r/ceo

One thing I’ve noticed from working with businesses is that many founders wait far too long to let go of certain tasks.

I completely understand why. No one knows your business like you do, and in the beginning, you’re wearing every hat imaginable.

But there comes a point where spending three hours on admin, emails, scheduling, or chasing people around for updates costs more than it saves.

I’ve seen business owners spend weeks trying to do everything themselves while the work that actually grows the business keeps getting pushed back.

I’m curious…

Looking back, what’s one task you wish you’d outsourced or created a system for much earlier?
Or if you’re not there yet, what’s the one task you secretly dread doing every week?

19yr old, want to start my own startup after I graduate in 2 yrs.

I have secured a founder's office internship at an amazing startup, we got 100 million dollars in funding.

Although the founder interacts with me for about half n hour a day, but I still learn a lot from my observations.

My question is, how can I maximize my learning in this environment so that I can equip myself with all the necessary knowledge required to run a business at this scale and develop the business acumen.

The founder is always willing to answer my questions and tell me about things I am interested in(or he assigns an employee to me from whom I can learn whtvr I want, like a tech guy, finance guy)

How can I make the most out of this opportunity.

TLDR: How do you maximise your learnings while working in a startup.

I’m curious how other founders handled the transition when they realized they had become the bottleneck in their own company.

I’ve been running my business for about 12 years. We started very small and have grown to around 110 employees, about $11M in annual revenue, and a consistent 10–13% profit margin. We’re a food production company with a growing lifestyle brand alongside our core packaged food business.

Lately I’ve realized that almost every important decision still comes through me. Instead of focusing on strategy and growth, I’m buried in day-to-day operations. I’m starting to wonder whether someone who has already scaled a company at this stage would be better suited to lead the next chapter.

If you’ve been through something similar, what did you do? Did you eventually step back and bring in professional leadership? What worked? What didn’t? Looking back, is there anything you wish you had done differently?

If you brought in outside leadership, what role did you keep as the founder, and how did that transition go?

I’m not looking to hire anyone through Reddit—I’m just hoping to learn from founders who’ve already faced this decision.

Hi there,

We have setup a saas product and, technically we have a well developed product and for a few months now I am struggling with sales.

I'm more of a technical guy, and I'm really looking forward to understanding and learning what sales is, how it works and how to grow the business.

I'm looking for a possible voluntary mentorship from experienced ceo, hit me up if you'd have the chance, interest, time to do this together.

Many thanks in advance!

In my market research, I recently came across a leader who’s facing a problem that I’m sure my company can solve but I’m sure my product can help.
I did a thorough research and realised that we’re a perfect match. The thing is he retweeted the issue and issued a public apology, I want to make sure I don’t offend him but also reach out cz it will be a match I’m sure

How do you recommend I do it to be safe and have 5 mins of his time