Podcasts > Creating Confidence with Heather Monahan > Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

By Heather Monahan

In this episode of Creating Confidence, Heather Monahan examines how professional coaching and external feedback help identify confidence issues that people often mistake for other professional challenges. Through the story of a high-level executive client and her own experiences, Monahan illustrates how people can recognize when they're undervaluing themselves and what steps they can take to address it.

The episode explores practical strategies for building confidence, from maintaining a file of positive feedback to taking immediate action on goals. Monahan discusses how investing in self-improvement and surrounding oneself with high-performing individuals can push people beyond their current limitations. She also shares her approach to maintaining confidence during uncertain times, including her experience during the pandemic and a challenging real estate transaction.

Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

This is a preview of the Shortform summary of the Mar 24, 2026 episode of the Creating Confidence with Heather Monahan

Sign up for Shortform to access the whole episode summary along with additional materials like counterarguments and context.

Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

1-Page Summary

Coaching and Feedback's Role In Overcoming Confidence Issues

Heather Monahan explores how professional coaching and targeted feedback can help identify and address confidence issues that many mistake for other professional shortcomings. She explains that external perspectives, particularly from coaches and advanced peers, are crucial for identifying blind spots and catalyzing personal growth.

According to Monahan, investing in self-improvement through coaching, training, or professional development demonstrates a commitment to growth. She emphasizes the importance of surrounding oneself with people who operate at higher levels and can push beyond current limitations.

Client's Journey In Addressing Confidence Challenges

Monahan shares the story of a high-level executive client who initially resisted feedback about her confidence issues. Despite being perceived as naturally confident, the client eventually acknowledged her tendency to view herself as lesser in certain settings. Through coaching sessions, she implemented new strategies and experienced significant transformation within just six weeks.

The client's breakthrough came during an interaction with a respected leader at her workplace, which helped her recognize how she had been undervaluing herself. With coaching strategies in place, she was able to tackle these challenges head-on.

Speaker's Insights on Confidence and Self-Doubt

Monahan openly discusses her own experiences with self-doubt, particularly during the pandemic when her speaking business disappeared. To combat uncertainty, she maintains a "fam love" file of positive feedback on her phone.

She shares a recent example of maintaining confidence during a challenging real estate transaction, where she successfully sold her condo for more than expected despite initial doubts. Monahan advises that building confidence comes from taking immediate action, whether through self-investment, setting clear intentions, or establishing concrete plans with deadlines. She emphasizes that confidence grows through consistent effort and the willingness to go above and beyond, such as crafting customized resumes and actively differentiating oneself from mediocrity.

1-Page Summary

Additional Materials

Counterarguments

  • While professional coaching can be beneficial, it is not the only method for overcoming confidence issues; some individuals may find success through self-help, peer support groups, or other personal development practices.
  • External perspectives are valuable, but they should be balanced with self-reflection and introspection to ensure that personal values and goals are not overshadowed by others' opinions.
  • Investing in self-improvement is commendable, but not everyone has the financial resources or time to do so; alternative, low-cost methods of growth should also be recognized and encouraged.
  • Surrounding oneself with high achievers can be motivating, but it can also lead to unhealthy comparisons and increased pressure; it's important to maintain a diverse network that includes supportive peers at various levels.
  • Resistance to feedback about confidence issues may sometimes be justified if the feedback is not delivered in a constructive or culturally sensitive manner.
  • Rapid transformation through coaching strategies, such as the six-week example, may not be typical for everyone; personal growth often requires a longer-term commitment and varies greatly from person to person.
  • The idea that interactions with respected leaders are pivotal in realizing self-worth may not apply to everyone; some individuals may find such interactions intimidating or may not have access to such leaders.
  • The concept of a "fam love" file might not resonate with everyone, and some may find alternative methods of maintaining confidence more effective, such as mindfulness or cognitive-behavioral techniques.
  • Taking immediate action is not always possible or advisable; sometimes, careful planning and patience are necessary before making significant changes or investments.
  • The advice to consistently exceed expectations and differentiate oneself from mediocrity could contribute to burnout or a workaholic culture; it's important to also emphasize work-life balance and self-care.

Actionables

  • Create a "growth circle" with peers from different industries to exchange feedback and insights. By meeting regularly, you can share challenges and receive diverse perspectives that help you identify blind spots and areas for confidence improvement. For example, a software developer, a teacher, and a marketer could meet monthly to discuss their professional experiences and provide each other with constructive feedback.
  • Start a "confidence journal" where you document daily actions that required confidence, no matter how small. This practice encourages you to recognize and celebrate your own growth, which can be as simple as initiating a conversation with a stranger or contributing an idea in a meeting. Over time, you'll have a personal record of your confidence journey to reflect on and draw motivation from.
  • Volunteer for leadership roles in community organizations to interact with respected leaders and stretch your comfort zone. This could be as straightforward as leading a project at a local non-profit or joining the board of a community group. These experiences can provide valuable insights into your self-worth and help you realize areas where you may have been undervaluing yourself.

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

Coaching and Feedback's Role In Overcoming Confidence Issues

Heather Monahan illuminates how coaching and targeted feedback play a pivotal role in recognizing and combating confidence issues that many mistake for other deficiencies in their professional lives.

Hiring a Coach Uncovers Blind Spots and Prompts Self-Reflection

It's often not until a third party steps in that personal limitations are brought to light. For one client of Monahan's, what appeared to be an articulation issue was revealed by coaching to be rooted in a lack of confidence. Monahan posits that it's easy to become blind to our own problems when operating within the same routines, stressing the importance of an external eye to identify those blind spots.

The impact of receiving such feedback can initially lead to resistance, as was the case with Monahan’s client; however, awareness catalyzes change. As the client began to understand the underlying issues, her approach shifted, and she started to project herself with renewed confidence.

Feedback From Advanced Peers Highlights Overlooked Growth Areas

Monahan also noticed the transformative power of higher-level peers giving feedback. Engaging with professionals ahead of oneself is a catalyst for self-reflection and growth. This exposure to advanced peers' insights can unveil growth areas that one might have previously overlooked.

Investing In Self Through Coaching, Training, or Development Shows Commitment to Growth

Heather Monahan touts investment in self-improvement, such as hiring a coach, trainer, or consultant for one's specific needs. For instance, Monahan herself hired experts like an editor for her book and a professional writer for her book proposal, thereby gaining a strategic advantage by quickly acquiring necessary skills that otherwise would have taken much longer to develop.

Surrounding Oneself With People Who Challenge and Push To a Higher Level Is Crucial For Overcoming Limitations

Monahan further illustrates the ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

Coaching and Feedback's Role In Overcoming Confidence Issues

Additional Materials

Clarifications

  • Coaching helps individuals identify and understand the root causes of their confidence issues through guided conversations and reflective exercises. Coaches use techniques like active listening, questioning, and personalized feedback to challenge limiting beliefs and build self-awareness. They create a safe space for clients to practice new behaviors and reinforce positive self-perceptions. This process gradually strengthens confidence by replacing doubt with evidence-based self-assurance.
  • Targeted feedback is specific, focused on particular behaviors or skills, and provides clear guidance for improvement. It differs from general feedback, which is broad, vague, and less actionable. Targeted feedback helps individuals understand exactly what to change and how to do it. This precision makes it more effective for personal and professional growth.
  • "Blind spots" are areas of our behavior or skills that we fail to see or recognize ourselves. They often stem from habits, biases, or lack of feedback, causing us to overlook weaknesses or limitations. These blind spots can hinder personal and professional growth because we don't address issues we aren't aware of. External perspectives, like coaching or peer feedback, help reveal these hidden areas for improvement.
  • Individuals commonly resist feedback initially because it can feel like a personal criticism, triggering defensive emotions. People often fear change or doubt their abilities, making them reluctant to accept new perspectives. Feedback challenges existing self-perceptions, which can be uncomfortable and unsettling. Over time, as trust builds and understanding grows, resistance typically decreases.
  • "Advanced peers" are individuals in your field who have more experience, skills, or higher positions than you. Their feedback is valuable because they can see gaps and opportunities you might miss due to their broader perspective. To identify them, look for mentors, senior colleagues, or respected professionals known for expertise and success. Engaging with them helps you gain insights that accelerate your growth and improve your performance.
  • Coaching typically involves personalized guidance to improve specific skills or behaviors, often with a focus on leadership or career growth. Training usually refers to structured programs or workshops designed to teach particular competencies or knowledge. Development encompasses broader, ongoing efforts like mentoring, online courses, or self-study aimed at long-term professional growth. Choosing among them depends on your goals, learning style, time availability, and the specific skills you want to enhance.
  • Hiring experts like editors or professional writers provides specialized skills that improve the quality and clarity of work. These professionals bring experience and knowledge that save time and prevent common mistakes. Their input can make content more persuasive and polished, increasing its impact. This accelerates progress compared to learning and doing everything independently.
  • To effectively surround yourself with people who challenge and push you to higher levels, actively seek out mentors, industry leaders, or peers who have achieved what you aspire to. Join professional groups, attend networking events, or participate in workshops where these individuals gather. Engage genuinely by asking questions, offering value, and ...

Counterarguments

  • While coaching can be beneficial, it is not the only method for overcoming confidence issues; self-help strategies, peer support groups, or therapy may also be effective.
  • Personal blind spots can sometimes be identified through introspection and self-awareness exercises without the need for an external coach.
  • Feedback from peers, while valuable, may not always be objective or constructive; it's important to consider the source and intent of the feedback.
  • Not everyone has the financial resources to invest in coaching or professional development, which can create barriers to accessing these growth opportunities.
  • Some individuals may thrive in familiar networks where they feel supported and confident, and may not require external challenges to grow professionally.
  • The assumption that higher-level professionals always provide better insights may not hold true; peers at similar or lower levels can also offer valuable perspectives.
  • Proactive engagement with hiring ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

Client's Journey In Addressing Confidence Challenges With Coach

A high-level executive encountered and overcame her challenges with self-confidence with the guidance of her coach, Monahan.

Client Resisted Confidence Issue Feedback but Embraced Progress

Initially, the client did not see herself as having confidence issues. She was recognized as a strong, confident female. However, through her journey with coaching, she opened up to new perceptions.

Client Acknowledged Confidence Issues, Applied Coach's Strategies

The executive took Monahan by surprise with her vulnerability, which she publicly shared on social media. She acknowledged her confidence issues, specifically that she viewed herself as lesser in certain settings, impacting her confidence and voice. Over time, she applied the strategies that were discussed during her coaching sessions, which led to considerable progress in just six weeks.

Client's Openness About Struggles Led To Rapid Transformation

The client's willingness to consider feedback and her dedication to working on her confidence led to a quick and significant transformation. She didn’t just take the feedback well; she actively employed techniques that were effective for her personal development.

Stepping Outside Comfort Zone For Valuable Feedback

An occasion arose where the executive interacted with a respected leader at her workplace.

Executive Interaction H ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

Client's Journey In Addressing Confidence Challenges With Coach

Additional Materials

Counterarguments

  • The executive's initial resistance to acknowledging confidence issues could be seen as a natural response to protect her self-image, especially in a high-stakes corporate environment where confidence is often equated with competence.
  • Publicly sharing vulnerability on social media may not always be advisable for every individual, as it can sometimes lead to unintended professional consequences or misinterpretation by peers and stakeholders.
  • While the text suggests rapid transformation, it's important to note that personal development is typically a long-term process, and six weeks might not be sufficient to gauge lasting change.
  • The effectiveness of the coaching strategies is highlighted, but it's possible that other factors also contributed to the executive's progress, such as support from colleagues, personal motivation, or concurrent life changes.
  • The interaction with a respected leader served as a catalyst for change, but it's worth considering whether the executive's self-worth issues were solely internal or partly a reflection of the workplace culture and its impact on her self-perception.
  • Elevating self-worth and expectations is a positive step, but it's also important to maintain a balance to avoid overconfidence, which could lead to unrealistic expectations and potential setbacks.
  • The narrative emphasizes the executive's rapid transformation, but it's possible that the story oversi ...

Actionables

  • You can start a confidence journal to track moments of self-doubt and achievements, helping you to recognize patterns and progress. Begin by writing down instances when you feel less confident, noting the situation, your thoughts, and how you reacted. Alongside, record moments when you felt strong and assured, detailing what contributed to those feelings. Over time, this journal can serve as a tool to understand triggers and build strategies to boost your confidence in challenging situations.
  • Create a personal "brag book" to remind yourself of your value and accomplishments. This can be a digital document or a physical notebook where you list your skills, achievements, and positive feedback you've received. Refer to it before entering situations where you typically feel less confident to reinforce your self-worth and shift your mindset.
  • Engage in r ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free
Confidence Classic: Step Into Your Worth and Stop Holding Back with Heather!

Speaker's Insights on Confidence, Self-Doubt, and Second-Guessing

Heather Monahan shares her personal experience with self-doubt and strategies to overcome these challenges. Despite her successes, she still encounters moments of uncertainty.

After Success, the Speaker Still Questions Her Purpose

Pandemic Impacted Speaker's Business, Prompting Career Re-evaluation

Despite the acclaim of her books, Monahan faced challenges when her speaking business vanished due to the pandemic. This abrupt change led her to contemplate a return to corporate America and rethink her career trajectory.

"Family Love" File For Uncertainty and Doubt

To combat feelings of doubt, Monahan maintains a "fam love" file filled with positive feedback on her phone. This file serves as a reminder of the reasons behind her chosen path, especially during challenging times.

Overcoming Confidence Challenges Requires Evaluation, Adjustments, and Trusting Instincts

Heather Monahan recognized that gaining new perspectives was crucial to identifying and tackling previously unseen issues, such as a lack of confidence. When made aware of the problem, she became empowered to address and overcome it.

Speaker Confident Despite Challenging Real Estate Transaction

Monahan recounts a real estate deal where she initially doubted her ability to sell her condo at a desired price. After consulting with another realtor and witnessing a neighbor's success, she managed to secure a contract to sell the condo for more than she expected. Despite the complexities of the transaction and the challenges of moving after 16 years, her confidence remains intact. Monahan attributes this to faith in finding a great new home despite the hurdles.

Speaker Urges Action now; Confidence From Consistent Effort

Emphasizing the importance of taking action, Monahan advises beginning with self-investment and reflection to build confidence. She shares her excitement ...

Here’s what you’ll find in our full summary

Registered users get access to the Full Podcast Summary and Additional Materials. It’s easy and free!
Start your free trial today

Speaker's Insights on Confidence, Self-Doubt, and Second-Guessing

Additional Materials

Counterarguments

  • While maintaining a "fam love" file can be a helpful reminder of one's achievements and positive impact, it may not address the root causes of self-doubt or substitute for professional help if needed.
  • The advice to take immediate action and set clear intentions is valuable, but it may not account for individuals who face systemic barriers or personal circumstances that make immediate action challenging.
  • Confidence can sometimes be built through careful deliberation and planning rather than immediate action, suggesting that a one-size-fits-all approach may not be suitable for everyone.
  • The emphasis on self-investment and proactive planning might overlook the importance of community support, mentorship, and collaboration in building confidence and achieving success.
  • The narrative that confidence comes from consistent effort and striving for the next level may inadvertently perpetuate a culture of overwork and burnout, ignoring the need for balance and self-care.
  • The suggestion to differentiate oneself from mediocrity could imply a competitive mindset that may not be healthy or productiv ...

Actionables

  • Create a "skill swap" group with friends or colleagues to exchange expertise and gain new perspectives. By teaching each other skills in which you're proficient, you'll not only help others but also reinforce your own confidence in your abilities. For example, if you're good at public speaking and a friend excels at graphic design, teach each other these skills to broaden your competencies and self-assurance.
  • Develop a personal "challenge roadmap" for the year, with monthly goals that push you out of your comfort zone. This could include public speaking, learning a new language, or volunteering in a leadership role. The key is to set specific, measurable, achievable, relevant, and time-bound (SMART) goals that encourage you to take immediate action and reflect on your progress, thereby building confidence.
  • Start a "confidence journal" where you ...

Get access to the context and additional materials

So you can understand the full picture and form your own opinion.
Get access for free

Create Summaries for anything on the web

Download the Shortform Chrome extension for your browser

Shortform Extension CTA