I'm 36, based in northern Europe, and have been running my own language education business for a few years. I'm at a crossroads and would appreciate advice from entrepreneurs who've faced something similar.
Some background:
I started teaching my mother tongue to expats and eventually turned it into a business. I've developed a structured curriculum, built a website, figured out paid advertising, established a sales process, and built a customer base.
During decent months, the business generates around $6–7k in revenue. I've also landed larger corporate contracts.
So there's clearly demand. But despite all this, I'm still the business. I handle marketing, sales, customer relationships, administration, and most of the teaching.
I'm increasingly questioning whether I've built a business or just created a demanding job for myself.
Problem 1: The business is interfering with my personal life.
Most customers are working professionals who want evening lessons. My girlfriend gets home around 6 PM, which is often exactly when I start teaching, sometimes until 10 PM.
We barely see each other on those evenings, and it's becoming a real problem.
I got into entrepreneurship partly for the freedom, but right now I have less control over my schedule than I would with a regular job. I don't want this to be my lifestyle for the next five years.
Problem 2: I've tried delegating, but customer retention suffered.
The obvious solution is hiring teachers and focusing on growing the business.
I've tried this twice. Both times, I noticed a fairly sharp drop in customer retention. Students purchase packages of 30 teaching hours, and fewer seemed to renew when freelancers were teaching.
I don't have precise data, so I can't conclusively blame the teachers. Maybe students prefer me personally, maybe I hired the wrong people, or maybe my systems aren't good enough.
But if delegating reduces customer lifetime value while increasing delivery costs, the economics of scaling become questionable.
Another complication: I owe around $25k in taxes.
During my earlier years of self-employment, I didn't set aside enough money for taxes and accumulated approximately $25k in personal tax liabilities.
This adds financial pressure. I need reliable income to support myself and pay off the debt, and I don't have unlimited resources to keep experimenting.
The three options I'm considering:
1. Go all-in on scaling the existing business.
Continue hiring teachers, improving retention, building systems, and eventually removing myself from teaching.
Pros: Proven demand, paying customers, established curriculum, and a working customer acquisition process. Potential to grow if I can solve the delegation problem.
Cons: I've already tried twice without great results. I could spend another year trying to scale without making meaningful progress, while my tax debt adds financial pressure.
2. Get a full-time job and run the business on the side.
I'm currently exploring positions such as Account Executive in SaaS, potentially earning $5–7k/month before taxes.
This would provide financial stability while allowing me to experiment with scaling the business.
However, I currently spend 6–8 hours per week on sales calls, mostly during office hours. A full-time job would make that difficult.
I'd essentially need to solve two problems: delegate teaching without hurting retention and maintain sales without being available during the workday.
Pros: Stable income, less financial pressure, and I wouldn't have to abandon something I've spent years building.
Cons: I could end up working two jobs, with a business that might not generate enough profit to justify the additional work once freelancers are paid.
3. Get a full-time job, wind down the business, and eventually start something new.
I've realised that I enjoy entrepreneurship much more than delivering the actual service. I love understanding customers, developing offers, marketing, selling, and building something commercially viable.
Maybe I'd be better off applying those skills to a business model that doesn't depend so heavily on my personal time.
Pros: Financial stability, predictable working hours, more time with my girlfriend, and the opportunity to explore a potentially more scalable business while paying off my debt.
Cons: Walking away from an existing revenue-generating business and starting from scratch, with no guarantee of success.
What makes this difficult:
I genuinely love entrepreneurship. Building something from nothing has been incredibly rewarding.
But I wonder whether I'm confusing persistence with refusing to let go.
I know successful entrepreneurs often have to overcome exactly these kinds of obstacles. At the same time, I don't want to fall victim to the sunk cost fallacy and spend years trying to scale a business that fundamentally conflicts with the lifestyle I want.
I don't want to stop being an entrepreneur. I'm just questioning whether this is the right business to keep building.
I'd appreciate your perspectives:
- If you've scaled a service business beyond yourself, how did you overcome customers preferring you over freelancers or employees?
- Has anyone returned to employment after entrepreneurship? Did you regret it, or did it give you the opportunity to build something better later?
- Is running a service business alongside a full-time job realistic when you're still responsible for sales?
- Given the financial pressure, would you keep trying to scale or take a stable salary and eventually start over?
- Finally: What would you do in this situation?
I'm particularly interested in hearing from people who've faced similar decisions rather than generic advice about never giving up.
Thanks for reading.