How to grow a landscaping business stuck at “owner + one crew” stage
TLDR: My spouse and I run a small landscaping business that’s stable but stuck at the owner + one crew stage. We still have to work in the field daily because we haven’t been able to develop reliable crew leaders, and hiring more staff feels unmanageable. Our maintenance model works well in a dense service area but doesn’t scale easily to nearby towns, and clients mainly see us as a maintenance company rather than landscapers. We’d like to move toward higher-value work and build a business that doesn’t rely on our physical labor long-term. For those who’ve grown service businesses: how do you break past this stage and start working on the business instead of just in it? My spouse and I run a small landscaping business that we somewhat fell into unexpectedly, and we’re looking for advice from people who have grown service businesses past this stage. The business started informally in a neighbourhood about 20 minutes outside a nearby town. Over time, several gated communities were developed nearby, adding a few hundred homes. Many are vacation properties and many residents are snowbirds, so there’s strong demand for property maintenance. Right now we operate with one truck / crew (2–4 people including us), and season that runs roughly March–December. We do have another truck and a few other trailers so have had short stints of running two crews. The business is financially stable. We pay ourselves modestly, have an accountant/bookkeeper, and use QuickBooks and Jobber. However, we feel stuck at this size. Main challenges We’re still on the tools every day. Most hires are entry-level and turnover is high, so we don’t have anyone who can reliably run a crew, quote jobs, train others, or solve problems independently. Crew leads aren’t long-term. Even when someone steps up, they still require constant support. Growth feels unmanageable. Hiring more staff means more work to manage, which already feels like full capacity. Our model relies on a dense service area. Maintenance works well in the clustered neighbourhoods we serve, but expanding into nearby towns becomes inefficient (plus there is a lot of more established competition outside our main service area). We’re stuck between models. Clients mostly see us as a maintenance company, but we’re not big enough to run separate maintenance and landscaping crews. Goals/Ideas We've Thought Of Move toward higher-end design and installation work Reduce dependence on daily physical labor Build a business that is sustainable and potentially sellable For context, I handle marketing (website, social media, Google reviews) and have a graphic design background. One of us also has an irrigation technician certificate, but we haven’t added irrigation services yet due to limited experience. Each winter we plan to work on business development, but the time usually goes toward preparing for the next season. Questions How do service businesses break past the “owner + one crew” stage? How do you develop reliable long-term crew leaders or managers? Is it better to scale maintenance crews or pivot toward higher-value landscaping work? How do you make time to work on the business when operations already take everything? Where do you start to work on the business? We’re approaching middle age and don’t want to rely on physical labor forever. I’d love to build something more sustainable than just owning a job. Neither of us have "dream" careers, but owning a landscaping business wouldn't have been on the list of contenders. We want to know how to make this work and how to figure out what to do in the future whether that is with the current business or doing something completely unrelated. If anyone has gone through this stage in a landscaping or service business, or just as a middle-aged person who still doesn't know what they want to be when they grow up, I’d really appreciate hearing what helped you gain clarity / move forward!How should cleaning businesses pay and structure their first part-time employee?
Hi, I am moving into the phase where I would like to hire anvemployee. I want to start with one person part-time. I am confused on what is right or wrong with my plans. I would like to explain how I want to handle hiring. Then I want to ask for input from this community where I need to make changes or keep my plan: I am looking to hire one part time employee. They will need to drive their own vehicle at some point once they are out of training and on their own. Until then they will be riding with me. When they are in house cleaning they will get there hourly rate and I will set that based on performace and skills. When they are traveling between homes they will be paid at an hourly rate at the minimum wage rate. They will not get mileage reinbursement because they are riding with me and I will be driving. Is this okay or how are others are doing it? Any input or suggesting are greatly appreciated! Thanks!Painting Company here: Employees or Subs?
My Texas painting company has been operating with employees since we started. We offer benefits, WC, of course pay taxes, etc. Employees are expensive. Strangely enough, I have also found employees often are harder to keep motivated without constant oversite - they get the work done, but often not as fast as subcontractors, so that cuts into profits as well. I understand that a lot of franchises, like That 1 Painter, and CertaPro, have managers who are employees, but their laborers are 1099 subcontractors they basically treat like employees. The subs wear the company shirts, and work to the company's standards and the managers pop in here and there to check on them. This way the company avoids paying taxes, benefits, etc., and if they are low on work, they have no obligation to keep paying their laborers. This all sounds really nice. With how expensive my labor force and overhead are, I find it hard to be competitive against other companies with a subcontractor business model and still remain profitable. Any other painting companies or similar businesses - what do you guys do?
Pay for performance in Lawn Care and Landscaping - has anyone been successful?
I know this has been talked about many times, but I'm thinking about re-visiting this option. How have you structured your pay for performance when you have crews that do totally different things? For example- we have some crews that just do lawn maintenance (bi-weekly grass cutting, weed eating, etc), and other crews that do 'projects' (french drains, hardscapes, etc). And some guys that float between the different crews. My brain cannot conceive metrics that would be equitable for both groups. Would we have a different set of metrics for each type of crew? A different set for the grass cutting crew vs the projects crew? What are some examples of metrics that you have successfully used? How did you measure or track them? I think I'm just 'stuck' on how to even get started. I've looked at so many conversations on this that my brain is in overload. Can someone give me a hand here? Can I just see your metrics? Help. Please.Traning process
Hello, looking for advice on a training process for residential cleaning. Struggling to come up with a plan to help cleaners become successful. As of right now I been hands on training in person. As im growing and hiring team leaders i need a better training process as i can't always be there to train.Young Contractor Focused on Growth & Systems
Hey everyone, I’m Andrew—owner of Rodgers Home Construction. I focus on residential renovations, additions, and building projects done right the first time. I’m big on running a tight operation with clear communication, solid systems, and delivering exactly what’s promised. Right now I’m focused on leveling up the business side; estimating, job tracking, and building a team that takes pride in the work. I joined this community to connect with other contractors who are serious about growth. What’s one system or process that made the biggest impact in your business?
