Ask HN: Bootstrapper on the brink, what to do?
The problem? I have a fulltime job. I cannot do awesome at both. Burnout is a very real possibility. My choices are:
1) Continue to fight the bootstrap fight. My calculations show that in 6 months I will reach the point where I can pay all business expenses plus my salary full time, so I can quit my dayjob. If I make it through to this other side, I have my dream. 100% of a business, and full control of my destiny.
2) Go raise a seed round. On a few 100k, I could hire a few employees + quit my day job, and really kickstart the entire thing. I could add 2-3x the features in the next year of what I could in #1 above.
3) Compromise. Somewhere between choices 1 and 2. My projections say that for 50k I could quit my day job and make the plunge (hiring no extra staff). Then in 6-9 months, I could start to hire. It would be less stressful than #1, but slower growth than #2. I have a few options for funding. I can pull it out of house equity, I can borrow from friends and family, or similar.
For a brief summary of where the project is at.. it is a b2b SAAS app. Currently bringing in $1500 per month, and has grown roughly 100% for the last 3 months ($350 -> $700 -> $1500). Not expecting quite that pace to continue, but I have a pretty big backlog of customers I cannot fully get going with my limited time.
Smart people tell me #1 is sweet. To come out on the other side of a new and growing business with no debt and a profitable business. But if a seed round is going to cost me a few % of my ownership, I am right now (in the pile of work I have in front of me) having a hard time caring about 5-30% of my company. I mean 95-70% of a lot of money is still a lot of money.
Increase your price. This may reduce the number of customers but increase the profit margin, thereby cutting back on the hours required of you and making the transition from job to business owner more manageable.
Find ways to somehow free up time. This does not necessarily need to be in the form of business automation, though finding some ways to automate pieces of the business to lighten your load would be good. You could also look at your overall life and either do things like hire a person to mow your lawn or just simplify things in some way.
Take better care of yourself. Eat better. Improve sleep hygiene. Join a gym or fit more walking into your life. If you have more to give physically, this pace becomes more sustainable.
You seem to feel a bit trapped, like the business has a life of its own and you cannot corral it. Try to reframe the problem as one of you needing to get this dog on a leash and teach it some discipline. That approach has the potential to give you the breathing room you need to grow it on your own terms.
> Increase your price. This may reduce the number of customers but increase the profit margin, thereby cutting back on the hours required of you and making the transition from job to business owner more manageable.
For sure, I am not entirely sure what the right pricing move is. I could likely do a 25-50% bump and end up better for it.
> Find ways to somehow free up time. This does not necessarily need to be in the form of business automation, though finding some ways to automate pieces of the business to lighten your load would be good. You could also look at your overall life and either do things like hire a person to mow your lawn or just simplify things in some way.
For sure. Today we just figured out "order groceries from the internet". Going to be a process,but every extra hour helps a BUNCH right now
> Take better care of yourself. Eat better. Improve sleep hygiene. Join a gym or fit more walking into your life. If you have more to give physically, this pace becomes more sustainable.
My running has gone from 30 MPW to 5 MPW. Thanks for the reminder, I shall go for a run in a bit.
> You seem to feel a bit trapped, like the business has a life of its own and you cannot corral it. Try to reframe the problem as one of you needing to get this dog on a leash and teach it some discipline. That approach has the potential to give you the breathing room you need to grow it on your own terms.
This is genius
Would love to hear a follow-up at some point, even if just privately by email.
Best.
Also, as others said, you might be able to find a small business loan since you already have cash flow, via traditional or other methods (online lending).
Doubling MRR each month + reaching your day job exit in 6 months, keep at it bootstrapping.
Use some of your SaaS revenue to hire a support person/developer, what ever is taking the most of your time. Start delegating, even if it costs some of your income. Basically you're self funding and getting things setup to run without so much of your time. You could even push out quitting your day job beyond your target goal amount (SaaS expenses + salary) once you have some contract employees to free up some of your time.
Spending some money to buy back some of your time sounds like what you need. So start hiring some contract employees/freelancers to handle what you can delegate to free up some of your time.
Congrats, go with option 1, do NOT take funding, do NOT hire full time employees, focus on growth/marketing, delegating and only features users really need.
Good luck, circle back around and let us know how it works out.
I do have a part time support person I am paying with "profits" (I am profitable as long as I keep working for free). So yes this is 100% where I am putting my money for a while, not for development.
Reading your other comments it does sound like you could use cash/credit to increase your google ad spend and onboarding more customers faster that would be a good use of funds. Could you hire another contract employee to speed up getting people on board?
If you can get signups from your adwords spend who sign up as paid in less than 30 days you could increase your spend in adwords on a credit card paying the balance each month to avoid interest charges. Stream line your on-boarding process to get customers on board.
Adwords can go from printing money to shredding money pretty quick so use caution of course. But I think funding extra adwords with a credit card would be a nice way to grow signups if you can speed up your onboarding process.
On bootstrapping . . .
Being able to set your own pace, call your own shots, don't give that up.
Inspiration: DHH Startup School Talk https://www.youtube.com/watch?v=0CDXJ6bMkMY
He also talks about limiting your work hours each week, give yourself blocks of time to work on your SaaS so you make the most of your time when it's available.
Feel free to email me if you want to bounce ideas around through email . . . HNusername at gmail.
Has been an interesting journey for sure. Have not really planned it to happen, just did my best at each phase, and it has always been "enough". We will see how long this baby goes...
Hard to say which to go with but I think it's worth taking a deep look how feasible each is.
#1 sounds good, it seems to be less risk with highest reward. And you say this is the one option that is a dream. But if choose this how likely is burnout? If it truly is very likely, then take that under consideration. Burnout is real.
#2 The appeal of #2 depends on your background. Do you know a few investors you can relatively quickly and easily meet with that could give this business/you flying solo a few 100k seed? If yes, maybe just take a coffee or two and see what they say. No harm in that and you will get feedback and know the cost of this option. If you don't know investors, then raising a seed round will take some time and energy. You would have to put other things on hold while you spend time doing this and without knowing what the outcome will be.
#3 Could you hang on 3 months and go with #3? You say 6 months to get to cover expenses. Is keeping the current pace going for 3 more months, evaluate again, then borrowing a small amount just for the final few weeks possible?
Best of luck.
I have personally been an early employee at a venture funded start-up that ultimately didn't succeed soon enough at paying customer acquisition and ended up selling intellectual property for only a bit more than it cost to develop it. And, then I took a go at the solo bootstrapped thing like you have been doing. I developed an enterprise type web app for a particular industry and have had potential customers tell me that is really cool and premium but their felt need wasn't sharp enough to make room in the budget and spend meaningful money. So I know what it is to build something and not get to a good market fit with paying customers.
In looking at your situation it would seem critical to understand the backlog of customers that you mention.
Are these customers who have already committed money/signed contracts? Or, would these be considered more like warm prospects?
How long are they having to wait between decision and implementation? Do customers in this backlog know what kind of wait time they are facing under your current solo part-time commitment? Are they willing to wait? Or, are you losing customers to other competitors or internal solutions because of the wait time?
What is the dollar value of your current backlog? If for example it was another $2000 in monthly revenue that is committed but at risk if you don't deliver fast - I would encourage you toward greater commitment try for a small business loan or take on your more personal sources of investment that you mention in option 3. On the other hand if the backlog is something more like $500 in monthly revenue I might suggest that you continue with #1 because your growth curve might already be slowing down.
> Are these customers who have already committed money/signed contracts? Or, would these be considered more like warm prospects?
Say a customer I have talked to on the phone or otherwise convinced to sell. Need to do a little discussion and a little work, and get them set up. I vetted them as a real customer, and they vetted me as sounding interesting. Historically at least a 75% chance to pay at this time.
> How long are they having to wait between decision and implementation? Do customers in this backlog know what kind of wait time they are facing under your current solo part-time commitment? Are they willing to wait? Or, are you losing customers to other competitors or internal solutions because of the wait time?
1-3 week range. I don't think I am losing a ton.
> What is the dollar value of your current backlog? If for example it was another $2000 in monthly revenue that is committed but at risk if you don't deliver fast - I would encourage you toward greater commitment try for a small business loan or take on your more personal sources of investment that you mention in option 3. On the other hand if the backlog is something more like $500 in monthly revenue I might suggest that you continue with #1 because your growth curve might already be slowing down.
Closer to $500 in backlog. Here is the part of the story that perhaps I did not express fully.
1) I am spending like $20 a month on google adwords. I have some very hot words. I could up it to $20 a day, and probably get 2-3x the new customer flow I do now. I do not, because my backlog would go insane. Perhaps I should do it anyway though :)
2) I have some complex customers I am turning away. They would be good for pretty good money (perhaps $500 MRR each), but I cannot yet deal with them. I know part of a young business is turning away things that are too much work, but if I scaled up and had money - I totally know I could deal with them.
So I think more than the raw backlog leaving money on the table, is #1 and #2 above leaving money on the table.
Next you should validate your intuition that spending relatively modest amounts of money on adwords will double or triple your flow of customer leads. If that hypothesis holds up under real world testing then you have a business and need to transition as quickly as possible! Even if that means taking on an investor.
In most b2b environments I have been exposed to a 1 to 3 week wait time is not a deal killer if you have something they want/need.
I think I might deal with customers in the wait time transparently. I would tell them something like the following.
We are growing like crazy and our backlog for setting up and training new customers is about 2 to 3 weeks. Please be patient with us. We believe each new customer needs some personal attention up front to make everything go smoothly and ensure that we are set up to serve you well over the longer term. Obviously we won't start billing you until you are completely set up. If for some reason it takes longer than 3 weeks to get you set up we will give you a free month of service at the end of your first year.
Unless you have pretty exceptional circumstances, I think you're also pretty optimistic in assuming that a few hundred thousand dollars will only cost you a few % of your company.
One word of caution would be that a lot of the numbers we see for seed financing apply to companies that have gone through high-profile accelerators like YC, or that have founders who have previously made money for investors.
The bigger concern is that if you hire, the profitability number you need to hit can change radically. Raising to hire is a very easy way to put your company on a funding treadmill.
The funding example I gave was for a non-incubated startup. But it is my n=1, so not totally sure that is out there.
100% agree on the hire and funding treadmill. I would only take funding if it is reasonably sustainable. If I would end up hiring 2 people and in 6 months we have had less than projected growth, I would lay them off to keep the company alive. Sucks for the hires, but part of the risk of startups I think. I would not hire 14 people that I need funding to employ.
This is totally a valid thing you should bring up in an interview though. I would pass over you, but I can totally see many others agreeing with you.
And he's saying the alternative in this scenario is "cofounder", in which the would-be employee takes on a job that may disappear and is compensated for that fact by getting significant equity in the company.
If you want a really safe job for 20 years you would join the government or a fortune 100 type company. Does the 2nd and 3rd employee ever think his job is as secure as working for a fortune 100?
Either way, I think you're going to find that outside funding on the scale you're contemplating is much less magical than you think it is. It's going to be harder to close than you think, and it's going to do less for your business --- at least, if you really do mean to do all the things you need to do to stay off the funding treadmill!
There's no reason you can't get on the funding treadmill and sell enough of your company to get a "runway" to the next round of funding. Lots of successful businesses are built that way. It's harder, however, to think of bootstrapped businesses that have leveraged small seed rounds tactically the way you're thinking of.
You may also find that it's difficult to raise funding when one of your "use of proceeds" bullets is "enables me to quit full time job". People who invest in startups are largely driven by signals, and a pretty important one is "founder believes in the business enough to have dedicated themselves to it full time for some time".
> I have a pretty big backlog of customers I cannot fully get going with my limited time.
What is it that they need that demands so much attention? Is there any way you can automate that so you can be more hands-off?