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

Maicol Photography

Professional Headshots:
• Digital First Impression: Crafting headshots that showcase confidence, professionalism, and approachability for an impactful online presence.
• Brand-Consistent Imagery: Tailoring headshots for LinkedIn, company websites, and networking events, ensuring alignment with your brand's identity.
• Guided Experience: Offering step-by-step guidance, from preparation to real-time review, to achieve the perfect shot that represents you.

Brand Photography
• Authentic Brand Representation: Specializing in photography that captures your brand's true essence and narrative.
• Consistent Visual Identity: Deliver cohesive images for websites, marketing materials, and social media that resonate with your target audience.
• Empower Your Visual Storytelling: Enhancing brand communication by crafting visuals that reflect your brand’s core values and foster stronger client connections.

Portrait Photography
• Capture Life's Milestones: Creating timeless portraits celebrating personal stories and memorable moments with an artistic touch.
• Personalized Sessions: Utilizing custom lighting, poses, and settings to reflect your unique personality and life’s milestones.
• Versatile Imagery: Providing imagery ideal for family albums, personal achievements, or enhancing your social media presence.

Glam Photography
• Unleash Your Inner Star: Offering glam sessions with expert styling, makeup, and lighting to make you feel and look your absolute best.
• Perfect for Special Moments: Ideal for celebrating achievements, special occasions, or simply capturing your radiant self in a luxurious setting.
• Confidence & Elegance: Crafting images highlighting your most confident and elegant self, resulting in breathtaking, magazine-worthy portraits.

Photographer

Florida Virtual School

Cyber Security Architect

Latinos Who Photograph

• Event Planning & Execution: Organized and managed photography events, workshops, and exhibitions, ensuring smooth logistics and delivering enriching experiences for our community.

• Brand Partnerships: Established and nurtured partnerships with brands that align with our mission, negotiating terms to create valuable opportunities for our customer base.

• Member Engagement: I engage with members to understand their needs, help foster a supportive community better, and deliver high-quality service.

• Strategic & Operational Management: Developed and executed strategic initiatives to drive growth, ensuring efficient daily operations and advancing our non-profit's mission.

• Leadership & Team Management: Led a team of volunteers and staff, providing direction and support and maintaining clear communication to meet organizational objectives.

• Technology & Innovation: Directed the launch of the LWP Directory, an extensive resource for photographers, videographers, models, hairstylists, stylists, and studios, increasing visibility and opportunities for Latino creatives.

Through these efforts, I contribute to Latinos Who Photograph's mission, partnering with brands to empower our community, support our customer base, and foster innovation in the photography industry.

Chief Information Officer

The School District of Palm Beach County

Technology Clearinghouse
I lead the redesign and implementation of the district’s cybersecurity governance framework under the Technology Clearinghouse, aligning with NIST CSF 2.0, Florida Statutes, and federal laws like FERPA, COPPA, and CIPA. I chair the Academic and Technical Committees, bringing Legal, Curriculum, Risk, and IT teams together to review third-party digital tools for instructional alignment, data privacy, and long-term technical feasibility. I developed the Online Educational Services Provider List. I implemented a districtwide monitoring tool to track student-facing technology, flag unauthorized apps, and guide remediation in compliance with Florida State Statute 1006.28.

Cybersecurity Controls and Policy
I manage a team of Cybersecurity Control Analysts responsible for refining policy documentation and implementing governance workflows. I lead the district’s cybersecurity policy review process in coordination with Legal and internal stakeholders, ensuring our standards evolve with regulatory changes and operational needs. I maintain and update SOPs, IT Standards Manuals, and Acceptable Use Policies that promote consistent understanding of secure access protocols. I’m also actively engaged in policy development around emerging tech such as AI and third-party SaaS platforms.

Audit and Compliance
I coordinate districtwide audit and compliance efforts, maintaining audit-ready documentation, technical responses, and corrective action plans. I oversee the Business Impact Analysis (BIA) process to identify risks and support continuity and incident response planning. I collaborate with internal teams and external auditors to validate evidence, track audit outcomes, and enhance our cybersecurity controls and governance strategy.

IT - Specialist II - IT Security - Governance

TECHNOLOGY MODERNIZATION AND SYSTEM INTEGRATION
Coordinated with IT Security, Infrastructure, and Enterprise Applications to implement secure, scalable systems across the district. Managed the PeopleSoft ERP upgrade, aligning enhancements with cybersecurity policies, audit needs, and operational goals. Oversaw the migration of enterprise data from IBM DB2 to Oracle, improving performance, data integrity, and compliance with retention and privacy regulations. Helped design a modern infrastructure to support long-term scalability and regulatory alignment.

SECURITY IMPLEMENTATIONS
Led deployment of Carbon Black EDR, replacing legacy antivirus with behavior-based threat detection to reduce endpoint risks. Managed the rollout of LightSpeed Web Content Filtering to meet CIPA standards and safeguard digital learning. Directed the Appsian integration for PeopleSoft, enabling MFA, SSO, geo-filtering, data masking, and secure admin controls to enhance identity access and protect sensitive data. Authored security upgrade documentation to ensure audit readiness and internal policy alignment.

AUDIT and COMPLIANCE COLLABORATION
Collaborated with School Police and IT teams to prepare detailed documentation for internal and state audits. Aligned districtwide security efforts across digital platforms and physical infrastructure. Regularly produced audit reports for leadership, supporting compliance with FERPA, CIPA, and Florida statutes. Incorporated audit feedback into improved procedures and updated cybersecurity control documentation.

Special Project Coordinator

The Hub Palm Beach

As a Business Analyst at The HUB Palm Beach, I leveraged my expertise in photography, research, quality control, and client relations to support the organization and enhance client experiences.
Photography:
•	Professional Headshots: Captured high-quality headshots for HUB members and staff, optimized for social media platforms (LinkedIn, Facebook, Instagram) and business profiles (corporate pages, directories).
•	Cinematic Headshots: Created dynamic headshots that reflect clients' businesses, adding depth and context to their professional image.
•	Stylized Headshots: Produced unique headshots featuring clients' products, offering a personalized and branded touch.
•	Event Photography: Documented key events hosted by The HUB Palm Beach, ensuring moments were captured with precision and creativity.
•	Product Photography: Delivered high-quality product photography highlighting the features and benefits of clients' preferences.

Research:
•	Image Research: Curated images that align with the HUBHUB's educational guidelines, supporting content creation and marketing efforts.
•	Equipment Research: Evaluated and recommended new YouTube studio space equipment, ensuring top-notch video production capabilities.

Quality Control:
•	Functional Specifications: Authored detailed functional specifications for HUBHUB'sbile application to streamline course bookings and resource scheduling.
•	Website Testing: Conducted rigorous testing to ensure seamless website functionality and user experience.

Client Building:
•	Client Proposals: Developed compelling proposals to introduce new services, expanding offerings and client base.
•	Creative Development: Collaborated with the team to brainstorm and implement innovative event concepts for The HUB and its clients.
•	Budget Management: Managed the budget for the new YouTube studio space, ensuring cost-effective yet high-quality outcomes.

Business Analyst

BNY Mellon

•	Working with the necessary teams to implement Infrastructure changes
o	Managing the deployments of New Technologies - (F5s, Apcon, Netwitness devices - For security monitoring and audits)
o	Deployment of new servers and replacement of legacy servers
o	Migration of the Backup teams to migrate to new backup servers
o	Submitting Firewall requests for requirements of our private network to the bank network
o	Submitting the necessary paperwork for new server builds, deployment of changes to the infrastructure.
o	Working with the Banks PM team to ensure our project plans meet the criteria of the Bank.
•	Working with Development Team to implement application changes and new applications into different environments (DEV to UAT to QA to SIT to Pre-Prod to Prod)
•	Document changes in the environment to ensure all our infrastructure changes are within the Bank's guidelines
•	Working with the Security and Audit team to deploy items Trustwave DLP, Tripwire, etc to monitor the environment
•	Track Issues and resolutions in the environment
•	Worked on the IBM Migration effort.
o	Itemizing the software that needs to be leverage at the new location
o	Working with development teams to determine if software needs to or can be upgraded to deploy in new environment
o	Assist Server build team with configuration of servers as well as installation of applications that will be needed by the development team in each environment.
o	Developed check list for each environment to validate all requirements were met and provided status updates to CTT PMO and GDS senior management teams.
o	Worked with the development team to migrate applications to new environment and to perform system and application testing of the environments.
o	Updated current documents and created what was missing for the new environment. Also worked with the Technical Writer to update playbooks.

Vice President

•	Document (server build, applications installed, application configuration) current environments (DEV, UAT, SIT, QA, Pre-Prod and Prod) that is being upgraded
•	Coordinate with the TSG teams to have servers built to meet developer’s applications requirements. Provide the necessary documentation to ensure the server builds meet the bank requirements and security audit.
•	Worked with the development team to begin migration of the applications with the necessary changes to the upgraded new Windows environment.
•	Document the migration effort - application changes, application configuration changes, data migration efforts
•	Work with the development team to validate the migrated applications with the changes
•	Coordinated with the QA team to validate the applications once the development team completed their validation
•	Coordinated with the Business Operations team to validate the applications once the QA team complete their validation.
•	Work with all the teams to coordinate production migration to the new server environments
o	Datacenter Team for rack assignments (for physical servers) and cable runs
o	TSG teams for port configuration, IP assignments, firewall changes, server backups
o	Databases teams to ensure new databases are synced with the correct data
o	Development teams to validate applications and data source in production environments
o	Business teams to validate logins, applications and data
o	Sign-off from the all the teams and going live
•	Provide all documentations to the Security and management teams

Gemini Technical Project Manager/Project Manager

Freelance Photograper

Photography Focus Areas:
•	Lifestyle Photography: Capturing candid and natural moments in everyday settings.
•	Studio Photography: Creating professional portraits in a controlled studio environment.
•	Male Physique Photography: Highlighting the form and strength of male subjects.
•	Sweet Sixteen Photography: Commemorating the special milestone of a sweet sixteen celebration.
•	Quinceañeras Photography: Documenting the cultural and personal significance of quinceañeras.
•	Birthday Party Photography: Capturing the joy and memories of birthday celebrations.

Freelance Photographer

Gemini Systems, LLC

•	Over 15 years of IBM Lotus Domino/Notes Administration and 10 years as a Team Lead/Project Coordinator/Project Manager
•	Assisted in developing standards and guidelines for interaction with clients
•	Work wirth various teams to develop demos and working prototypes of different IBM technologies for demonstration purposes
•	Assisted in the recuiting process to fill key positions for our clients
o	Worked with the Sales Team to identify key skill requirements for position that needed to be filled for our clients
o	Researched online (Linkedin, Monster, etc) and through inventory of resumes for possible candidates to fill those possible positions
o	Prepped new hires for interviews, giving them background information on the positon and client to ensure maximum success
•	Train new hires on current Domino technologies and how to function in an operational environment
•	Upgrade and maintain IBM Domino environment for New York, Russia and Indian offices
•	Develop project plans and work with management to assign key resources to certain tasks to maintain offices
•	Work on diagrams and cost analysis for migrating Gemini servers to Amazon Web Services
•	Upgraded development environment to test applications, mail configurations and Traveler on Domino 9
•	Worked with Architect and Network team develop strategy and execute migration of all critical systems to Amazon Web Services. Due to city shutting down the grid to effect repairs and limited amount of power left to sustain the servers we needed to work quickly.  At the same time developed templates of migration plan, services plan and cost analysis to leverage solution for various clients also affected by hurricane Sandy.
•	Once power was restored, worked with Gemini’s senior architect and network team to develop a strategy to implement AWS as a DR location for Gemini Systems.

Technical Project Manager

My main focus of photography during this time period were:
•	Lifestyle Photography
•	Studio Photography
•	Sweet Sixteen Photography
•	Quinceaneras Photography
•	Birthday Party Photography
•	Wedding Photography
•	LGBTQ Wedding Photography

Other skills used
•	Photo Retouching
•	Adobe Photoshop
•	Adobe Lightroom

Athlon Sports

•	Worked with sales team to determine several options to provide to the customer in the SOW
•	Worked with the MindShift/Condenast team to determine configuration for hosting an IBM Domino Application environment in the MindShift cloud infrastructure
•	Reviewed and analyzed application environment to determine how best to move the application to a new Domino domain environment with minimal impact to hte user community.
•	Developed project plan and guidelines to meet companies migration timelines based on the option selected in the SOW
•	Installed, setup and configured IBM Domino v9.0.1 in the Mindshift cloud
•	Integrated the IBM Domino application messaging capabilities with enterprise Gmail for proper message routing
•	Worked with development team to determine area of failures in the application so corrections can be implemented before the Go Live date.

Portrait Photographer specializing in Headshots, Portraits, Branding & Glam
📍 West Palm Beach | Serving Palm Beach County + South Florida

I’m Maicol Osorio, founder of Maicol Photography. I work with you to create the right image. One that captures your confidence and earns the attention of others.

Whether you’re building your brand, stepping into a new role, or updating how the world sees you, your image should match your presence and reflect who you are.

⸻

What I Offer:

✅ Professional Headshots
For LinkedIn, websites, speaking bios, and team pages. Built to earn trust and attention.

✅ Portrait Photography
Bold, expressive, and fully guided. For individuals marking a milestone or showing up with intention.

✅ Branding Photography
Images that reflect what you stand for. Designed for professionals, business owners, and creatives who lead with presence.

✅ Glam Photography
High impact images that highlight your presence, style, and sophistication.

📸 In-studio or on-location. Always tailored.

⸻

Why It Matters:
Your headshot speaks before you do. And people decide in seconds. A strong image builds credibility, commands respect, and opens doors. That’s what I deliver.

⸻

📩 Own Your Look
photos@maicolphotography.com
📞 (561) 231-0580
🌐 www.maicolphotography.com

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Daniel Wakefield

Maicol Osorio

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taplio

The Battle

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Maicol Osorio

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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

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