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Keep Hustling

Keep Hustling

Aaron Gordon

Keep Hustling with Aaron Gordon (aka @nyriskadvisor) inspires listeners to keep hustling everyday. Guests are pushed to get past their WHY to the HOW. Episodes focus on the personal and professional challenges and successes of guests and the importance of embracing the hustle to overcoming challenges.
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Top 10 Keep Hustling Episodes

Goodpods has curated a list of the 10 best Keep Hustling episodes, ranked by the number of listens and likes each episode have garnered from our listeners. If you are listening to Keep Hustling for the first time, there's no better place to start than with one of these standout episodes. If you are a fan of the show, vote for your favorite Keep Hustling episode by adding your comments to the episode page.

Keep Hustling - Unyielding Hustle with Dana Ayers
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12/12/24 • 27 min

In this episode of Keep Hustling, host Aaron Gordon sits down with Dana Ayers, a dynamic professional whose career spans from the White House to military service. Dana shares her journey, discussing her early life influences, her days as a White House intern during 9/11, and how those experiences shaped her drive for public service. She recounts her non-traditional path to joining the military in her 30s and the profound impact of serving in Afghanistan. Dana reflects on her experiences in high-pressure environments like FEMA during Hurricane Katrina and emphasizes the importance of resilience and seizing unexpected opportunities. The episode concludes with Dana's favorite motivational quote by Howard Thurman, encapsulating the essence of her journey: "Don't ask what the world needs, ask what makes you come alive and go do that."

Tune in for an inspiring conversation about hustle, leadership, and the power of embracing challenges.

Get To Know Dana Ayers

Dana Ayers has spent the last couple decades burrowing her way into all sorts of places she had no business being, including herding celebrities in green rooms, working as an armed communicator in Afghanistan, serving as a White House staffer, and conducting media interviews on national television after running all night and changing in a Gold's Gym bathroom. Her goal is to encourage readers to go after their dreams even if they don’t fit the traditional mold — and even if they’re a bit of a hot mess, like she often is.

Dana considers herself an "ambassador for the unlikelies" which she describes as those who refuse to talk themselves out of unlikely goals.

Ayers has appeared on Morning Shows in major national markets such as Good Morning America, WGN Chicago, and Great Day D.C., along with dozens of media interviews for print, radio, and podcasts including SiriusXM Radio and Women’s Running magazine.

She holds a master’s degree in Communication from Johns Hopkins University and is the author of the international bestseller Confessions of an Unlikely Runner, and a co-author of Chicken Soup for the Soul: Running for Good. She can typically be found putting coffee before important responsibilities and dreaming up new ridiculous goals to attempt, like starring in her own TV show where she simultaneously competes in a vocal competition while fixing up an old house.

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3 Episode Key Takeaways Embrace a Nonlinear Path: Dana Ayers' career journey demonstrates that success doesn't always follow a straight line. From an unexpected start at the White House to significant experiences in the military, her story shows the value of staying open to diverse opportunities.

Find Life’s Work Through Passion: Dana's experiences highlight that what truly drives success is enthusiasm and dedication. Her quote from Howard Thurman, "Ask what makes you come alive and go do that," reflects the essential need for passion in one's endeavors.

The Strength of Community and Support: Throughout her career, Dana emphasizes the importance of camaraderie, whether through familial support in her upbringing or the bonds formed in the military. These relationships provide the foundation for perseverance and achievement.

Show Overview:

01:12 Excited to explore Dana’s fascinating background map.

03:10 Hustles stem from unnoticed, supportive parental influence.

07:10 Bush administration shaped my adult life significantly.

11:30 Unexpected moments shape our hustle's impact.

13:12 Regretted not serving, eventually inspired by peer.

17:45 Camaraderie requires challenges; builds impactful relationships.

22:07 Fear of boredom drives diverse career pursuits.

23:40 Perseverance proves naysayers wrong; incredible story shared.

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Keep Hustling - Relentless Hustle With Shawn Fitzgerald
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11/14/24 • 28 min

In this inspiring episode, Aaron Gordon interviews Shawn Fitzgerald, a successful business owner with a background in the Air National Guard. Shawn shares his journey of relentless hustle, influenced by his single mother and early experiences with sports. He discusses his time in the military and the invaluable lessons it taught him, such as leadership, teamwork, and integrity. Shawn also opens up about his decision to leave a stable job to start his own business, fueled by a fear of regret and a powerful vision for the future. The episode wraps up with Shawn's favorite motivational quote: "Victory is reserved for those willing to pay its price." Tune in for valuable insights on pushing through pain and achieving success.

Get To Know Shawn Fitzgerald Shawn Fitzgerald is the founder and owner of Sound Harbor, a full-service insurance agency that provides customized solutions for the restaurant, bar, and construction sectors in New York. With over twelve years of experience as an insurance agent and a member of the BIG I of New York, a trade association for independent insurance professionals, Shawn has developed a deep knowledge and expertise in the insurance industry and its challenges and opportunities.

As an agency owner, Shawn is passionate about helping his clients protect their assets, manage their risks, and grow their businesses. He specializes in various types of insurance policies, such as general liability, liquor liability, assault and battery, commercial property, commercial umbrella, business auto, hired/non-owned, workers compensation/disability, bonds, and pollution policies. He also offers personal insurance services, such as homeowners, auto, flood, umbrella, and life policies.

Shawn's mission is to provide his clients with the best coverage, service, and value possible, while building long-term relationships based on trust and integrity.

Social media & links: LinkedIn Instagram

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3 Episode Key Takeaways 1. Family Influence on Hustle: Shawn attributes his hustle mindset to observing his single mother work multiple jobs. This highlights the importance of early influences and role models in shaping one's drive and work ethic.

2. The Value of Perseverance: Experiencing and overcoming difficult situations can lead to significant personal growth. Shawn's journey through various hardships, including military training, reinforced the importance of pushing through challenges to achieve success.

3. Dream Big and Plan Bigger: Goal-setting and vision planning are crucial. Shawn shares how writing down a clear vision and regularly reviewing it can help maintain focus and motivation, ultimately leading to achieving even the most ambitious goals.

Show Overview: 01:00 Shawn was inspired by hardworking mother and sports documentaries.

04:12 Parental sacrifices inspire us to work hard.

08:21 Overcoming challenges reveals resilience and true growth.

10:38 Uncertain career path led to military choice.

13:58 Military training builds resilience and accomplishment.

16:59 Seeking new career path after 10 years.

22:28 Success requires initial intense effort and dedication.

23:40 Goals and purpose help push through challenges.

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Keep Hustling - The Harmony Of Hustle with Aryeh Kunstler
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08/01/24 • 43 min

In this episode, Aaron Gordon and guest Aryeh Kunstler dive into the essence of hustle culture and personal passion. Aryeh, a revered musician and content creator, shares his journey from a stable salary to prioritizing his dreams in the music industry. He narrates the meticulous two-year process of releasing a song, underscoring the importance of letting go of perfectionism. Their discussion touches on the pressures of social media, the acceptance of imperfections, and the emotional highs and lows of releasing personal music. Aryeh’s motivational mantra, "choose your hard," resonates throughout. Personal anecdotes highlight milestones, the significance of being present, and the joy of creating meaningful experiences for listeners. Aryeh’s latest album showcases his evolved style, emphasizing connection. As always, Aaron encourages listeners to "do well by doing good" and to "stay curious, stay hungry, and keep hustling.”

Get To Know Aryeh Kunstler

Aryeh Kunstler is a dynamic force in the Jewish music scene, known for blending intricate melodies with profound emotional depth. With a career marked by creativity and versatility, Kunstler has established himself as a unique voice in modern Jewish music.

Born into a family of musicians, Kunstler was immersed in music from an early age. His early exposure to the guitar and his father, Avi’s musical compositions laid a foundation that would influence his style.

Kunstler’s discography is a testament to his versatility. From the raw rock arrangements of his debut album, From the Depths to the introspective, minimalist tones of his latest work, Reels Vol. 1, his music resonates with a broad spectrum of listeners. His compositions often explore themes of identity, introspection, and human connection, creating a soundscape that is both expansive and intimate. Songs such as “Up Like a Lion” and “Keli” are prime examples of that.

A frequent collaborator with other artists across various genres, Kunstler’s work extends beyond solo projects. His innovative productions and arrangements on songs such as “Tatty My King” have contributed to numerous critically acclaimed albums, showcasing his ability to adapt and contribute creatively in diverse musical settings.

Live performances are where Kunstler truly shines, bringing his compositions to life with a dynamic and engaging presence. His ability to connect with audiences on an emotional level has made his live shows a highlight of his career. Whether performing in an intimate venue or on a grand stage, Kunstler captivates audiences with his authenticity and artistry. He is also know for his vocal and guitar abilities at weddings, where he has been a mainstay for the last 12 years.

Kunstler’s presence on social media has also become a significant aspect of his career. With over 60,000 followers on Instagram, he actively engages with his audience through his intimate acoustic covers of popular Jewish and Israeli songs. His Instagram feed offers a glimpse into his world, featuring stunning visuals, snippets of new music, and collaborations with other artists.

As he continues to evolve as an artist, Aryeh Kunstler remains committed to exploring new sounds and pushing the envelope of musical creativity. With each new project, he reaffirms his position as an innovative and influential figure in the music industry, inviting listeners to join him on an ever-expanding journey through sound.

For updates on his latest work and to experience his unique creative vision, follow Aryeh Kunstler: Instagram Youtube Spotify Apple Music Linktree

3 Episode Key Takeaways 1. Embrace Imperfections: Aryeh Kunstler emphasizes the importance of letting go of perfectionism in the creative process. By accepting imperfections, you can focus on the joy and authentic expression of your work, leading to greater satisfaction and connection with your audience.

2. Aligning Passion with Career: Transitioning from a stable salary to pursuing his dream as an artist, Aryeh highlights the value of aligning your career path with your personal passions and values. This shift can result in a more fulfilling and meaningful professional life.

3. Staying Present in the Journey: Both Aaron Gordon and Aryeh Kunstler stress the significance of being present and enjoying the journey towards achieving your goals. Acknowledging and celebrating milestones along the ...

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Keep Hustling - The Grandfather of Hustle with Frank Sentner
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12/19/24 • 31 min

In this episode, Aaron Gordon chats with Frank Sentner, a revered mentor in the insurance industry with over 50 years of experience. Known as the "Godfather of Insurance," Frank discusses his shift from fee-for-service consulting to equity-for-service, mentoring InsurTech startups. He emphasizes the importance of receptiveness to mentorship and mutual learning, highlighting successful exits and decision-making strategies for entrepreneurs. Frank shares insights on the enduring role of independent insurance agents, despite technological advancements. He also delves into the dynamics of cofounder partnerships, communication challenges, and the evolving nature of mentorship in a remote work setting. With personal anecdotes and practical advice, Frank illustrates the ongoing relevance of technology and mentorship in the insurance tech space. The episode concludes with a motivational quote from the Dalai Lama, underscoring the theme of proactive happiness.

Get To Know Frank Sentner

Frank Sentner has been providing technology solutions to the insurance industry for nearly 50 years. His consulting practice focuses on improving the business processes of insurers, insurance brokerage firms, and insurance technology solution providers. He has managed significant projects involving the replacement of policy, billing, and claims systems for insurers, as well as providing strategic consulting for large insurance brokerage firms. Recently, he has dedicated several years to mentoring startup InsurTech firms.

In 1976, Frank led the development of the first ACORD forms-based agency policy and claims system while working for Insurnet. He started his consulting firm in 1982 and merged it with two other founders in 1984 to form Creative Information Systems (CISCo). There, he designed and developed Sagitta, the first ACORD AL3-based agency system, which continues to be used by some of the largest insurance brokers in the world.

In 1992, CISCo merged with the Gemini division of Aetna to create CISGEM, which was acquired by Vertafore in 1995. Frank served as Senior Vice President of Technology until 1996. Vertafore was subsequently acquired by Bain Capital Private Equity and Vista Equity Partners from TPG Capital for $2.7 billion in 2016 and was sold to Roper Technologies for $5.35 billion. Sagitta remains their flagship product for national insurance brokers such as Marsh MMA, USI, and BB&T.

In September 1996, Frank started his second consulting practice, Sentwood Consulting. Over the past 26 years, he has consulted for a wide range of organizations, including The Council of Insurance Agents & Brokers, USI Insurance Services, Insurity Inc., and ACORD.

In 2016, Frank collaborated with representatives from the State of Connecticut, the City of Hartford, the University of Connecticut, and several insurers to establish the first InsurTech Accelerator in Connecticut. He has mentored many of its startups, along with those participating in the Nassau Financial Group Re/Imagine InsurTech Incubator. He also serves on the advisory board of InsurTech Hartford. In 2013, Frank shifted his consulting practice from a fee-for-service model to an equity-for-service model. Currently, he is on the board or advisory board for nine InsurTech startups, holding equity stakes in some. One previous startup client has failed, one has successfully exited, and he has retired from the board of another former client company. His only remaining corporate consulting client is ACORD. LinkedIn

3 Episode Key Takeaways 1. Mentorship's Double-Edged Sword: Frank Sentner underscores the pivotal role of receptiveness in mentorship. He emphasizes that while mentors provide critical, honest feedback to foster growth, mentees must be willing to accept constructive criticism. This flexibility is key to avoiding costly mistakes and nurturing professional development, highlighting that mentorship is a mutual growth process.

2. Adapt and Anticipate Change: Drawing from his long-standing career, Frank Sentner speaks on the necessity of anticipating change, especially in tech-driven industries like insurance. His lifelong passion for science fiction enabled him to foresee trends and adapt swiftly. He argues that industries, especially insurance, should embrace technological advancements at a faster pace to stay relevant and competitive.

3. Building Strong Partnerships: According to Frank Sentner, successful business ventures often stem from cofounder partnerships where roles are clearly defined between business and tech responsibilities. He points out the common communication challenges between domains and suggests an intermediary can bridge gaps, ensuring harmony and effective collaboration. His insights stress the importance...

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Keep Hustling - Fame And Hustle With Torund Bryhn
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10/17/24 • 29 min

In this episode, Aaron Gordon welcomes guest Torund Bryhn to discuss breaking free from corporate constraints to discover personal gifts. Torund shares her journey of overcoming anxiety, the pressures of traditional work culture, and her passion for personal branding. She highlights the modern era's unique opportunities for fame and the importance of authenticity. Bryhn's pivotal moments, including her realization during the COVID-19 lockdown and her work on "The Fame Revolution," illustrate her commitment to helping others shine. She shares a motivational quote from Cicero on gratitude and encourages listeners to embrace their true selves and leverage their unique talents. The episode closes with Aaron and Torund calling for feedback and continued conversation on social media. Don't miss this episode filled with practical advice and inspiration to fuel your hustle.

Get To Know Torund Bryhn

Torund Bryhn is a strategist, publisher, and podcaster with a passion for making people, companies, and causes famous for their contribution to the world.

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TikTok Amazon LinkeIn 3 Episode Key Takeaways

1. Unprecedented Opportunities: With 86% of the world's population owning a smartphone, there are fewer gatekeepers, and the opportunities to capitalize on your authenticity and talents are limitless.

2. Personal Branding: Embrace your uniqueness and differentiate yourself. Being memorable and authentic in traditional jobs or entrepreneurial ventures is crucial for success.

3. Gratitude and Self-Belief: Practicing gratitude and stepping out of your comfort zone are essential to discovering and leveraging your personal gifts.

Show Overview: 01:23 Showcase your gifts to change world.

06:02 Inspiring idols encourage young people's ambition.

08:18 Balancing ambition and pressure in career paths.

11:22 Showcase your gift; your personality differentiates you.

14:11 Conquering fear of individuality to inspire hustle.

17:32 Handle criticism positively with supportive team.

21:34 Embrace true personality, avoid societal pressure.

23:16 Embrace authenticity, ignore haters, keep hustling.

26:28 Unlayer corporate expectations; courage to be you.

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In this episode, Aaron Gordon sits down with Curtis Goldsborough, known as "Lo$$ Ratio." Curtis shares his journey of integrating creativity into the traditionally monochromatic insurance industry. He emphasizes the importance of having a creative outlet and the impact of his unique content-driven approach, mixing humor with serious topics. Curtis opens up about the risks he took to differentiate himself and how it led to meaningful engagement and smoking-hot leads. He offers insights into the power of social selling and encourages others to bet on themselves and embrace their unique identity. With anecdotes, lessons learned, and a motivational quote, this conversation highlights the value of blending passion with professionalism to achieve success. Tune in to hear how Curtis leverages his distinct persona to inspire and educate audiences while staying true to his hustle.

Get To Know Curtis Goldsborough AKA Lo$$ Ratio Curtis Goldsborough, also known as Lo$$ Ratio, is a visionary and innovator in the field of loss control solutions for the Property & Casualty insurance industry. He has successfully led a small team from ideation to the launch and implementation of the eSurvey self-inspection mobile web app in 2018. Under his leadership, eSurvey has become the leading self-inspection app in the insurance loss control sector, delivering unmatched speed, value, and accuracy to the traditional loss control inspection model.

Curtis has collaborated on self-inspection initiatives with more than a dozen carriers, Managing General Agents (MGAs), and reciprocals, engaging with a diverse range of organizations from new startup ventures to well-established top ten insurers with over a century of history. To date, the eSurvey platform has processed over half a million self-inspections, and Curtis is committed to further innovation in the field.

In addition to his work in loss control, Curtis is a passionate video producer and media specialist with expertise in all aspects of media production. He enjoys creating content for Insurance Nerds and frequently discusses various topics related to insurtech.

LinkedIn 3 Episode Key Takeaways 1. Bet on Yourself: Curtis highlighted the importance of taking risks and embracing your unique voice. Remember, you'll never know the potential impact until you try.

2. Find Your Balance: Blending humor and education can make even the "dullest" topics engaging. Curtis shows us how to engage audiences through edutainment by making complex topics accessible and entertaining.

3. Consistency is Key: Building an audience and making meaningful connections isn't overnight work. Consistently providing value and showing up for your community is the secret to expanding your reach.

Show Overview: 00:00 Embracing Creativity and Authenticity

06:21 Concerns About Social Media Perceptions

08:22 Creative Process: Behind the Scenes

12:43 Choose Direct Over Superficial Meetings

15:17 Insurance: Necessary Evil Perceptions

18:10 Go All In or Miss Out

20:30 Insurance Rap Persona Insights

23:46 Risky Content Plan

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Keep Hustling - Pursuing Dreams and Hustle with Brandon Smith
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04/10/25 • 25 min

In this episode, Aaron Gordon welcomes guest Brandon Smith to discuss the essence of hustle and effort in pursuing goals. Brandon shares his journey, highlighting personal challenges and triumphs, including delivering a TEDx talk, which he describes as a career pinnacle. Despite facing setbacks, such as a significant change in speaking engagements, Brandon emphasizes the importance of persistence and redefining success. The conversation dives into the motivational aspect of hustle, touching on how both Aaron and Brandon are inspired by the support and influence of their families. They agree that hustle is about consistent effort rather than predetermined outcomes, urging listeners to define success on their own terms. The episode wraps up with Brandon sharing his favorite inspirational quote, encouraging listeners to make impactful changes, one life at a time. Tune in for this insightful conversation about the power of perseverance and redefining what hustle means to you.

Get To Know Brandon Smith Brandon Smith is an accomplished public speaker, entrepreneur, and author, renowned for his engaging storytelling and motivational insights. As the host of "The Missoula Podcast" and co-author of the bestselling children’s book "Happy as a Hippo," he combines creativity with a passion for inspiring others. In 2024, Brandon was honored to present at TEDx, where he shared his insights on “The Power of Presence,” emphasizing that true happiness lies in living in the moment.

With over 20 years of experience in the insurance industry, Brandon currently holds the position of Executive Vice President of Marketing & Communications at Glidewell, a prominent insurance and investment firm based in Montana. His innovative business strategies have earned him several accolades, including the inaugural Liberty Mutual Agent for The Future Award in 2019, recognizing his forward-thinking and technologically adept approach to the industry. Additionally, his significant contributions to entrepreneurship have been acknowledged with the prestigious Presidential Ambassador of Global Entrepreneurship award, presented by Daymond John of Shark Tank and former President Obama.

A former collegiate basketball player at Southwestern University, Brandon is also a passionate Red Sox fan, a coffee enthusiast, and enjoys the comforts of down comforters and reliable Wi-Fi. He resides in Missoula, Montana, with his wife Joy and their three children, Avery, Boston, and Harper.

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3 Episode Key Takeaways 1. Transforming Personal Insecurities into Motivation: Brandon shares how his early life fears and insecurities fueled his drive to succeed. Instead of succumbing to negative emotions, he used them as a catalyst for hustle and growth, proving that challenges can turn into powerful motivation sources.

2. Embracing Effort Over Outcome: Throughout the episode, both Aaron and Brandon emphasize the significance of consistent effort. They discuss how hustle isn't defined by speed or immediate success but by continual effort and perseverance - whether it's in sports, public speaking, or personal growth.

3. The Impact of Leading by Example: Brandon's TEDx experience illustrates the profound impact of achieving and showcasing dreams to inspire others, particularly family. His journey teaches us that pursuing dreams not only fulfills personal ambitions but also creates a blueprint for others to follow, particularly our children.

Show Overview: 00:00 Childhood Fears and Competitive Sports

04:59 Redefining Hustle: Inspire Yourself

07:34 Hustle Eliminates Doubt

10:24 TED Acceptance: The Real Victory

15:01 Inspiring Dreams through Parental Impact

16:39 Children and Pursuing Dreams Debate

22:36 Judging Success by Trajectory

23:53 Motivating Change, One Life at a Time

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Keep Hustling - Hustle Smarter with Barbara Weaver Smith
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09/19/24 • 27 min

In this episode, host Aaron Gordon sits down with Barbara Weaver Smith, founder of The Whale Hunters and author of "Whale Hunting: How to Land Big Sales and Transform Your Company." Barbara shares her journey from an academic career, where she rose to the rank of Dean, to becoming a successful entrepreneur. She discusses the importance of self-belief, the impact of her supportive upbringing, and the critical pivot points in her career, including overcoming a challenging business partnership. Barbara emphasizes the need for entrepreneurs to view themselves as peers to their clients and to cultivate a company-wide commitment to landing large clients. She also shares insights on overcoming imposter syndrome and the significance of using time wisely. Tune in for an inspiring conversation on resilience, adaptability, and the relentless pursuit of success.

Get To Know Barbara Weaver Smith

Dr. Barbara Weaver Smith is founder and CEO of The Whale Hunters®, co-author of Whale Hunting: How to Land Big Sales and Transform Your Company, based on the collaborative culture of the Inuit people who engaged their entire village to hunt whales, and author of Whale Hunting with Global Accounts. Barbara teaches small and midsize companies to greatly increase revenues and margins through a complete business development strategy for bigger deals with bigger customers.

She supports her clients’ success with a steady stream of new content for face-to-face and online engagements.

Barbara is in her third career. She was a professor and college dean, then president of a statewide nonprofit agency, before taking the entrepreneurial plunge in 1998. Her eclectic background has given her 20 years’ experience in leading diverse groups of stakeholders to create fantastic, purposeful projects for business, education and communities. And she has raised much more than $100 million in gifts, grants, and earned income to get them properly off the ground. Barbara loves working with small/midsize companies to build the seamless processes that guarantee their continued growth, revenue, and profits. She also works with large corporations that need to become trusted advisors to their key clients or even to a whole new market of customers.

Barbara is a graduate of Anderson University and earned the MA and PhD at Ball State University. She was named Sagamore of the Wabash, Indiana’s highest civilian honor, for exceptional community programs throughout the state. LinkedIn The Whale Hunters Email: [email protected]

3 Episode Key Takeaways 1. Belief in Self-Worth and Preparedness: Barbara emphasizes the importance of believing in oneself and preparing thoroughly to be seen as a peer by potential clients, which is crucial for landing big sales and achieving success.

2. Overcoming Professional Setbacks: Barbara's story of being initially denied a promotion due to biased criteria highlights the importance of resilience and fighting for what one deserves, ultimately leading to greater opportunities.

3. Holistic Company Involvement: Barbara's approach to "whale hunting" stresses that successful sales and customer retention require the involvement and collaboration of the entire company, not just the sales team.

Show Overview:

00:36]: Meet Barbara Weaver-Smith

01:14]: Barbara's Early Hustling Days

02:33]: Growing Up with Six Sisters

03:34]: Transition from Education to Entrepreneurship

05:13]: Balancing Family and Academic Pursuits

08:09]: Challenges in Higher Education

12:41]: Pivotal Career Moments

17:34]: Becoming a Whale Hunter in Business

25:46]: Inspirational Closing Quote

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Keep Hustling - The Mother of All Hustles with Caroline Hershey
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08/22/24 • 34 min

In this episode, Aaron Gordon talks with Caroline Hershey to discuss her extraordinary journey of motherhood and perseverance. Caroline shares the challenges she faced when her twins were born three months premature, weighing just a pound each and their subsequent four-month NICU stay. She talks about the realities of raising twins, especially in a bustling city like New York, and her decision to focus on motherhood after her third child's arrival. Caroline also discusses her love for travel, inspired by her own childhood, and her commitment to offering these experiences to her children. The episode is filled with light-hearted banter, personal anecdotes, and motivational insights, making it a must-listen for parents and hustlers alike. Join Aaron and Caroline as they explore the different facets of hustle and the importance of perseverance in the face of life's everyday challenges.

Get To Know Caroline Hershey Caroline Hershey is a talented communications professional passionate about media relations and brand relevance in today's evolving media landscape. With a keen eye for creativity, she excels at crafting innovative pitches and cultivating enduring bonds with journalists. Alongside her professional endeavors, she enjoys exploring the finest Asian restaurants, documenting her travels through scrapbooking, crafting humor through the art of joke writing, and savoring the delights of matcha. Caroline's life took an unforeseen twist following her recent marriage, as she and her spouse joyfully embraced the unexpected news of their impending parenthood, a heartwarming moment forever immortalized in a sonogram photo.

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3 Episode Key Takeaways 1. Embrace the Journey of Parenthood: Caroline highlights motherhood's profound transformation, especially with unexpected twists like an emergency c-section. Her experience teaches the importance of adaptability and the resilience that parents develop when facing the rollercoaster of raising premature twins who spent months in the NICU.

2. The Value of Being Present: Caroline stresses the significance of fully engaging in the moment, especially during challenging times with children. Drawing inspiration from Nike's "Just do it" slogan, she underscores that tackling stressful parenting moments head-on can lead to rewarding experiences and personal growth.

3. The Joy of Urban Living: Discussing the benefits and unique challenges of raising a family in a bustling city like New York, Caroline shares her commitment to city life despite the lack of space. This lesson illustrates that finding joy and excitement in one's environment and embracing the noise and vibrancy of urban settings can enrich family life in unexpected ways.

Show Overview: 05:48 Caroline's pregnancy during lockdown, unexpected complications arise. 09:00 Newly married and parenting challenges. 12:36 Love for travel with kids. 14:00 Creating memories, travel for their future selves. 21:23 Love for New York City transcends criticism. 25:44 Issue with image, career changes after kids. 26:18 Worked until last October, left to focus on pregnancy and reduce stress.

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Keep Hustling - Transformative Hustle with Jess Diamond
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02/20/25 • 31 min

In this episode, Aaron Gordon welcomes Jess Diamond, who shares her journey from struggling to find a job after college to becoming a successful personal trainer and life coach. Jess discusses the significance of not tying one's identity to a career and emphasizes the importance of having a plan when redefining one's path. They explore how Jess's mother played a pivotal role in pushing her towards realistic career choices while supporting her dreams. Jess also elaborates on her coaching methods that help 20-somethings navigate life's challenges by focusing on personal, professional, and emotional growth. The episode is filled with insights on handling early career setbacks, redefining hustle, and maintaining emotional well-being. Jess leaves listeners with an empowering quote to help during tough times: “It’s not forever, it’s for now.” Tune in for an inspiring conversation on navigating life's hurdles and finding one's true calling.

Get To Know Jess Diamond

Jess Diamond is a Certified Life and Nutrition Coach and Personal Trainer specializing in supporting college students and young adults as they navigate the challenges of their twenties. With a keen understanding of the stress, anxiety, and uncertainty that often accompany life transitions, Jess provides guidance to help individuals regain their confidence and direction.

Having experienced the ups and downs of significant life changes herself, Jess empathizes with her clients' struggles and offers structured support to empower them. Through her coaching, she helps young adults transform challenges into opportunities for growth, enabling them to take confident steps toward the lives they want to lead.

Jess Diamond Coaching

Jess Diamond Podcast

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3 Episode Key Takeaways

1. Embrace Change and Redefine Your Hustle: Jess Diamond's journey from losing a job to finding her passion in personal training and coaching highlights the importance of being open to redefining your path. By embracing change and identifying what truly excites you, you can align your hustle with a career that resonates with your values and goals.

2. Understand the Importance of a Plan: Whether transitioning careers or facing difficult life situations, planning your steps is crucial. Jess emphasizes the importance of making informed decisions and having a strategy before making significant changes in your career or personal life. Her approach to coaching involves reverse-engineering goals to establish a clear path forward.

3. It's Not Forever, It's For Now: Jess's favorite motivational quote, "It's not forever, it's for now," serves as a reminder during challenging times. Acknowledging that difficult periods are temporary can provide comfort and motivation to push through and continue striving toward your goals. This mindset is vital for maintaining resilience and perseverance in life's hustle.

Show Overview:

00:00 Air Travel Snobbery Unveiled

06:40 Unexpected Path to Personal Training

08:09 From Corporate Design to Life Coach

12:18 Career Identity in Modern Society

14:11 Redefining Hustle for Well-being

17:18 Planning a Career Transition

20:44 Holistic Wellness and Self-Discovery Journey

26:24 Essential Skills for Parenting Success

27:50 Balancing Independence with Parental Support

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FAQ

How many episodes does Keep Hustling have?

Keep Hustling currently has 77 episodes available.

What topics does Keep Hustling cover?

The podcast is about Motivation, Management, Entrepreneurship, Podcasts, Business and Hustle.

What is the most popular episode on Keep Hustling?

The episode title 'Hustle Like a Champion with Jake Burhans' is the most popular.

What is the average episode length on Keep Hustling?

The average episode length on Keep Hustling is 33 minutes.

How often are episodes of Keep Hustling released?

Episodes of Keep Hustling are typically released every 7 days.

When was the first episode of Keep Hustling?

The first episode of Keep Hustling was released on Nov 3, 2023.

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