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Transform Your Profile in Under an Hour
Follow my Date Vanilla framework to find love

As a dating coach and profile strategist, I’m on a mission to make midlife dating simpler, safer, and more human. Through the Date Vanilla mindset, I help adults in their forties and beyond to swap flash for substance, and build healthy, lasting relationships.

Does your dating profile have the
12 things it needs to pass my test?

Download the Dating App Checklist to find out—and learn how to show up as your authentic, Date Vanilla self on apps.

12 things it needs to pass my test?
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Tired of swiping with
no actual dates?

If you’re back on the apps after decades away, you’re drowning in vague bios, blurry photos, and message threads that go nowhere. The algorithms feel mysterious, your filters might be too tight, and you’re chasing chemistry instead of noticing steady, green-flag partners right in front of you. And worst of all? Your confidence is taking a major hit.

I’ve been there myself chasing shiny profiles—tall, hot, “has-it-all” guys—and wound up anxious and begging for crumbs. Then I met a man with a bland profile. No fireworks at first, just a kind, consistent human who kept me curious. By date four, chemistry snapped into place. Eight years later, he’s anything but vanilla—even though you’d never guess it from his profile!

Date Vanilla isn’t about settling—it’s about choosing a person who shows up, listens, follows through, and makes you feel safe. The stuff that real, lasting love is built on.

Dating Vanilla transformed my life. It can transform yours.

Tired of swiping with
Ready to start dating with a strategy?

Whether you need a complete profile overhaul, ongoing coaching support, or a self-paced course to guide you through the Date Vanilla framework, I have an option that fits where you are right now.

Not sure where to begin?

Let’s talk about where you are in your dating journey—and how I can help you find the clarity, confidence, and connection you’re looking for. Schedule a free consultation and we’ll figure it out together

Work with me
Profile Strategy & Coaching

Get my one-on-one expert guidance on your photos, bios, dating app selection, messaging, and more using my Date Vanilla framework.

Work With Me
Courses

Build your online dating presence from ground up, and learn mindset and strategy that prioritizes substance and real connection over performative profiles.

Browse Courses
The Dating Lab Podcast

Conversations with experts on dating, red & green flags, how to work with apps (not against them), and other midlife topics.

Listen Now
The Art of Online Dating Book

Whether you’re an old pro at online dating or new to scene, professional stylist and dating coach Alyssa Dineen can teach you how to put your best self forward.

Learn More
Success stories from real daters

When I was ready to start dating after separating from my husband I was somewhat terrified and completely clueless about the dating app world. Alyssa helped me set up all my profiles advising me on which photos to use and what to say in my bio. And she shared so much of her own experiences which was so helpful in navigating this new landscape. I am so happy I connected with her. She’s my dating guru!

-K.K.

It’s like Alyssa waved a magic wand over my dating profile. The quality of my matches went up exponentially!

-Tamara F.

I didn’t really have pictures that accurately reflected my personality. From the very first conversation with Alyssa, she instilled in me a confidence that she understood my challenges. The photo shoot was professional and comfortable and, frankly, a lot of fun. I’m seeing a much different (significantly improved!) mix of people in my “match” queue!

-Steve R

Before I came to Alyssa, I wasn’t getting the results I wanted from the dating app I was using. She immediately identified that I was on the wrong app and my photos were sub par—too many with other people, none where you could really see my face. And my bio wasn’t interesting enough. I made just these few changes and was shocked at how many more quality matches I got. Alyssa’s profile makeover and strategies were a complete game changer.

-Andrew B

I have truly enjoyed this process of setting up my online dating profile. Working with you and your team helped me find the image of myself I really want to present. I was at such a loss as how to get started. You have a great service!!!

-Janine Flasschoen

I wanted to let you know how much fun I had with you and your team [for my Profile in a Day]. You guys are a lot of fun and made me feel very special. You doing amazing job!

-Craig

If I hadn’t followed Alyssa’s advice, I wouldn’t be with my perfect partner right now. I thought I’d had a good profile, but she made a lot of changes and I started getting significantly better matches right away. (I guess my profile hadn’t been as good as I thought!) One of those matches turned into a very good first date, an amazing second date, but then the third date wasn’t as fun and interesting. I figured we ultimately weren’t the right match, but luckily I talked to Alyssa before I was going to end things. Alyssa heard me out, asked all the right questions, and coached me through why I should still go on a 4th date. And thank goodness she did. We’ve been together ever since and couldn’t be happier. So thankful I listened to Alyssa!

-Bryan H.

Thank you so much for making our Profile in a Day session so enjoyable, relaxing and comfortable. I felt like a king!

-John Healy

Thank you Alyssa! My Profile in a Day was just amazing. You are so talented— I felt comfortable and confident in you from the minute we spoke by phone and on the day of the shoot, all was pulled together. And wow, some of the photos shock me… so good!!!

-Ann P.

I’m a busy single mom with a demanding job. I was honestly so lost and had no idea or time to write a profile. I’m so grateful that I found The DIY Profile Kit. I love my profile now and it was super fast to write! Alyssa’s advice really helped me bring out my personality and humor. I’m getting some great matches and weeding out the guys who aren’t right. Thank you again!!

-Kady Davies

Working with Alyssa was a great experience all around. She is patient, intentional and has a great eye. I use her styling tips every day I get dressed and remember her professional advice when shopping!

-Katherine S.

Alyssa has such a great demeanor– very professional and engaging. She was calm and made me feel so comfortable during my Profile in a Day. From the initial phone conversation, throughout the entire process, has been an overall great experience. Her team is just as wonderful and a great group of women and professionals! Everyone made me feel super comfortable and excited! My photos and profile came out wonderful!

- A.M.

When I was ready to start dating after separating from my husband I was somewhat terrified and completely clueless about the dating app world. Alyssa helped me set up all my profiles advising me on which photos to use and what to say in my bio. And she shared so much of her own experiences which was so helpful in navigating this new landscape. I am so happy I connected with her. She’s my dating guru!

-K.K.

There has definitely been a big improvement for me with online dating. In fact I’ve matched with so many people I’m interested in meeting I’ve had to pace myself! I’ve had some great dates and am continuing to explore. Thanks for all your expert feedback and the boost of confidence that resulted from talking this all through with you!

-Heidi Ross

Alyssa is an excellent stylist. She effortlessly works within your price range and personal needs. She improved my wardrobe (and my style) immensely, and she’s a pleasure to work with.

-Courtenay O.

Building a dating profile was intimidating after my divorce, coming out of a relationship which started pre apps – but Alyssa was invaluable in helping me do everything from writing my bio to selecting my best photos and giving advice about the whole process. I got so many matches I barely had enough time in the week to schedule dates! No matter what your age, Style My Profile is the best at helping you navigate modern dating!

-Ronald J.

With The DIY Profile Kit, I felt much more confident putting up my profile. I’ve now been dating and one guy even said it was definitely my profile that hooked him!!

-Beth K.
Ready to Date Smarter, Not Harder?

Let’s talk about where you are in your dating journey—and how I can help you find the clarity, confidence, and connection you’re looking for.

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