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

Confidence Samantha Pillsbury Confidence Samantha Pillsbury

Worried you’re not “good enough”? Here’s what you need to understand

When something goes wrong in your life do you worry that it's may be because you aren't good enough? Do you often evaluate yourself against other people in your life and feel like you don’t measure up?This worry about not being “good enough” is one of the most common complaints I hear from overachievers, people pleasers and perfectionists and it makes sense because those behaviors are related to this fear.

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

Journal prompts for when you’re feeling stuck

It’s an experience everybody goes through at some point in life - things were working for a while and somewhere along the way, almost without you noticing, you transitioned into a different period. This period, where you feel stuck. So I wanted to give you a little free resource if you’re feeling in this “stuck” mode - some great journal prompts to use to work through the stuck.

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

3 things I do to deal with self-doubt

If you are wondering how to deal with self-doubt and feeling like you’re constantly battling the negative self-talk, this article will give you the real world behind the scenes advice on what to do to address negative self-talk so you can feel more confident, according to a confidence coach for high achieving women.

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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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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

If I could tell my mid-20s self one thing

In my mid-20s, I was deep in overachiever mode and was constantly in pursuit of feeling like I was doing the right thing. I wanted to get the promotion, be a girlboss and make more money. But at the same time, I was also trying to figure out the transition of my friendships from college into adulthood. How to date, when my experience at the time was a lot of lukewarm guys and situationships.

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

5 reasons why being a “good kid” makes you an unhappy adult (and what to do about it)

The more I’ve unpacked why I was certain patterns in adulthood that was hurting my confidence, my dating life, friendships and more, the more I understood that many of them came back to this same truth...

Being the “good girl” had fundamentally shaped who I was as a person and not always for the better.

So for all of you “good girls” out there, I think it’s time we spend a moment unpacking what are some of the things we learn being a “good girl” growing up that aren’t helping us feel good as adults (and what to do about it).

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

The most common sign that you care too much what people think

The number one sign that you care too much what other people think is if you spend a ton of time trying to predict what they’re thinking and feeling. In short, trying to read minds. Now before you click away, you might be thinking - “uh, yeah, stating the obvious, if I care what other people think, I spend time trying to figure out what they think.”

And there, my friend, is the issue.

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

On being messy (Behind the scenes of the mindset challenges of entrepreneurship)

I’ve been thinking a lot over the past few weeks about my business, my lifestyle, what I want for myself long term. And I will admit that there were a solid weeks at least where I was considering shutting this business down and starting from scratch. But I realized I’d be doing y’all a disservice if I wasn’t open about what’s been going on in my head as I’ve navigated the last 9 months and the biggest learning I’m working through personally because I know that you probably need to hear it as much as I did.

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

The secret ingredient to having successful conversations

Because we cannot control the entire world around us, in order to be successful (i.e. have the lifestyle, love, income, schedule, etc. that we desire) we have to learn how to work WITH a world that we do not control, not struggle AGAINST it. So how do you get the world do what you want it to do?

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Confidence Samantha Pillsbury Confidence Samantha Pillsbury

4 Reasons You Keep Getting Overlooked (and How to Start Getting the Attention You Crave)

Unpacking the common reasons why you might be being overlooked for promotions, dates and generally not getting the attention you desire. If you are tired of being the good girl, helper, dependable one but don’t know what you’re doing wrong to be so invisible to your coworkers and men, read this to figure out how to get people to pay attention to you more.

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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!”