Your current headshot is either selling for you, or silently costing you five and six-figure opportunities.

If you’re a founder, executive, keynote speaker, or rising thought-leader, you can’t afford to look average online. Your face is your digital handshake, and right now:
	•	❌ A five-year-old selfie is undercutting your authority.
	•	❌ Inconsistent visuals are confusing investors, event planners, and recruiters.
	•	❌ A stiff, “school-picture-day” portrait is making you seem unapproachable.

⸻

The Problem I Solve

Most high-achievers know their work speaks volumes, but their image whispers the wrong story. They need a headshot that conveys confidence, credibility, and genuine connection in under one second.

⸻

The Top-Tier Solution

I combine expression coaching, cinematic lighting, and brand strategy to create photographs that shout: “This is the leader you’ve been looking for.”
	•	Guided Confidence – I coach you into natural, powerful expressions, even if cameras make you panic.
	•	Brand Alignment – Every frame is mapped to your speaking topics, values, and target audience.
	•	Luxury Experience – From wardrobe prep to same-day image selection, you’ll feel like you’re on a VIP set, not in a photo mill.

⸻

Proof That It Works
	•	A recently laid-off client landed her dream job within weeks—her new headshot was the first thing the hiring board mentioned.
	•	One author’s portrait became her book cover, driving sold-out speaking engagements and a spike in sales.
	•	60% of my new business comes from inbound referrals, because powerful images travel fast.

⸻

Ready to Own Your First Impression?
	1.	Book a 15-minute discovery call → calendly.com/toptierheadshots
	2.	Get a personalized shoot plan that aligns with your goals.
	3.	Walk away with images that open doors while you sleep.

I have limited monthly spaces available. Reach out to book your spot.

Photographer | Author | Entrepreneur

Daniel Wakefield

Starting the year with a BANG!

TRADEMARKED!

Top-Tier Headshots is back in town, and we’re ready to put the pedal to the metal.

Headshot Photographer and First Impression Architect | Helping founders, executives, and keynote speakers elevate their game | People connector | Best-Selling Author | Published wildlife photographer

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I have been getting SO many requests for headshots for this reason: 

ANNOUNCEMENTS

• A company announcing a new employee or leader
• A person announcing a new role
• A founder launching a company
• A person getting featured in something
• A company announcing a rebrand

And when this happens, people are telling me they don’t want to look average.

They want to look exceptional.

Because who wants to blend into the masses? Who wants to look like “school picture day”?

Thankful to be able to help each new person and business make that announcement like a BOSS.

P.S. We’re back into the newsletter this January with some fresh insights and hot takes on personal brand development. Comment “GO” if you want in!

FIVE YEARS.

We filed the LLC on January 11th, 2021.

I also threw in my very first LinkedIn post....I had to go WAYYYY back to find this one!

These five years have been an absolute whirlwind. Ups and downs. Wins and setbacks. Sometimes one step forward and two steps back. Sometimes one step back and ten steps forward.

I don't think it's any secret that this platform has been a huge part of the growth and success. I truly couldn't have done it without all of you. 

So THANK YOU!

The next five years should be......interesting 😉

BIG THINGS are in store!

Big shoutout to Max Riehn for making me look wayyyyy cooler than I am.

And if you scrolled to that last image.........after five years, can I take a nap already???

If I was writing a bad cold outreach DM to spam your inbox, it would sound like this:

“Hey there! I was checking out your profile and noticed your headshot is REALLY bad. Did you swipe it from your high school yearbook? Certainly doesn’t make you look like a pro. The good news? I can help! When do you want to get started?”

(How’d I do, Seth Turnoff?) 

If I had a dollar for every DM I get like this from people “just wanting to network,” I think I could easily retire 😜

What’s a BAD cold DM example from YOUR industry?

I recently got to work with the amazing Aniley Perez. And let me tell you….she is serious about helping her clients.

Aniley is a Risk Advisor with Eastern Insurance Group, where she partners with organizations to protect their employees, assets, and reputation through risk control and proactive stewardship. Her approach is grounded in leadership, people risk management, and driving accountability.  

Specifically, she loves helping clients in the construction industry. 

She’s also a member of CREW Fort Lauderdale Boca Raton, and is making a big impact there.

Go follow her!

I knew David R. Carothers, CIC, CRM, CWCA was going to use my photos on the cover. I had no idea I was going to get such an incredible shoutout on the inside.

David, this is exactly the kind of thing I love to help people with. Thank you for giving me the privilege of being a part of it.

AND let me tell you….if you have anything to do with sales, you NEED to read this. I’ve made it a part of my daily routine. Even though it’s focused on the insurance space, the principles contained are so valuable for anyone doing sales.

Go grab a copy!

Grayson Carothers, CWCA

It’s always a privilege to have Karen Ross, EA in front of my camera, whether it’s photo or video.

I can’t WAIT for you all to see what The Daily Drip has planned for this 😁

Nicole Mastrangelo Vildosola 
Romi Wallach

Karen Ross began her career with Palermo, Landsman & Ross in 2005 and became a partner in 2014. With over 20 years of experience in tax compliance, she leads the firm’s dispute resolution practice at the local, state, and federal levels. Karen is passionate about helping entrepreneurs, businesses, and families navigate complex tax matters with clarity and confidence.

As an Enrolled Agent— the highest credential awarded by the IRS—Karen is federally authorized to represent taxpayers before the IRS. She earned her bachelor’s degree and Executive Master’s in Taxation (M.TX.) from Florida Atlantic University, grounding her practice in both technical skill and practical strategy.

Karen specializes in sophisticated tax planning and compliance, delivering insights in a personable, relatable way. She’s known for her ability to bridge the gap between tax law and real-world impact, often serving as a “quarterback” during business transitions and succession planning.

Deeply committed to service and community, Karen chairs the board of Children's Harbor, a nonprofit dedicated to restoring families and supporting teens in the foster system. She also supports a number of Broward County charities including The Crockett Foundation, The IDDeal Foundation, and a variety of others. A connector by nature, Karen actively networks to grow opportunities for her firm, colleagues and clients.

Karen is also a contributing Thought Leader for The Daily Drip, where she collaborates with fellow female entrepreneurs to inspire and elevate women in business.

Outside the office, Karen’s heart belongs to her family. She’s a hands-on mom cheering for her daughter’s dance teams and supporting her son’s college journey and Eagle Scout pursuit. She and her husband enjoy RVing through the Southeast, BBQing with friends, golfing as a family, and cooking traditional Italian Sunday suppers. Karen values the simple joys of connection, tradition, and time well spent.

Karen Ross

I wanted a space where women actually show up for each other... real conversations, real growth, and zero fluff. 

This community delivers that in a big way!!

If you’ve been on the fence, or know someone who’s been asking, this is the last chance!

This week is our membership promo push, and we officially close membership on January 15.

Women supporting women is how this grows 🪷

Share or tag a woman who would love this community- or needs something like this.

Karen Ross, EA

Bringing peace of mind through business, philanthropy and community leadership

Ready to Amplify Your Voice?
 
Join South Florida's most dynamic community of local female business leaders who are sharing their stories, leveraging their insights and expertise, and building influence that leads to massive impact. 

We accept a limited number of new members once a quarter.​
​The deadline to enroll for the current quarter is Thursday, January 15, 2026.
 
Join now and lock in your last chance for Founding Member rates!

https://lnkd.in/gz-sJPTT

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The Battle

Daniel Wakefield

Karen Ross

Followers

Posts

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Performance ScoreDaniel Wakefield's LinkedIn Performance

Performance ScoreKaren Ross's LinkedIn Performance

Ready to grow your LinkedIn presence?

taplio

The Battle

Daniel Wakefield

Karen Ross

Followers

Posts

Engagements

Likes

Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Daniel Wakefield's LinkedIn Performance

Performance ScoreKaren Ross's LinkedIn Performance

Ready to grow your LinkedIn presence?

Performance ScoreDaniel Wakefield's LinkedIn Performance