EVERYONE DESERVES

TO HAVE A BIG SISTER

Especially big sisters!

Samantha

Pillsbury

ENTER…

(That’s me!)

Being an eldest daughter basically describes my personality but I was tired of the overachieving, overthinking, people pleasing, caring too much what other people thought, and never feeling like enough…

So in classic overachiever/eldest daughter fashion, I went down the rabbit hole of personal development to try to find a way to get the happiness, success and love that I’d dreamed about.

What started as a personal journey turned into a confidence coaching business which led to an existential crisis when that work was making me miserable. Which bring us to now…

I’ve stopped pretending to have all the answers (when on the inside I was a work-in-progress like everybody else) and started to just figure it all out step-by-step (even if it’s now kinda hard to explain what I do for work to boomers at cocktail parties).

I share what I’ve learned (and am learning, present tense) about life, dating, confidence, negotiating job offers, navigating adult friendships, solo traveling, living in New York (and leaving) and all the things that I don’t yet have figured out but am working through in real time.

I’m not a guru, I’m no longer a coach, I’m just here to be an internet big sister to the girls who may not have one themselves.

I’m in my multi-passionate, figuring it out, digital nomad, content creator era.

Let’s hang out!

I share advice, hot takes and intrusive thoughts on…

INSTAGRAM

    TIKTOK      

NEWSLETTER

aaaaand…

Want more? Free resources for you!

Resources
This is why I've been quiet…
This is why I've been quiet…
Three most common types of self-sabotage I see in my work
Three most common types of self-sabotage I see in my work
31 lessons on my 31st birthday
31 lessons on my 31st birthday
Why does it feel so hard to accept help?
Why does it feel so hard to accept help?
Worried you’re not “good enough”? Here’s what you need to understand
Worried you’re not “good enough”? Here’s what you need to understand
Journal prompts for when you’re feeling stuck
Journal prompts for when you’re feeling stuck
What’s wrong with being a people pleaser
What’s wrong with being a people pleaser
3 things I do to deal with self-doubt, as a confidence coach
3 things I do to deal with self-doubt, as a confidence coach
How to heal anxious attachment (and its triggers)
How to heal anxious attachment (and its triggers)
What is anxious attachment and where does it come from?
What is anxious attachment and where does it come from?
3 signs that you might struggle with self-trust (and what to do about it)
3 signs that you might struggle with self-trust (and what to do about it)
In defense of tinkering: the most effective mindset for personal growth
In defense of tinkering: the most effective mindset for personal growth
Why are dating apps so disappointing? Battling the emotional volatility of online dating
Why are dating apps so disappointing? Battling the emotional volatility of online dating
Why a relationship may not make you feel safe and loved
Why a relationship may not make you feel safe and loved
If I could tell my mid-20s self one thing
If I could tell my mid-20s self one thing
5 reasons why being a “good kid” makes you an unhappy adult (and what to do about it)
5 reasons why being a “good kid” makes you an unhappy adult (and what to do about it)
Do you need a mindset coach? These might be a sign that you do
Do you need a mindset coach? These might be a sign that you do
The most common sign that you care too much what people think
The most common sign that you care too much what people think
I started enforcing way stricter boundaries. This is what happened next.
I started enforcing way stricter boundaries. This is what happened next.
Behind the scenes: my favorite journal prompts as a mindset coach and former people pleaser
Behind the scenes: my favorite journal prompts as a mindset coach and former people pleaser
Why you should start asking for more perks today (and how to get started)
Why you should start asking for more perks today (and how to get started)
On being messy (Behind the scenes of the mindset challenges of entrepreneurship)
On being messy (Behind the scenes of the mindset challenges of entrepreneurship)
Is this deadline stressing you out? Unpacking the pressure around turning 30.
Is this deadline stressing you out? Unpacking the pressure around turning 30.
The secret ingredient to having successful conversations
The secret ingredient to having successful conversations
4 Reasons You Keep Getting Overlooked (and How to Start Getting the Attention You Crave)
4 Reasons You Keep Getting Overlooked (and How to Start Getting the Attention You Crave)
How to stop letting overachieving from making you miserable
How to stop letting overachieving from making you miserable
Are you playing it safe?
Are you playing it safe?
Progress vs. Completion
Progress vs. Completion
The Power of Witness
The Power of Witness
Getting Back to the Basics
Getting Back to the Basics

Need some big sister advice?

Drop your question or the situation you want advice on at the link below and I’ll pick 1-2 to answer in my monthly email!

(I wish I had enough hours in the day to answer everybody but my social battery and inbox couldn’t handle it, so if yours isn’t chosen, make sure you’re also following along on social because I try to cover common topics more generally in videos so I can help as many of you as I can.)