Online Dating Concierge

four dating profile headshots
2003

Helping Clients Since

We’re here to help

Since 2003, LookBetterOnline has helped thousands of daters create lasting first impressions through expertly crafted online dating photos. Our professional photographers have delivered over 150,000 images — but great photos are only part of the story.

Today, we offer a concierge-guided experience for individuals referred by top matchmakers and dating coaches, as well as those who come to us directly. Rather than simply matching you with a photographer, I carefully select the right professional based on your personality, dating goals, and location — ensuring every detail aligns to bring out your most authentic and confident self.

Whether you need new dating profile photos, a wardrobe refresh, or guidance choosing your final images, I work closely with photographers, stylists, and profile writers to guide the process from start to finish — so you can show up fully prepared and fully seen.

Many clients come to us after feeling overlooked or frustrated with the online dating process — swiping endlessly and wondering why they’re not attracting the quality of matches they hoped for. What they often discover is that a few thoughtful upgrades — the right photos, the right wardrobe, the right expression — can completely transform how they’re perceived.

With expert guidance and a carefully managed process, even small changes can lead to meaningful, high-quality connections.

get in touch

Meet the Concierge

Personal guidance from start to finish

Ann Maas - LookBetterOnline Concierge

When you work with LookBetterOnline, you're not just booking a photoshoot — you're working directly with Ann.

Ann joined LookBetterOnline in 2013 as a photographer in the Washington, DC area and quickly became Director of Operations, overseeing photographers nationwide, client experience, and final image selection. She has worked with over 4,250 clients and earned more than 95 five-star reviews.

What sets Ann apart is not just her experience — it's her ability to see what works. She understands how small details — body language, wardrobe, expression, and setting — come together to create images that feel natural, confident, and authentic.

With Ann guiding your session, you're never left wondering what to do — you'll feel prepared, confident, and completely taken care of.

As matchmaker Julie Ferman puts it —

Ann is your "Cupid's Assistant."

Think of her as your behind-the-scenes advantage in creating a profile that
truly represents you.

How Your LookBetterOnline Concierge Guides Your Dating Journey

Click on each step below to learn how your concierge helps coordinate each part of your dating experience.

01

Match With the Right Portrait Photographer

How Your Concierge Helps

02

Coordinate Your Dating Photo Session

How Your Concierge Helps

03

Work With Your Stylist

How Your Concierge Helps

04

Connect With Professional Dating Profile Writers

How Your Concierge Helps

05

Introduce You to Trusted Dating Coaches & Matchmakers

How Your Concierge Helps

06

Share Expert Dating Podcasts & Conversations

How Your Concierge Helps

07

Oversee Dating Photo Session

How Your Concierge Helps

08

Help Launch Your Dating Profile

How Your Concierge Helps

The experience is just as important as the photos.

And when every detail is handled for you, you're free to simply show up
— relaxed, confident, and ready to be seen at your best.

What It's Like to Work with Ann

Real experiences from clients, matchmakers, and dating coaches

I had no idea where to start, but Ann guided me through the entire process — from outfits to planning my session — and made everything feel easy and stress-free. I felt confident going into my shoot and stepping into online dating.

Tina

Client

Working with Ann and LookBetterOnline was a wonderful experience. She made everything seamless — from finding the right photographer to answering every question along the way.

Kristin

Client

I didn't have a clue about style or photos, but everything came out better than I could have imagined. I owe so much of that to Ann.

Mike

Client

I didn't know I could look this good. Ann didn't just guide my shoot — she completely changed how I see myself.

Tim

Client

Ann provides true concierge-level service — from styling and photos to editing and selecting the final images. I felt taken care of every step of the way.

Lisa

Client

I've sent over 1,000 women to LookBetterOnline over the past twenty years. They gain confidence, attract higher-quality matches, and build lasting relationships — all starting with professional photos.

Evan Marc Katz

Dating Coach, Evan Marc Katz & e-Cyrano

LookBetterOnline makes it easy to find a great photographer anywhere in the U.S. If one isn't available, Ann finds one. My clients consistently love their photos.

May Bugenhagen

Matchmaker, Two Asian Matchmakers

Ann understands everything that matters — body language, styling, lighting, and background. Clients feel relaxed, have fun, and love their results.

Michelle Jacoby

Matchmaker, DC Matchmaking

From start to finish, LookBetterOnline stands out. They take the time to understand you and showcase both your personality and your best self. If you're considering this service, don't wait.

Denise Rai

Matchmaker, Little Gay Book

Start Your Session

Connect directly with Ann — she'll guide you through every step, from planning to your final images.

Contact Ann