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Transitioning from Crew Leader to CEO
Stepping up from managing crews in the field to leading your entire lawn care business is one of the most transformative and challenging transitions you’ll make as an entrepreneur. You know how to cut grass, motivate your crew, and get jobs done right. But being a CEO ? That’s a whole different game. And it’s one you can learn — intentionally and systematically. In this article, we’ll break down what it really takes to shift your mindset, systems, and habits from “crew leade
Malachi Sherwin
4 days ago4 min read


How to Automate Hiring (So Your Lawn Business Can Grow Without Constant Turnover)
Hiring can be a breaking point for most lawn care businesses. At first it's simple: Hire a friend Post in a Facebook group Pay Cash Hope they show up Then growth hits - and everything falls apart. Crews quit mid-season. Training starts over. Quality slips. The owner gets pulled back into the field. And suddenly, growth stalls. Million-dollar lawn businesses don't "get lucky" with hiring. They systematize it. Let's break down down how hiring automation works and why it's essen
Malachi Sherwin
Jan 123 min read


The Power of Route Density: How Million-Dollar Lawn Businesses Make More by Driving Less
Most lawn care owners believe growth means more customers. Million-dollar lawn businesses know the truth: Growth means better customers, closer together. Route density is one of the most overlooked - and most powerful profit levers in lawn care. If you ignore it, you'll stay busy forever without ever feeling ahead. Let's break down why route density matters, how top operators build it intentionally, and how it transforms a lawn care business from exhausting to scalable. What
Malachi Sherwin
Dec 17, 20253 min read


Pricing Strategies That Actually Scale (How Million-Dollar Lawn Businesses Set Their Prices)
Pricing is one of the most misunderstood parts of running a lawn care business. Most owners base their prices on what competitors charge, what "feels right," or what clients expect. But million-dollar lawn businesses? They price strategy - not emotion. Whether you're just starting or scaling past $200K (the plateau we covered in The Growth Ceiling ), choosing the right pricing model is the difference between staying small or building a powerhouse. Let's break down the pricing
Malachi Sherwin
Dec 4, 20253 min read


The Future of Lawn Care: Why Automation Will Leave Some Business Behind
The Lawn care industry is changing - fast. What used to rely on pen-and-paper schedules and word-of-mouth referrals is now driven by apps, data, and automation. The truth? The companies that adopt technology early will dominate the next decade. Those that don't will slowly fade behind competitors who an work faster, communicate better, and scale without burning out. The Shift Has Already Begun You've seen it everywhere - automated billing, route optimization software, digital
Malachi Sherwin
Nov 21, 20253 min read


The Hidden Costs of Running a Lawn Care Business
You're booking jobs, the phone's ringing, and your schedule's packed. But at the end of the month, you check your numbers and wonder - "Where did all the money go?" Welcome to one of the most frustrating realities of running a lawn care business: hidden costs . They sneak up quietly - fuel, equipment repairs, insurance premiums, and payroll - until profit margins disappear without warning. If you want your lawn care company to grow and stay profitable, you have to understand
Malachi Sherwin
Nov 14, 20253 min read


Commercial Contracts: Why You're Missing Out on Big Money Jobs
You've mastered residential mowing. You've built loyal clients, sharpened your pricing, and maybe even hired a small crew. But when it comes to commercial or government contracts - the kind that pay on time, year-round, and generate real growth - most small operators hit a wall. The truth is, these big money jobs aren't out of reach. You're just missing the systems and support to compete at that level. Why Small Lawn Care Companies Struggle to Land Commercial Work Most owners
Malachi Sherwin
Nov 7, 20253 min read


Customer Service Nightmares: When Calls & Complaints Take Over Your Day
You started your own lawn care business to work outside - not to spend your afternoons glued to your phone. Yet somehow, your days keep getting hijacked by calls, texts, and complaints. "Hey can you come back? You missed a strip by the driveway." "It rained this morning. Are you still coming today?" "I thought my cut was included this week - what's going on?" Sound familiar? For many lawn care owners, customer communication becomes a full-time job on its own. And when you're
Malachi Sherwin
Nov 4, 20253 min read


The Growth Ceiling: Why Most Lawn Companies Get Stuck at $200k Revenue
Hitting the $200k mark in lawn care feels like success - until it doesn't. You're busier than ever, revenue looks solid, but you're exhausted. Calls, quotes, payroll, crew management, and customer issues pile up daily. At this stage, most owners realize the truth: you can't scale a business that relies solely on you. That's the invisible wall - the growth ceiling - and it traps the majority of lawn care companies long before they reach their real potential. The $200k Trap: Wh
Malachi Sherwin
Oct 31, 20253 min read


Weather, Seasonality, and the Rollercoaster of Lawn Care Income
If you've been in the lawn care industry for more than one season, you already know the highs and lows too well. One month, you're booked solid, running dawn to dusk. The next, the phone goes quiet, the grass stops growing, and income takes a dive. This unpredictable pattern - what we call the lawn care income rollercoaster - keeps many great businesses from ever finding stability. But it doesn't have to be that way. With the right systems and automation, you can build a bus
Malachi Sherwin
Oct 27, 20252 min read


The Real Reason Most Lawn Care Businesses Stop Growing
You started your lawn care business to make a living - not to stay stuck mowing the same 40 lawns forever. But somewhere between adding new clients, managing workers, and keeping up with expenses, growth slows down. Not because of a lack of demand...but because your systems can't keep up. Growth isn't just about more lawns - it's about more control. At first, doing everything manually works: Sending invoices one by one Texting customers for scheduling Hiring a few guys from
Malachi Sherwin
Oct 23, 20252 min read


Chasing Payments: The #1 Profit Killer in Lawn Care
If you've ever finished a lawn, trimmed the edges perfectly, and blown the last leaf off the driveway - only to spend weeks chasing payment, you know the pain. It's not the mowing, trimming, or driving that kills profit in this business. It's cash flow. The Hidden Cost of Late Payments Lets break it down: A $200 job that takes 30 days to get paid is not really worth $200 Every delay that eats into fuel costs, payroll, and your ability to take on new work. Multiply that by 10-
Malachi Sherwin
Oct 21, 20252 min read


Why Hiring Is the Hardest Part of Scaling Your Lawn Business
If you've tried growing your lawn care company beyond a few crews, you already know - hiring is the hardest part. You can buy more mowers. You can pick up new clients. But finding reliable, skilled workers who actually show up, care about quality, and stay through the season? That's a constant battle. The hiring Headache every lawn care owner knows: Unreliable workers - great interviews that turn into no-shows. High turnover - just when you train someone, they're gone Seaso
Malachi Sherwin
Oct 16, 20252 min read


5 Critical KPIs Every Lawn Care Business Owner Must Track
5 Critical KPIs Every Lawn Care Business Owner Must Track Running a lawn care business is more than just mowing grass and keeping clients happy — it’s about knowing the numbers that drive growth. The truth is, many owners “fly blind” without data, leaving money on the table and missing opportunities to scale. If you want to grow a business that’s profitable, sustainable, and built to last, you need to track the right Key Performance Indicators (KPIs). Here are the five KPIs e

Lawnly
Sep 13, 20252 min read
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