WISE ADVICE SINCE 1992

You’re not alone.

The doubts, feeling overwhelmed, burnout and worrying if you’re “good enough.” We’ve been there. But now we’re here to share stories, lessons, helpful tips and tools to help all of us chart a new path.

CATEGORIES

Confidence    Dating    Money    Productivity   Travel

GUIDE
goal setting tips how to set goals

Want to run your own BFF board meeting?

This tradition helped my friends and I build workout routines, finish drafting a book, heal relationships with family and much more. Turns out, the difference between just saying the goal and getting it done were in a few tweaks.

This guide will walk you through how we set up our BFF Board Meetings, questions to ask each other and what made the difference in us actually following through so you can make the same leap. (And the guide has a bonus for those who don’t currently have besties to Board Meeting with so you can get started solo if needed!)

I'm ready to achieve my goals!

For the people pleaser, perfectionist, overachiever eldest daughter who’s ready to trade hustling to prove herself for more peace, confidence and calm

Because let’s be honest, being everything for everybody, caring what other people think, anxious attachment and hustle culture is really exhausting.

We get it.

Recent Posts

Dating, Confidence Samantha Pillsbury Dating, Confidence Samantha Pillsbury

How to overcome fear of rejection

Learn how to overcome fear of rejection in dating and career as an eldest daughter. Discover practical strategies to build rejection resilience, reframe rejection as information, and use rejection as a tool for clarity and growth. Transform your relationship with rejection from something that stops you to something that propels you forward.

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Dating, Confidence Samantha Pillsbury Dating, Confidence Samantha Pillsbury

How to be happy single: finding fulfillment without waiting for a relationship

If you feel frustrated with being single because it feels like you’re living a lesser version of the life you could have and it makes you anxious to find your person, this article is for you. We’re talking what it actually takes to still feel fulfilled while single, without having to convince yourself that you don’t want a relationship. Because it’s okay to want a partner but we have to find a way to be happy in the meantime.

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Dating Samantha Pillsbury Dating Samantha Pillsbury

What do men want?

If you’re single, you’ve at one point or another wondered this a million times: What do men really look for in a partner? You hear all kinds of things, right? Some say it’s about looks. Others talk about personality or shared interests. Every guy is different—just like every woman is different. It’s kind of impossible to nail down a “one-size-fits-all” answer.

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Dating Samantha Pillsbury Dating Samantha Pillsbury

If you worry you’ll be alone forever

You know you want a relationship but are wondering if it might not every happen for you. And that doubt and worry is getting really painful. This is my love letter to you because you can only read so many “how to date better” articles before you have to get to the real core of it all!

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Dating Samantha Pillsbury Dating Samantha Pillsbury

I hate being single - now what?

You want a relationship but are struggling with being single. How do you stop being single isn’t as easy as a 1, 2, 3 list but in this post I’m going to talk about some of the beliefs that make being single so hard and what you can actually do to be more likely to find a healthy partner, starting with how to find the path through your singlehood.

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Dating Samantha Pillsbury Dating Samantha Pillsbury

How to make the dating apps not suck

For the majority of single people, dating apps are a part of life. But navigating them doesn’t have to be depressing. In this post, I talk about how I interact with dating apps in a way that helps me manage the logistical and emotional drain and to help highlight underlying patterns that might be holding me back.

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Dating, Confidence Samantha Pillsbury Dating, Confidence Samantha Pillsbury

How to heal anxious attachment (and its triggers)

What good is knowing you’re anxiously attached if you have nothing to do with that information? In this post we’re diving into what triggers anxious attachment and how to heal it. Understanding what our body is doing in moments where we are triggered by anxious attachment is the key to understanding how to shift is so you can more effectively form strong healthy relationships, in dating and beyond.

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Dating, Confidence Samantha Pillsbury Dating, Confidence Samantha Pillsbury

What is anxious attachment and where does it come from?

What good is knowing you’re anxiously attached if you have nothing to do with that information? In this post we’re diving into what is anxious attachment, where anxious attachment comes from and the good side of this often maligned attachment style. There is enormous value (self-awareness, tools and the potential for real healing) in understanding what your attachment style means for you, in your dating life and beyond.

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Dating, Confidence Samantha Pillsbury Dating, Confidence Samantha Pillsbury

Are you playing it safe?

This is a question I ask myself, and often clients, fairly regularly. But before we dive in too deep on it, let's clarify one thing: there's a helpful and unhelpful kind of safe. The helpful kind of safe is more like “supported.”

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QUIZ

Which type of eldest daughter are you?

Regardless of whether you were actually born first, you’re probably here because the eldest daughter archetype feels so friggin’ real to you.

But here at Eldest & Co., we’ve come to realize that there’s actually a couple of different types of eldest daughters and that figuring out which one you are can be key to figuring out how to unlock your next big phase of growth!

I need to know which type I am!
FEATURED TOOL

A game changer for finally releasing those stubborn limiting beliefs

You know what your patterns are, you know what the fears are but how do you actually go about shifting those subconscious beliefs that dictate how we act when we’re triggered or emotional?! Turns out, it’s not about understanding as much as it’s releasing emotions from when you picked them up in the first place. There’s so many tools out there that claim to do this, but honestly, this is the one I keep coming back to. It doesn’t hurt that it can fit in pretty much anybody’s budget. (Plus the code SAMANTHA gets you an extra 15% off!)

Start shifting your subconscious today!

Your simple plan to stop living to please.

Whether you’re on day 1 or 1000 of your recovering “good girl” era, the no brainer place to start is my mini-course, “Debunking the Need to Please”.

Every day for the next 6 days, I’ll drop a juicy email in your inbox with some of my biggest aha’s, some of the practices that have helped me and the important reminders, specifically for the overachiever type, to help you really understand what it’s going to take to tackle that people pleasing and stop caring so much what other people think. The best part, it’s totally free.

    WHAT OTHER GIRLIES SAY

    “Samantha was instrumental in helping me change my thoughts about myself and my self-worth. These are techniques that I'll be using for a long, long time!”