Activity
Mon
Wed
Fri
Sun
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
What is this?
Less
More

Owned by Leslie

This is the place where we share all things business for entrepreneurs, solopreneurs and small business owners. Community and collab for the win.

Memberships

SHINE Program

2 members • Free

MULTIPLY your coaching

464 members • Free

Scale Your Coaching

20.9k members • Free

Skoolers

180.3k members • Free

5 contributions to The Entrepreneur's Playground
When Pushing Harder Stops Working
I’ve been sitting with something lately. For years, I believed the pressure and exhaustion were just part of the phase.That if I just stayed in it a little longer, things would eventually feel lighter. What I see now is that nothing changes unless the design changes. When your business requires constant supervision, it quietly steals your ambition — not because you stop caring, but because you don’t have the capacity to want more. Structure doesn’t exist to make life easier. It exists to make growth sustainable. More on this soon. Just wanted to name that out loud. Who can relate?
Why clarity always comes before momentum.
One of the biggest myths in business is that momentum comes from doing more. More effort. More hours. More discipline. More pushing. But what I see over and over again is this: Momentum doesn’t come from effort. It comes from clarity. When clarity is missing, even your best hours get wasted. You sit down ready to work… and end up bouncing between options, tasks, and half-decisions. Not because you’re unfocused — but because nothing has been clearly decided in advance. This is why so many entrepreneurs feel like they’re constantly busy but rarely ahead. Clarity always comes first. Plans come from clarity. Structure comes from plans. Momentum is the byproduct. If you skip the first step, everything else feels heavy. Let’s open this up: 👉 What’s one area of your business where more clarity would immediately make things feel lighter? Drop it below — no fixing yet, just naming it.
1
0
THE HIDDEN COST OF WINGING IT
We’re kicking off December by talking about something almost every entrepreneur does…even the successful ones. Winging it. Not because you’re lazy.Not because you’re unmotivated.But because nobody ever showed you what a real business operating system looks like. Here’s the truth: Most entrepreneurs are running their business on instinct, reaction, and last-minute energy. It works…until it doesn’t. There’s a hidden cost to running everything on the fly — your decisions, your time, your delivery, your revenue, even your identity as a leader. I call it The Chaos Premium™ —the tax you pay for operating without a designed system. And it shows up differently for every business owner: ➡️ online entrepreneurs who constantly reinvent their content ➡️ service providers who feel like every client is a custom job ➡️ brick-and-mortar owners who live in firefighter mode ➡️ creatives who rely on inspiration instead of structure ➡️ solopreneurs who feel like they’re drowning in their own to-do list If that feels familiar… you’re not alone. You’re not broken. You just built an accidental operating system. This month, we’re fixing that. Your business deserves a backbone — not a daily scramble. Where do YOU feel like you’re winging it most right now? ➡️ Decisions ➡️ Time ➡️ Client Delivery ➡️ Revenue ➡️ Identity / Leadership ➡️ Client Acquisition ← your growth engine Drop your answer below.This is how we start building clarity.
1
0
Survival Mode Is Not Your Identity (or your default)
Before we dive in, I want you to know what this space is meant to be: Not another noisy Facebook group.Not another place where you feel behind.Not a highlight reel of wins with no substance underneath. This is a room for entrepreneurs who want real clarity, real structure, and real conversations about what’s actually happening inside their business — not the polished version. If you’re here, it’s because you’re building something that matters… and you deserve a space that supports that. Now — let’s get into it: Most entrepreneurs don’t realize they built their businesses inside a season of survival. Not because they weren’t smart or intentional — but because life, clients, money, time, and demands forced them to build “as they went.” So what happens? The business ends up being a collection of: • workarounds• patches• duct-taped processes• half-finished ideas• borrowed strategies• things you meant to fix “when things slow down” And over time, this survival-mode structure becomes the default operating system. Until one day, you wake up and the business feels: • heavier than it should• harder than it needs to be• confusing even when you’re doing everything “right”• like you are the bottleneck• and like you’re working twice as hard for the same results Here’s the truth: You don’t grow out of survival mode. You design your way out of it. Survival mode is not an identity problem. It's not a discipline problem. It's not a “try harder” problem. It’s a design problem. And the moment you stop judging the mess and start examining why things feel heavy, everything changes: Your time gets clearer.Your decisions get faster.Your workload gets lighter.Your results get more consistent.And your goals finally feel achievable instead of aspirational. Your business isn’t broken. It's just waiting for the structure that allows it to support you — not drain you. If this hits too close to home, reply below: What part of your business feels the heaviest right now? Let’s open the conversation.
0 likes • 10d
@Samantha Pritchard That is so relatable! There is so much in this share. Mindset, belief, identity. Most entrepreneurs can relate to this for sure. Definitely will touch on this later this week ;-)
0 likes • 10d
@Samantha Pritchard but for now, I also want to affirm....growing a company is not a light hobby. Its a journey to continually become the next best version of yourself and this requires learning to STAND in the belief of what you're called for before the world affirms that you are qualified to do that. It begins with YOU and choosing that the space is yours to hold. People are waiting for what you have to offer!
Start Here: Welcome to The Entrepreneur’s Playground
Hey — I’m Leslie.I’ve built multi-million-dollar businesses and now I help entrepreneurs eliminate the profit and time leaks that keep their business heavier than it should be. I created The Entrepreneur’s Playground as a space for committed business owners to think clearly, simplify, and grow without burning themselves out. Welcome to The Entrepreneur’s Playground.Are you ready to simplify, sharpen, and scale — without losing themselves in the process? This community is built for entrepreneurs who are tired of running their business through sheer force of will — and ready to build the structure, clarity, and rhythm that actually creates freedom. Inside The Entrepreneur’s Playground, we do things differently: 🎯 We don’t hustle harder — we build smarter. 🎯 We don’t chase noise — we eliminate the leaks. 🎯 We don’t drown in complexity — we simplify for speed and clarity. This space is full of people who are ambitious, honest, and ready to create businesses that feel lighter, cleaner, and more profitable. No ego.No pretending.No trying to “look successful.”Just real entrepreneurs doing real work that moves the needle. What to expect here: 🔥 Weekly prompts + conversations on structure, profit, clarity, systems, and growth 🔥 Simple actions that help you clean up leaks and build momentum 🔥 Behind-the-scenes insights from my own journey scaling multiple 7-figure businesses 🔥 A place to think, learn, ask, and evolve 🔥 An active, supportive room of entrepreneurs — all of us sharpening each other This is the room where things get clearer.Where chaos gets quieter.Where growth stops feeling like “effort” and starts feeling like “execution.” How to get the most out of the Playground: 1. Introduce yourself — who you are + what you’re building 2. Share one thing that feels heavy in your business right now 3. Share one thing you want clarity around 4. Engage — this community is a catalyst, not a library 5. Use this room as your place to think like a CEO, not a firefighter
1
0
1-5 of 5
Leslie Humphrey
2
13points to level up
@leslie-humphrey-5662
Business strategist who turns chaotic, frankensteined businesses into clean, profitable systems. I help find your hidden $50K to escape survival mode.

Active 22h ago
Joined Aug 24, 2025
Jacksonville, FL