Heather Monahan

Boss In Heels LLC

Imagine walking into any room… and owning it.
No more second-guessing your worth.
No more holding back when it’s time to close.
No more watching opportunities pass you by because fear got in the way.
That’s what The Confidence & Sales Masterclass is all about.
In just 4 weeks, I’ll walk you through the exact blueprint I used to go from broke and broken… to leading multimillion-dollar sales teams, negotiating $55M deals, and becoming a bestselling author and keynote speaker.
After 20 years as a CRO, generating hundreds of millions annually, I’m now teaching the same strategies I used to:
Pitch myself for roles that didn’t exist (and land them).
Get meetings with anyone in the world.
Sell with confidence, clarity, and impact.
My students have:
✅ Doubled their sales in 90 days.
✅ Negotiated $30K+ raises.
✅ Gone from dreading sales calls to loving them—and closing with ease.
Inside the Masterclass, you’ll get:
My Confidence Workbook
Weekly live coaching + replays
Real-time hot seat coaching with me
Sales strategies & confidence hacks you can use immediately to make more money
This isn’t just sales training. It’s a rebuild of your confidence, career, and earning power.
⚡ Enrollment closes soon. Spots are limited.
🎉 Join my FREE training this Friday to get a head start → Register Here https://us02web.zoom.us/webinar/register/WN_IQeF2k9AQSCSPeel2T2SlQ

Spend another month doing the same old thing or leapfrog over the competition and take your game to the next level?
Let’s go, ladies—the best is yet to come. 💥

Founder Confidence & Sales Masterclass For Women

Powerful communicator, motivator and changemaker that connects with audiences on an emotional level. Speaking engagements include topics on sales, leadership, motivation, empowerment, overcoming adversity among leading a life of transparency and authenticity. Click link below to book Heather.

HealthLynked

Director, Audit Committee Member, Compensation Committee Member 

HealthLynked Corp. provides a solution for both patient members and physician providers to improve healthcare. The HealthLynked Network is a cloud-based platform that allows patients to enter their medical history, medications, allergies, past surgeries and medical records in one convenient online secure location, “free of charge”. 

Participating physician providers realize benefits in the ability to see more patients, access more accurate patient information, participate in our telemedicine program, improve patient retention and increase online filling of vacancies including last minute cancelations through our “real time appointment scheduling” mobile application. Physician providers pay a monthly fee to increase online visibility, retain current patients, recruit former and new patients, and improve office efficiency. 

For additional information about HealthLynked Corp. visit www.healthlynked.com

Member Board Of Directors

HarperCollins Leadership

Overcome Your Villains: Mastering Your Beliefs, Actions and Knowledge to Conquer Any adversity in Business and Life. This powerful 3-step process will empower you to overcome any challenge you are facing and reach your potential.

Author

TEDxBocaRaton

Through this very spirited and personal 10 minute talk, Heather is asking you to re-think a relationship many look at as taboo. While the #metoo movement nailed the harassment women have endured in the workplace by men, they left out the single most destructive villain a woman will ever face at work, another woman. Join Heather to learn the 5 steps you can take to fire your villain and set yourself up to take off. This is an idea worth spreading. Please like, comment and share.

TedX Speaker 

Elite Mastermind 

	The Elite Mastermind is an exclusively curated mastermind giving you the exact step-by-step blueprint and confidence strategies to scale your personal brand, amplify your influence, and launch your speaking career so you can share your powerful message with a world that craves it. Now is your time.  20 seats available, apply now!  This is my team that elevates each other and stretches each other to grow.  Get ready to breakthrough and go for more than you ever realized possible! Apply now: https://heathermonahan.com/the-elite-mastermind/

Founder

Beasley Media Group

Heather Monahan served as the Chief Revenue Officer for Beasley Broadcast Group, Inc., a large- and mid-size market radio broadcaster headquartered in Naples, Florida. As Beasley’s Chief Revenue Officer, Ms. Monahan oversees all sales of the Company’s core radio, digital, and non-traditional revenue opportunities.
 
Founded in 1961, Beasley is one of the Nation’s leading radio broadcasters and one of the oldest pure-play radio companies in the United States. Today the company owns and operates 53 stations (33 FM and 20 AM) located in twelve large and mid-size markets in the United States.  Approximately 7.7 million consumers listen to Beasley radio stations weekly over-the-air, online and on smartphones and tablets and millions regularly engage with our brands and personalities through digital platforms such as Facebook, Twitter, text, apps and email.
 
Heather was named the Company’s Chief Revenue Officer in 2015.  She joined Beasley Broadcast Group in 2003 as the Director of Sales for Beasley’s Fort Myers-Naples cluster of radio stations.  In 2004, Heather was promoted to Vice President of Sales with responsibilities to create company-wide initiatives to improve revenue generation and manage the development of the sales and management team. In 2007, she was again promoted to Executive Vice President.

In addition to serving as a board member of City Year Miami, a service organization that provides mentorship opportunities for at-risk youth, Heather was selected by the National Association of Broadcasters (NAB) and Radio Advertising Bureau (RAB) as a member of the steering committee for the 2012 NAB/RAB Radio Show.

Prior to joining Beasley, Ms. Monahan served as Market Manager for Wilks Broadcasting, LLC (a WCMP II portfolio company). A native of Worcester, Massachusetts Heather is a graduate of Clark University with a liberal arts degree in Psychology. She has lived in Miami since 2005.

Chief Revenue Officer

EVP of Sales

Wilks Broadcasting

As an equity partner, I led the operation from acquiring $25M radio group driving revenues, acquiring additional assets, and diversifying revenue streams yielding a $55M sale in under three years.

Equity Partner

I help leaders, teams, and organizations build unshakable confidence, overcome adversity, and drive measurable revenue results.

I’m a keynote speaker, 2X bestselling author, executive coach, and entrepreneur who has gone from the C-suite to the global stage, sharing proven strategies on leadership, resilience, and sales. My talks are designed not just to inspire—but to deliver tactical takeaways that fuel growth, performance, and transformation.

What I Do:
✔️ Deliver high-energy keynotes that give leaders and teams tools to lead with confidence, break barriers, and win in competitive environments.
✔️ Partner with organizations as a consultant and executive coach to create cultures where people thrive and revenue accelerates.
✔️ Provide actionable strategies through bestselling books, top-ranked podcasts, and training programs.

Who I’ve Worked With:
Global brands: Google, Amazon, Verizon, MGM Resorts
Top universities: Harvard, University of Miami, FIU
International events: Headlined the LEAP Technology Conference in Saudi Arabia (250,000 attendees) in 2024 and 2025, and the WHX Tech Conference in Dubai in 2025.

Recognition:
Real Leaders Top 50 Keynote Speaker
Favikon Top 100 LinkedIn Creator
Top 20 Executive Coach (Real Leaders 2024)
Featured by Forbes, USA Today, CNN, Success Magazine

Why It Matters:
Whether it’s a Fortune 500 team, a fast-growing startup, or an audience of thousands, my mission is the same:
➡️ To equip people to own their voice, push past fear, and unlock their highest potential while driving massive revenue.

If you’re looking for a dynamic speaker, consultant, or coach who can ignite transformation and deliver results for your organization, let’s connect.
📩 Message me here on LinkedIn or reach me directly: www.heathermonahan.com/book-heather/


www.heathermonahan.com/book-heather/

I Spent 20 Years Being Loyal to Companies. Here's the $2M Mistake That Taught Me to Be Loyal to Myself Instead

For two decades, I believed loyalty to others meant everything. 😳

Stay with one company.
Build your reputation there.
Your dedication will be rewarded.

I turned down:
• A startup opportunity (now worth $100M)
• Multiple speaking circuit invitations 
• Book deals and business shows 

All because "loyalty" meant staying head down at the company I was in.

Then I got fired. 💔

Not for performance.
Not for results.
Instead because the CEO I had worked for became ill and replaced himself with someone that didn't like me. 

That loyalty? It cost me $2M in lost opportunities.

But losing that job taught me what real loyalty looks like:

✨ Loyalty to YOUR growth, not their org chart
✨ Loyalty to YOUR network, not their company 
✨ Loyalty to YOUR brand, not theirs

Companies restructure. Industries shift. Bosses leave.

You know what stays with you?

Your skills.
Your relationships.
Your personal brand.
Your track record.

Now I'm:
• 2X bestselling author
• Top 50 keynote speaker 
• Board Member and Podcast Host
• Making 2X what I made being "loyal"

My network? They changed my life. 🙌

Stop trading your potential for their promises.
Stop being loyal to everyone except yourself.

Your career isn't their asset.
It's YOUR empire.

Build accordingly. 🚀

What opportunity did you miss because you were being "loyal"? 👇🏻

Ready to invest in YOU instead? Join us: https://lnkd.in/esu42pVq

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