EP: 146


What You Need to Know About Dating After Divorce with Alyssa Dineen

Dating after divorce is intimidating, especially for those of us who never dreamed we’d be looking for love online. So, how do you know when you’re ready to get back into the dating scene? How do you choose the right app? And how do you build a profile that reflects the best version of you?

Alyssa Dineen is the dating coach and personal stylist behind Style My Profile, a consulting agency that helps clients feel better about online dating. Style My Profile is a first-of-its-kind service that offers 1:1 profile help and wardrobe consultation as well as a Mindful Dating Workshop and Membership Program. Alyssa’s has 20-plus years of styling expertise, and her work has been featured on the Today Show, NBC and The New York Times, among many other national media outlets.

On this episode of the podcast, Alyssa joins Katherine to discuss dating after divorce, encouraging us to look at online dating as a language we can pick up with a little practice. She explains why staying in an unhappy marriage is not good for anyone (including your kids) and challenges us to make sure we’re ready to date before we go online. Listen in for Alyssa’s insight on choosing the right dating app for you and get her top tips for putting together an intentional, creative online dating profile.


Why staying in an unhappy marriage is not good for anyone (including your kids)

How to get past feeling intimidated about dating after a divorce

The importance of modeling a happy, functional relationship for your children

Alyssa’s take on online dating as a new language that you can pick up with practice

How to find the right dating app for you based on age, lifestyle and where you live

Alyssa’s argument for online dating vs. meeting someone in real life

Alyssa’s advice around making sure you’re ready to date again before you create a profile

Why it’s crucial to put effort and creativity into your profile pictures and bio

Why casual photos of you doing things in real life are better than studio shots

How Alyssa serves clients who need support with online dating


Style My Profile


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


Alyssa on Divorce Dialogues EP099

Alyssa’s 12-Week Mindful Dating Webinar

Alyssa’s Dynamic Dating Membership Program