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Big Sister Energy ✨

Join 700+ other overachieving, people pleasing, eldest daughters/"good girls" to learn from my experience (we're talking some wisdom and some mistakes I want to help you avoid) in confidence, dating, money and career. Whether or not you have a real life big sister, you can get inspiration, advice and some Big Sister Energy from your internet big sis every Thursday.

Featured Post

It's all feeling a little heavy, huh?

Hi my dear, The world is feeling pretty heavy right now. The aftermath of the election had a lot of us reeling (myself included!) and I found myself wondering how I'm supposed to interact with a world that feels pretty riddled with conflict, doubt and confusion? What's the balance of wanting to be happy and enjoy your life while not sticking your head in the sand and ignoring very real problems in the world that need solving? When is it okay to say "I can't handle this right now" and when is...

Hello from Nashville, Reader! I made it to the next stop on Samantha's world tour. If you missed it, I'm auditioning cities to be my next home base so for about the next month, I'll be living in Nashville. I can say that we're off to a great start - you know when the logistics just work and it makes you feel like a little bit of a mastermind? I had a bit of that experience in getting to my temporary apartment while here. Feels great :) But as a result of all the travel I've done in the last...

Are you doing a "Winter Arc," Reader? This trend, popularized by @carlyupgraded on TikTok, basically talks about taking advantage of the remaining quarter of the year (rather than writing off this time of year and saying that you'll start your goals in January, along with the rest of the planet). The concept reinforces that there's no need to wait for arbitrary start dates to start moving forward. I saw this and first instinct was to eye roll about another trendy name/concept for a basic...

If you're anything like me, Reader, then at some point in your life (maybe right now!) that desire to shut it all off can be very real. If you're sitting here wondering, wait, who is this person in my inbox again? My name is Samantha Pillsbury. You may remember me from my coaching business helping high achieving women build more confidence in their personal, professional and dating lives. Well, after over two years of building and running that business, I decided to just stop and take a...