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Profile Styling for Online Daters After Divorce with Alyssa Dineen

Getting back into the dating scene after a divorce can be challenging, especially if you never dreamed you’d be looking for love on an app. How do you write a compelling bio? How do you choose pictures that will lead to quality matches? What do you wear on a date, especially if your style hasn’t changed in years? Where can you go for help navigating the online dating process?

Alyssa Dineen is the founder of Style My Profile, a consulting agency that helps clients improve their online dating profiles with the support of a professional stylist. Style My Profile is a first-of-its-kind service, offering profile help, wardrobe consultation, and photography packages. Alyssa has 20 years of experience in the fashion industry and serves as a freelance stylist for national publications including Glamour and Real Simple.

Today, Alyssa joins Katherine to explain how her own experience with online dating inspired the creation of Style My Profile. She shares her professional advice around writing a compelling bio, selecting profile pictures, and upping your style game. Alyssa also weighs in on the value of having your experiences validated and describes her own challenges with online dating after divorce. Listen in for Alyssa’s insight on ‘owning your level of style savvy’ and learn how to choose a wardrobe that is flattering and comfortable for you!


Alyssa’s 13 years of experience as a professional stylist

The most common style mistakes people make

Alyssa’s tricks for writing a compelling online dating bio

  • Think outside box, avoid sounding like résumé
  • Get specific (run marathons vs. active)

The Style My Profile offerings (profile, wardrobe + photos)

How Alyssa’s experience with online dating inspired SMP

Why Alyssa compares online dating to learning a language

The value in knowing your dating experiences are normal

How Alyssa collaborates with clients to write their bios

Alyssa’s insight around ‘owning your level of style savvy’

Choosing a wardrobe that is flattering and comfortable

Alyssa’s style advice for people short on time or money

Getting a trusted friend to help edit your closet

Alyssa’s top tips for online dating profile pictures

  1. No blurry pictures
  2. Don’t crop out ex
  3. No sunglasses/hats
  4. Minimum of 5 photos


Style My Profile

Email alyssa@stylemyprofilenyc.com

Call (917) 714-1969


The Center for Understanding Conflict

Miller Law Group

Katherine on LinkedIn

The New Yorker’s Guide to Collaborative Divorce by Katherine Miller

Email katherine@westchesterfamilylaw.com

Call (914) 738-7765


‘Dating Advice for Those Who Never Thought They’d Need Tinder’ in The New York Times

Marie Kondo