and luck can play significant roles in outcomes.
  • Not everyone has the time, energy, or support systems to consistently commit to extra work or self-improvement projects, making these strategies less accessible or practical for some individuals.
  • The emphasis on starting before being fully prepared may not be suitable in all contexts, especially in fields where mistakes can have serious consequences.
  • The narrative focuses on individual achievement and self-improvement, potentially overlooking the importance of collaboration, community support, and systemic change in personal and professional growth.
  • Feedback and validation from audiences or readers are not always forthcoming, and lack of external recognition can discourage continued effort despi ...

Actionables

  • you can create a daily micro-habit tracker for one tiny action that feels awkward but aligns with a bigger goal, such as recording a 30-second voice memo reflecting on your day or sending a short message to someone you admire; review your progress weekly to notice how small, repeated actions build confidence and momentum.
  • a practical way to deepen your understanding and clarify your thinking is to write a weekly “teach-back” note to a friend or family member, summarizing something new you learned or practiced, and ask them to reply with questions or feedback to help you refine your ideas.
  • you can set up a monthly “challenge swap” with a peer w ...

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