Ask HN: How do you justify taking unpaid vacation as self employed?

93 points by Markoff ↗ HN
I am working from home and my workload steadily picked up over years currently almost reaching my limits working basically full time, some days 08-18 only with few minutes break for lunch.

I always enjoyed working from home for few hours and having much more spare hours than regular employees who have to sit in work no matter, if they have actual work or no.

But since I don't wanna be potentially replaced by competition I haven't taken vacation in years (that was not problem before since I was not that busy and could rest enough every day to have free morning or afternoon) and I don't won't to refuse any projects to miss on money I can't imagine taking vacation, because I'm not gonna lose only vacation expenses, but also similar amount in lost income for every day I would not work.

Oh and I forgot to mention because of my partner company is in China I can't follow even my European holidays (while living in Europe), meaning I worked even on Christmas, yesterday and today and have only few free days during CNY and October golden week (but none of them actually as long as in China since I get anyway more tasks in advance or some Chinese will give tasks to us even during Chinese holidays).

The best case scenario would be if my partner company decreased amount of projects, since I would be perfectly fine even with half money I earn in exchange for saving half of the work hours without me rejecting anything, but that doesn't seem realistic.

So how would you justify taking unpaid vacation with family under such circumstances? As I see it now I will give family vacation, meaning wife and children can enjoy different place (beach) and I will work from hotel room, possibly finding few free hours in early morning or late afternoon and free weekend.

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> I don't won't to refuse any projects to miss on money

> I would be perfectly fine even with half money I earn

Wut? Either you're willing to work more hours and receive more money, or you're willing to work less hours and receive less money. They're literally mutually exclusive.

You can't genuinely want both things.

if I start rejecting projects they will find someone else and I will have nothing to reject in the end, not even that half I would be fine with. it doesn't work that easily that I can just limit how much work I take without repercussions (it already happened in past, but not because of rejecting reason)

and yes, there is also the money reasoning why not to reject something if it's still within my limits, although I rejected rarely some tasks, but it's like <5 out of maybe 200-300 I get per month

200-300 tasks is a lot. Do you work only for one company or for a bunch of companies. Can you drop one of the companies and keep all the others?
one company, multiple projects (but basically two main ones and under them subprojects), each has many tasks (some of them smaller doable in minutes, some of them bigger taking hours)

I could drop one project I really don't like, because how unprofessional they are, so I started to get quite bitchy about it and also refused recently task and voiced my objections about their workflow/mismanagement. I would not mind at all if they would assign it to someone else, but honestly this project doesn't take that significant portion of time, maybe hour a day and pays better than the other one per minute, like now I just finished 60USD task in 20mins

If you are accepting / rejecting work in 20 min units of work, you might want to rethink things a bit. The micromanagement level at play here would make any work/life balance out of whack.

Maybe the question to ask is — can I start bidding on work in units of 1-2 week increments? You’d still have multiple smaller tasks in that block. But that would start to give you more flexibility in how to organize you days.

in 95% of my income I'm not paid per hour/time (rarely I have tasks paid per hour, which I usually don't like), but per size of the task, I just use time/money cost for easier understanding after calculation, if I average my income my minimum hourly rate would be between 60-200USD depending on how efficient I am with certain task

and the tasks are assigned by currently 2nd biggest company in their field (over 100bln USD revenue last year), you seriously don't expect me telling them how should their multiple teams manage their tasks and workflow? I'm not doing any bidding, I have my rate and I can decide if I accept or reject task they assign to me (and pretty much all of them go first to me, then to my official backup).

working per hour/time would be worse for me, because I'm much more efficient than other people so some average 1-2 week income would be much lower than what I can get per size. and getting some fixed size for 1-2 weeks would be still pointless because all these smaller tasks have usually deadline within 24hrs, many less than 12hrs. they have vry strict daily deadlines and you can do nothing about it

anyway I was not complaining about my job as most of the commenters picked up, I am happy with with how much I earn for work I do, I would just prefer to have less work, but that's not really an option unless I would subcontract someone working for me, but anyway I would need to check up on their work and it would bring lot of paperwork. if I would start refusing tasks regularly to lower workload they will just find someone who will not refuse, because they need consistent results.

so I was basically asking in my OP how to manage vacation with such schedule/circumstances and how people without fixed monthly income justify taking days off and letting the money go

Think hiring people might not be as hard as you think. I've done consulting for a company in Shanghai and there was minimal paperwork as we both were professional about it, set expectations clearly, and documented them. There would be some checking but you've got some margin with 60-200USD hourly rate, if you can start to outsource some work then checking it will become less of a burden. With deadlines, having someone in a different timezone may help. You can also outsource some of the paperwork. You might want to consider this regardless of time off, because you sound like you could probably make more by taking a break and also looking for more clients. If you have someone you trust then you won't worry so much about losing the existing client.
Friend, if they expect to be working 12 hour days, 365 a year that's the best thing that could happen. You have talent, you can find other work, work that's not killing your life, your relationships with your wife and children. Get out now.
> if I start rejecting projects they will find someone else

... Which you're basing on:

> it doesn't work that easily that I can just limit how much work I take without repercussions (it already happened in past, but not because of rejecting reason)

If it's true that they won't accept anything less than 12 hour days with zero down time, then you're better off working elsewhere.

it's not 12 hours day, on bad day (usually monday and friday) is 8-10 hours of actual work, on good days (which are very rare recently) 3-4 hours, but usually I work between 5-7 hours (with some gaps between) plus I have free weekends most of the time and maybe 10 days of Chinese holidays spread over year

If I worked as full time employee here in Europe, I would spend 9-10 hours in work each day including commuting but with lot of spare time just sitting/resting in work plus 5 weeks of paid vacation, but also my salary would be like 20-30% of what I have as self employed working from home, nobody can offer me what I have in this company, so I wanna bank on this while it's available, because I'm sure it won't last forever (though I had this attitude already years ago and I'm still doing it with more work)

my main (if not only) issue is lack of continous vacation, I was just asking in OP how to justify taking it under these circumstances, if you are willing to spend let's say 4000USD on short vacation and another 2-3000USD on lost income, if I didn't work in hotel room. I just can't justify completely stop working even without worrying to be replaced

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4000 USD is a fairly lavish holiday.

I consider myself fairly well off and that's roughly what I'd spend in two months.

I've had a few vacations turn into work trips. It's really easy (at least for me) to work a lot in the morning and spend the late afternoon at the beach, park, or museum.

If all you need is a laptop and internet then there's nothing stopping you from an entire month at a vacation destination.

But is it really a vacation, if you MUST work in the hotel room often? (not just rarely)

Losing pay isn't so important at all, if you have enough for your family, and your pay shouldn't depend on taking merely 20-30 days vacation an year .. with your skills you can find very well paid european remote jobs with much better vacation

Maybe you can inform them well in advance (say, 2 months in advance) that you will be on vacation so they can plan ahead? If they like you and your works, they certainly have no problem rescheduling stuff so you can take your vacation, no?
Your job sucks. You should stop it immediately and find something else to do.
Justifying taking time is easy, doing it is a little harder for a lot of people. But justifying it, if you don't take time for yourself you will implode (fail) and when you do you will lose your client(s) and all your income. It is seriously that simple.

While I know it is that simple to justify, all of us that have been consultants where our money is dependent on our time understand where you are coming from, so you aren't alone in this. Based on your description though it seems like you are scared of your client taking work away, if true, this is a horrible client to have. The best way to solve this issue is to find a new client. I am a little confused though as you also call them a partner company so I am unclear what your relationship is, but either way it sounds unhealthy and you need to change it. Either you need to set new expectations and new boundaries or you need to find a new client and get away from them.

I always set boundaries at the beginning of an engagement, and I would always set the expectation that if a contract was 3 months or longer that a developer would take around 2 weeks of vacation. So even if the dev didn't take time during that contract and did it after or before, the expectation was there so everyone was on the same page. Plus good clients don't want you to burn out because then they lose out on your services too. When you have a client that doesn't respect you and you've allowed them to dominate you it will never end well. You have to set clear boundaries and expectations early on, doing it later is possible but it isn't easy.

Basically, if you don't fix this soon and take a little time, you will fail by burning out which is much harder to overcome at that point, and can take much longer to recover as well. So best to address this now and not wait.

I'm quite sure they would not replace me just for one vacation per year, though personally I would also prefer to work less overal and in that case I'm not so sure they would not find rather someone else, because this job requires extreme consistency in results.

And besides quality I guess one of the main reasons why they stick with me for years (because they sure could find someone cheaper) is very fast response time and basically zero downtime.

All in all I didn't complain about job, I just complained that my workload is more than I would prefer and can't really do much about it. But mostly I was looking for recommendation what would be the best way to take vacation under these circumstances, if I should just take vacation and work during vacation, hoping to find few free hours in morning or afternoon or sacrify completely lost income (though I think that would make me uncomfortable knowing I am doing nothing throwing money I could earn out of window and someone else is earning them possibly building position for himself to replace me).

Increase your hourly rate until the demand for hours decreases to the level you prefer.
That works if the OP has many different customers. But the easiest way to raise prices is with new customers.
If OP has only one customer they do not work for themselves, they work for that customer and have a job - regardless of what they like to tell themselves.
I'm not sure this logic follows. I generally take on one client at a time, sometimes for many months (even years, on occasion). I've ended gigs that I was unhappy with, and I've stayed on contracts for extended periods of time.

I still make my own hours and have relative freedom to operate how I please, despite only having one client at a time.

Your mother-in-law says you keep erratic hours and job hop a lot.

Your resume says you own and operate a consulting business.

Six of one, half-a-dozen of the other
Sounds like the same thing I do at jobs....
That's nonsense. I know plenty of 20K / month consultants that work as contractors, one project for one customer, a couple of months later for another. The shortage of qualified people at that level is such that they have the jobs for the picking. They are self employed in every way that matters, to the tax office, their customers and their bookkeepers.
But in those cases they do have multiple customers, serially. That is still regular market dipped into where pricing can be tweaked.

Working as a contractor for a single company for very long periods of time (say 1+ years), is a very different type of relationship, even if the mechanics are similar. I suspect that's the type of relationship that was being referred to.

It's a different relationship, but it is still not the same as being employed. The people here equating the two are either clueless or disingenuous, I'd hope for the former but I fear the latter.

It's easy to piss on those that manage their one person business over multiple years from the comfort of an actual employed situation, and it is equally easy to piss on them from the position of the manager or early hire of a business with a lot of employees and a lot of customers.

But the amount of responsibility that typically lands on the shoulders of these one man operations tends to be disproportional and they deal with those responsibilities in a much better way than many of those large companies. The main reason that they stay in business in the first place is because they tend to be good at what they do, and reputation damage being what it is in that world the first job you fuck up may well be your last.

That’s about like people who are so proud to be a “business owner” because they bought a franchise and now work 60 hours+ a week and never take time off. They aren’t “running a business”, They bought a job.
The most important person is you, and you need to take care of yourself, first.

If you’re close to 100% and not burned out, when working, you’ll thrive.

I only learned this 12 years in. I’m on year 16 now.

How do I 'justify' taking unpaid vacation?

For me the question is entirely reversed. I have to justify to myself giving up my time for a client or employer. The natural state is for me to fart around, I wasn't put on this planet to commute to a cube.

I do it because it allows me to achieve my goals - things like having fun experiences, donating to charity, helping out family and friends, being a useful human.

If I did it 24/7 then those goals would fade into irrelevance because I'd have no time to pursue any of them.

I had wrote a longer post, but I've edited it, because I think really this is the key take-away. Do you work to live, or live to work?

There are alternative employment opportunities out there. You shouldn’t have negotiate for time with your family - this is a form of bullying by your employer.
The OP is self employed.
Not sure if it was intentional but GP reframes the situation -- one would not tolerate that behavior from employer, why tolerate it from one's self?
not with income I have, I earn 5 times my city average income and 2-3 times my position average income and I'm prety sure this won't last for much more years, so I want to bank on it

if I would earn much less I would value mu spare time much more than I value it now currently with this opportunity, I don't know anyone who bought their first apartment without mortgage and help of parents in my age and is planning to buy second soon in same conditions

I'm sure you did think about this, but are you calculating this 2-3x fairly? I notice many people don't. Especially (disgruntled) EU people who think they make very little compared to their US counterparts in tech. In the EU, when you are comparing your self employed income with published averages for your city for that position, you are usually comparing apples and pears. When self employed, you need to deduct a lot of things that are automatic when you are not self employed; depending on which country in the EU you live in, we are talking about pension plan payments, healthcare (insurance or similar which is mandatory in most EU countries in one way or another), vacation money (which is what this is about), insurance for when you (for some reason) cannot work anymore or get fired (which I don't think is in all countries, but at least here that's included), sick day money, 13th month (mandatory in some countries), bonus, social benefits, car (if needed), computer, phone, home office, travel cost (if needed), taxes, etc. I have been making 'US type' money being self employed for decades, but if you count all of the above, I don't make that much more than what a similar position does in my EU country with a regular job (comparing just the numbers, I make 2.5x more and that 2.5x is almost exactly all the above costs). Still I like it better, so I will never stop. Sure you can choose to ignore many of these factors, but then it's simply not a fair comparison.

Also, and again, i'm sure you thought about this, but for the other people reading this; in the EU in many (all?) countries, if you only have one client as a self employed person, the state could see you as an ad-hoc employee of that company, which means that that company actually has to pay for all kinds of taxes/social security (depends on the country) and if they don't, you will have to. This would 'ok', but in many countries I have worked in as freelancer or self-employed, paying these like that are far higher than if you manage it all yourself.

This sounds like you only have one customer. That's your problem. If you had six or seven customers, you would have leverage to negotiate with them.

As the situation stands, you would be happy with less money for less time -- that means that you might be in a position to hire an employee to do some of the work for you.

I think you missed that I'm already at limits of my workload with one customer (no time for more) who pays me more than competition (even per task they could find cheaper people), actually my local competition without this contact I have because of my past relations charge basically half of what I charge and yes I am considering subcontracting someone, seem like best solution, but I'm still avoiding it until I can manage it by myself
Useful heuristic: if you can't afford the risk of a vacation and the time to find another gig, you are self enslaved, and not self employed.
For a Christian, the same situation could simply be trusting in Divine Providence and not in ourselves or others for security (which so often fails us anyway). In that case, it would be a virtue.
Huh? Could you explain with more detail what you mean?
FWIW I'm a Christian and I can't make out what he's getting at either.
The more you trust in God, the more he will make it clear that your victory is caused by him, and remove all possibility for the explanation that it's just a coincidence, or that you're doing it on your own.

When Gideon went up with 30,000 soliders against the Midianite army who had 65,000, God didn't want any of them thinking they would win because of their own skill or strength. So he had Gideon tell the cowards to leave, and there were only 10,000 left. Then God had Gideon tell them to drink at the river, and the ones who rested leisurely next to the river and drank sufficiently, he told them to leave. The rest who ran around and drank hurriedly, ready for battle, God said to Gideon, "that's your army." Only 300 men. There's no human way they could win, but of course they did win.

Jesus fulfilled so many prophecies that there was a 82 x 10^120 chance that anyone could fulfill them all. But of course, he did fulfill them all.

Our God is the God of Unlikeliness.

Samson didn't always need extra strength. But at exactly the time he needed it, it was said that he was filled with the spirit, which meant he didn't have strength, but at the exact moment he needed it, God gave it to him, and for no longer than that.

God does not do anything uselessly. God does not give extra. He gives just enough, to prove that our victory comes from him, and not us.

If one has total trust in God's Divine Providence, he may find himself in a situation where there's no earthly way his needs will be provided for, and then suddenly, at the last second, God will provide. Many of the Saints had exactly this happen to them.

St. John Bosco, about 150 years ago, needed a certain sum of money by a certain day, or everything would be closed down, and had no way of obtaining it. The very day he needed it, a man came in as the Saint was praying, and offered exactly that amount of money as an alms, not knowing about the situation.

About 80 years ago, Venerable Fulton Sheen went on a trip to visit Lourdes in honor of Our Blessed Lady, not having enough money for the hotel or to get back. But he asked her to take care of it. And he chose the best hotel, figuring if she could obtain a miracle, she could obtain a small one just as well as a big one. So he went and stayed for 9 days, just as long as a Novena, and on the last day, at night, when he was beginning to wonder how she would take care of him, as Fulton Sheen was praying in the garden, a man came up and asked him to accompany his family who were touring. He also said, "have you paid your bill?"

And time would fail me to mention similar stories that happened to St. Francis of Assisi, St. Benedict, St. Francis de Sales, St. Theresa of Calcutta, and many others...

Our God is the God of Last Minute Victory, lest anyone think it was his own devising or cunning or planning or scheming that gave themselves the victory.

If a person had trust like these great Saints, they might find themselves in a situation where they're living paycheck to paycheck, with no savings, no retirement fun, no backup plan, only barely enough money for their essential needs of life, and no guarantee of how long the work will last, and yet this lasts for years.

Because God works all things for the good of those who love Him, and God works with those who love Him for the good of all things.

Got you, thanks.

>there was a 82 x 10^120 chance that anyone could fulfill them all //

That's a very specific figure, I'm curious where it comes from, or is it just a hyperbolic way of saying "infinitesimal"?

Back to your original:

>In that case, it would be a virtue.

I think that it can be virtuous to trust when one is in the direst situation to the providence of God (or maybe the providence of those God inspires?) but once one has their daily needs I don't think God intends for us to dispense with basic economies and - for example - not pay in to a pension, or save for the future.

> That's a very specific figure, I'm curious where it comes from

I think it might have been from https://www.youtube.com/watch?v=RQObnw9A6A8&list=PLHr17i6CU5... but either way, it comes from the number of prophesies and then some statistical math.

> I think that it can be virtuous to trust when one is in the direst situation to the providence of God (or maybe the providence of those God inspires?) but once one has their daily needs I don't think God intends for us to dispense with basic economies and - for example - not pay in to a pension, or save for the future.

God wants people to give back to him according to their faith.

"The point is this: he who sows sparingly will also reap sparingly, and he who sows bountifully will also reap bountifully. Each one must do as he has made up his mind, not reluctantly or under compulsion, for God loves a cheerful giver. And God is able to provide you with every blessing in abundance, so that you may always have enough of everything and may provide in abundance for every good work." (2 Corinthians 9 - https://www.biblegateway.com/passage/?search=2+Corinthians+9...)

To those who want to go beyond regular virtue, Jesus says: "If you would be perfect, go and sell all that you have, give to the poor, and come, follow me." (Luke 18:18-22 - https://www.biblegateway.com/passage/?search=Luke+18%3A18-22...)

It all depends on a person's faith. The more trust they have in God, the more God is pleased, and God refuses to let anyone down who trusts in him, so he provides everything they need in life. People like St. Francis of Assisi and St. Benedict gave up all material possessions and trusted solely in God's Divine Providence, and God not only provided for their daily needs, but also testified to their love for him by granting many miracles to them (which were never selfishly asked, but always for the sake of helping neighbor).

Here's a story about God's Divine Providence to St. Benedict: https://archive.org/details/DialoguesGregoryTheGreatPopeSt.5...

Similarly, St. Anthony of Egypt (one of my favorite saints ever), who gave away everything taking Jesus's words literally, it's an amazing story and relatively short: http://www.newadvent.org/fathers/2811.htm

For me, God would not be pleased for me to abandon my way of life and sell all that I have and give to the poor, because I'm the sole provider for a wife and 6 children. But these were single men who were not responsible for anyone, so they made themselves responsible for everyone, praying and doing penance for the sake of all those who won't pray and do penance for themselves. They sold all their worldly goods and purchased spiritual goods, they bought the spiritual field for the sake of the spiritual pearl buried in the midst of it.

No, I'm pretty sure that in this case you're just trusting in others for security and trusting that they won't overwork you. Unless you're doing work for the Church, I'd say it might be unwise to conflate your client with God.
I’d say even if you are working for the Church. Account for it as pro-bono by all means, but it’s still work commissioned by human beings, no matter how divinely-inspired they might be.
> I don't won't to refuse any projects to miss on money I can't imagine taking vacation, because I'm not gonna lose only vacation expenses, but also similar amount in lost income for every day I would not work.

Sounds like you are being consumed by greed and fear.

Would your clients allow you to subcontract the work out? That way you can keep taking the full load with minimal additional work.
it should be possible, but it's too much hassle to organize it just for vacation, while I can still manage workload
The purpose of work is to live the best life you can live in pursuit of your values. Money is necessary component of work, but not the essential factor.

> I'm not gonna lose only vacation expenses

By framing spending on recreation as a "loss", you have foreclosed your mind from even thinking about it rationally. Recreation is essential to man's life.

> also similar amount in lost income for every day I would not work.

Again, you are framing the issue in terms of loss. Money you don't make while on vacation is not lost income--it is not a thing you have that you lose. It is merely unearned.

> unpaid vacation

There really is no such thing as "paid vacation". Vacations are never paid for anyone. Some people have "holiday pay" or "PTO" or "vacation hours" or "sick hours", but those are all misnamed--they are earned from working and are factored into total compensation (all benefits are paid for by the employee's wages; greater benefits mean lesser wages).

> As I see it now I will give family vacation, meaning wife and children can enjoy different place (beach) and I will work from hotel room, possibly finding few free hours in early morning or late afternoon and free weekend.

Why do you think you are unworthy of vacation, that it is something to only be given to others? And, in practical terms, your plan will almost certainly lead to resentment and regret between you, your spouse, and your children. You will be thinking of the experience as a loss and sacrifice, your partner will feel lonely (the purpose of vacation is to recreation and rejuvenation of oneself and one's relationships), and you will miss out on shared unusual experiences with your kids.

The first question isn't how to justify a vacation or what kind of vacation to take. The first question is: Why do you want to take a vacation?

Am in similar situation. Working remote as a contractor, nearly full time. However I do observe my local holidays and take at least a whole unpaid month off per year.

There are two very good reasons for it - one is family and the other is my health. No amount of money can replace not being around my wife and child. The other reason is health (both physical and mental). I am of no use to anyone if I am burned out and half crazy. If your current partner company doesn't understand that - GTFO.

To avoid burnout and still be "able" to work in the future? I agree with the sentiment that "justifying" time off is coming at it from the wrong angle.

Work/life balance is important. We can only go so long before our quality of work begins to suffer, along with our mental health.

Seek out more clients, raise your rates, and sub-contract the more menial/unpleasant parts of what you do, would be the ways I would look at addressing this.

If you only look at life as a balance sheet, you will only experience life that way.

When I contracted, I set my rates and anticipated annual hours to include (1) holidays (2) vacations (3) a bit of sick time (4) un-paid work (like finding new clients). I could always make more by working more, but I didn't want to.

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It's really no different that a salaried job. I could take "vacation" from a salary job to work on a side-gig, but I don't because that would be exhausting.

Budget for money, budget for time off, take the time off.

that's rational approach except I am not paid per hour, but per job, not that it would change things much, it all comes down to that if I know there are money to earn I don't value my spare time at as much as I earn, especially considering that this won't last longterm and when it's gone I will have plenty of time doing nothing (read working as regular employee for peanuts) with no option to earn that much

in regular job as employee with fixed salary you have paid vacation by law and it's standard for almost all employees, same as it's standard that almost none of them work during vacation and local bank holidays and most of their salaries are shit

in recent months I earn on average 5 times more than is average income in my city (even more if you consider median), so you can see my conundrum why I don't want to give up on such income even during vacation. if I would be earning as much as majority of people, even majority of people in my field (still more than double) I would care about lost income during vacation much less than I care in current situation

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but this still doesnt make much sense: if you just count your spare time normally, you can still get 4-4.5x (and probably more) than your usual pay .. honestly 4x or 5x matters less than normal time

I've also had similar contract once .. and I think

1) it's absolutely not so unique: you can probably find many other well paid remote jobs 2) don't focus too much on the banking thing

Automate your job and where you can’t, just delegate work remotely to workers in other countries such as Romania, Bulgaria, Ukraine (you can find cheaper good quality labor in this countries). Remove all the references so you don’t get undercut and forward all the finished work as if you did it yourself. You’d still have to “approve” the work but that’d take way much less of yout time.
my job requires knowledge of local language/market, so I can use only people from my home country
When you get cancer or some other malady from what you're currently doing to yourself, you'll wish you'd have justified that vacation. How do I justify it? By any means necessary to avoid the cancer or other malady that stress is guaranteed to give me.
If you can justify taking off 80-128 hours out of 168 per week, surely you can justify taking off 10 out of 365 days in a year.
If you are working for a single client and have such micro management that your work is subdivided into tiny tasks and feel that rejecting it would be an issue, then you are not really self employed, you are a remote worker...

Normally the typical advice when someone who is self employed has too much work is for them to raise their rates, but this works much better if you have more than one client since that does mean that you still have some clients to fall back on otherwise...

For your specific situation, I'm not sure what to say, apart from advising you to try to get out of this situation by 1) finding other better paying clients and 2) slowly reducing the tasks you do for your current client to the more value added tasks.

+1

Also note that without some vacation you are slowly drained which leads to less productivity which leads to no contract renewal. Burnout is also a real risk.

I would use the vacation to perhaps find a 2nd customer even if for a few billable hours/month, just to start another business relationship...

I've been self-employed for 20 years, and the idea that I would need to justify vacation is honestly a bit foreign. I assume that I'm going to be taking vacations, and if a customer has specific availability needs, then that's just something that needs to be negotiated. If a potential customer would only accept continuous work with no vacation, I imagine I'd pass. It's important to bill at a rate high enough that unpaid vacation is covered, and bench time between gigs is covered. (After all, employers budget for their employees to take vacation, so you should also budget similarly.)

When you bill by the hour, it's natural to start thinking of everything in terms of lost time and money. And I actually think it's reasonable to think about the cost of taking time off, but if this is keeping you from taking vacation and spending time with your family, then you are severely undervaluing your time off. You can think of time off as a sort of cost, but it's a very small cost compared to the value it provides.

I don't have experience with working for customers in different cultures and across international borders, so I'm afraid I don't have any insight there. If I was in that situation, I think it would still come down to negotiating the vacation that I need.

I also don't have much experience with juggling several (>2) projects at once. In my experience, people seldom need just a little software engineering. If someone wants some software engineering, they usually want a LOT of it and don't want to compete for your time with other projects. So I tend to work on one project at a time, take vacations, and when the gig comes to an end, I look forward to taking a few months off to study.

So I suppose if I was in your shoes, I would insist on vacation, and not worry too much if I lost a customer that wanted to burn me out. (I acknowledge that working in the software industry puts me in a rather privileged position where I can be picky.)

Sounds like you're being willingly worked to the bone.

As far as I'm concerned, the point where making more money doesn't increase your quality of life but reduces it is where it needs to stop and you look well past it. The point of self employment is not having to justify your life style, including vacations.

If I were you I'd look for a different employer or rework my business and split my time between a number of them.

I've been on the other side of this managing a team of developers that was a mix of employees and contractors. The contractors would coordinate with the project manager to schedule their vacations.

Obviously, you need to discuss this with your employer (I call them 'employer' because they are your only gig and full-time). I doubt they expect you to never take any time off, so it shouldn't come as a surprise and they should respond rationally if you approach it with no immediate deadline. For example: "sometime in the next few months I'd like to schedule some time off and I want to work with you to ensure minimal disruption to the business." If you are willing and it would be helpful to them, you can offer to check email once a day while on vacation for any urgent blocking issues.

You mentioned being worried about competition usurping your work if you take time off. It's unclear if you're doing work where there are instant drop-in identical replacements to you readily available. Since you're wall-to-wall busy with work it seems that your role is important and you mentioned that you'd take less money for less work, so you're pretty well-paid. I guess I don't understand because roles for which there are instant drop-in identical replacements aren't usually high earning. If what you do is so mission-critical that they'll have to replace you with another contractor if you're unavailable for a scheduled-in-advance week, then it's likely you have job-specific knowledge and skills that can't be easily replaced by a new contractor in a week. Which is why they should be willing to work with you to coordinate your vacation and minimize disruption.

This subject probably requires it's own HN post but let me just put this here since it's on my mind.

There is a hierarchy of ways that you can provide value to a client. I call it the TKPV ladder. Each letter represents what you provide in return for compensation.

T stands for time. At this level, your client pays you by the hour, day, week, or even minute. Your value is measured by the time you put in. This is the lowest rung of the ladder. While you have some control over your allocation of time (as opposed to with an actual job) this is not really much different in principle than working at Walmart or Starbucks. You are a wage slave.

The next step up on the ladder is K, which stands for knowledge. If you can promote your relationship with your clients to this rung, your value becomes the knowledge, experience and ability you bring to the table, which is measured by its value to the company, not by the number of minutes you've slaved at a task.

The next rung on the ladder is P, which stands for product. At this stage, you transition from selling knowledge and talent to selling a specific product or service that wraps up the knowledge and talent that you and your team have acquired into something you can sell to a customer, hopefully without too much customization. And then sell to another customer, and so on. If you reach this stage, you have productized your value in such a way that you can produce and sell it at scale.

The final rung in the ladder is V, for vision. At this level, you take your vision for future products and services to people who are in a position to provide you capital and support to expand and scale your reach to its maximum potential.

In my Consulting business, when I deal with clients, I try to keep this hierarchy, TKPV in mind, with the goal of moving up the ladder at every opportunity.

That's a really interesting insight thank you.

I am just putting some thoughts together for what we ought to be doing for the big Enterprise SEO client we mostly work for.

I hope you wont mind if I borrow this

Please borrow it. In fact, steal it.
Sorry if I am being that explicit but I would consider myself a slave, not a self-employed, if I had to follow that work rythm you just described
To avoid burn out. I always take 1 week of vacation per quarter and don't work more than 45 hours per week. As you get older your time is more important than the next dime. You can't take money with you after you depart this life.
Why not hire someone who can take a bit of your burden?