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Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @01:34PM (#22377356)
This article had more detail and substance than I usually find on TechCrunch or startup coverage in general. I do want to point out two things that bothered me in the article:

1. Using the word “raise” when talking about financing via debt seems inappropriate and very start-upy. This is a low cost of capital line of credit, is it not (due to their infrastructure and broad customer base)?

2. Why in the world are statements like this not met with scorn? “... scale to $1 billion in revenue in the next five years, and it will become free cash flow profitable (something the CEO also referred to, loosely, as profitability) in the next two.“

On point #2 - thats NOT profitability. Thats called “Cash Flow Positive”, and its an incredible achievement, but definitions matter. In my opinion, “cash flow profitable” isn’t a real thing (its “cash flow positive”), but the real issue is - cash flow positive ≠ profitability.

Edit: On why definitions matter, recall WeWork “Community Adjusted EBITDA”.

Edit #2: The Author knows that the CEO is making stuff up, which is why this bothers me. It’s evident by the parenthetical disclaimer, “...(something the CEO also referred to, loosely, as profitability)”.... Then call the CEO out, Alex Wilhelm (author), if you think its BS!

Re:DigitalOcean raises $100M in debt as it scales toward rev... by gruglife on Thursday February 20, 2020 @01:49PM (#22377508)
Regarding point #2, many in the finance world (which I work in) consider cash flow positive a better representation of actual profitability than the actual net profit/loss reported on the P&L. In short, cash flow shows if the actual core business is bringing in money or losing money, while the net profit includes a lot of "noise" (probably not the best word to use but can't think of how to phrase this). For example, depreciation is an expense reported on the P&L but the company isn't actually moving money out of their accounts to pay someone for depreciation. This is known as a non-cash expense and effects the overall net profit reported on the P&L. Also, companies can be motivated to show 0 or negative profit on the P&L to avoid paying corporate tax. Amazon was notorious for this as any profit they had, they would re-invest back into the business.

Whenever I look at the profitability of the company, I don't look at the P&L number but jump to the cash flow statement and look at Net Cash Flows from Operating Activities (the first of three). First, I look if this positive, and second, if it is growing over time.

Hope this helps

Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Thursday February 20, 2020 @08:07PM (#22380134)
Not counting depreciation as part of your loss in a business is about like all of the Uber drivers who don’t take into account the wear and tear on their cars when calculating how much money they are making. Depreciation is a real expense. If you depreciate an asset down from $1000 to $0 in 3 years, you’re accounting for the fact that in three years you are going to have to replace it.

There is a reason we have GAAP, to keep crap like WeWork’s “Community Adjusted Ebitda” and Uber from saying that their financials really aren’t as bad as they look if you ignore a dozen expenses.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by kaetemi on Thursday February 20, 2020 @09:08PM (#22380399)
Imagine you're a growing startup, and you have a yearly recurring investment (you're growing, after all!) of $1000 that's linearly depreciated over 5 years.

Let's say your income is 1100$ each year.

Your profit, according to accounting, would be 900$ for the first year, counting only $200 of the investment, then for the following years you'll see a profit of $700, $500, $300, and $100, as the investments accumulate. Oh no! A downward trend!

The cash flow, however, will simply show $100 profit each year.

Which one is more representative of the growing business with recurring investments?

Re:DigitalOcean raises $100M in debt as it scales toward rev... by amscanne on Friday February 21, 2020 @01:19AM (#22381293)
In year one, you’re generating $1100 of income with $1000 of capital invested (that will last 5 years).

By year five, you’re generating $1100 of income with $5000 of capital invested (that will require $1000 each year to keep up).

You’re _way_ better off in year one here, so it seems the GAAP approach is actually showing the decline accurately. This isn’t a growing startup, it’s a startup needing more equipment to make the same money each year.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by kaetemi on Friday February 21, 2020 @09:39PM (#22389023)
You're right, growing capital but not growing income... I made a poor example.

(Imagining a bottom pricing scenario, while keeping a positive cashflow.)

Good point. At year 6 this logic breaks down. (Then again, no longer a 'startup' at that point.) Better hope the replacement equipment is double worth it's money. :)

Should make some spreadsheets with more scenarios.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by kaetemi on Friday February 21, 2020 @10:25PM (#22389206)
Amusingly, assuming the example company's pricing remained the same throughout rather than cutting prices each year, the client base ends up fixed, the clients get 5x better service by the 5th year, while accounting shows a decline in performance.

External perception of business health (5x better service!) unintuitively is masking the the accounting reality here (worsening returns).

(Now look at all these cloud services giving better services and pricing every year, seemingly very healthy...) :)

Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Thursday February 20, 2020 @09:15PM (#22380428)
That’s exactly the story that YC darling DropBox has been telling over the last decade. They still aren’t profitable and according to their own disclosures, have no idea when they will become profitable.

Just as as microcosm, how many YC backed companies have reached profitability? Only two have gone public - DropBox and PagerDuty.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by jsight on Friday February 21, 2020 @12:01AM (#22381047)
I'm not sure that I understand your scenario. If you actually need to replace the equipment after 5 years, the accounting approach seems like the most valid approach.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by m10i on Friday February 21, 2020 @01:00AM (#22381226)
For my understanding, do you mean that cash flow would show $100 profit each year on the 5th year, whereas in the first year it would show $900 profit? Thanks.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by Rastonbury on Friday February 21, 2020 @05:20AM (#22382152)
The thing is that depreciation is not a cash expense, companies will push the depreciation to the highest reasonable amount to reduce the amount of tax on their profits.

A commonly used valuation technique (discounted cash flow or DCF) relies on projected free cash flows and adjusting for expected CAPEX.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by formercoder on Friday February 21, 2020 @07:49AM (#22382680)
Also there’s GAAP depreciation and tax depreciation, and firms will try and use different depreciation schedules between the two in order to create deferred tax liabilities which boost cash flow early on.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by chii on Thursday February 20, 2020 @08:21PM (#22380202)
> If you depreciate an asset down from $1000 to $0 in 3 years, you’re accounting for the fact that in three years you are going to have to replace it.

but does a company have to be "honest" about such depreciations? What if the asset isn't actually losing value at the stated depreciation rate? Then at the end of the depreciation period, the company may still extract the residual value by either selling or continue using the asset. Does that somehow then count as revenue? Or did they just magically managed to tax dodge using a fake depreciation schedule?

Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Thursday February 20, 2020 @08:30PM (#22380256)
The asset will eventually have to be replaced. In the long term, it doesn’t make a difference - ignoring the time value of money.

Theoretically, the only reason we have depreciation expenses at all instead of just expensing the entire cost at once (cash accounting) is that we decided that accrual accounting was more representative than cash based accounting.

I am not an accountant. I’m an MBA dropout after almost finishing.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by ToFundorNot on Friday February 21, 2020 @09:22PM (#22388961)
Also, taxes. If we were able to fully expense capital plants and equipment, there wouldn't a single company paying taxes, they would continually purchase more to offset profit, eliminate taxation, and accelerate growth.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Friday February 21, 2020 @10:54PM (#22389320)
Is that a bad thing?
Re:DigitalOcean raises $100M in debt as it scales toward rev... by ToFundorNot on Saturday February 22, 2020 @04:37PM (#22393505)
As far as governments are concerned, yes, as they will never get tax revenues from companies if they are allowed to fully expense large purchases.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by nathan11 on Thursday February 20, 2020 @08:31PM (#22380260)
Accounting was a decade ago for me, but as I recall if you sell an item you've depreciated to $0, you will incur a "Gain on Item Sold" which is taxable.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by tyldum on Thursday February 20, 2020 @11:52PM (#22381021)
This might be different in various countries, but in general companies cannot play games with depreciation. The financial audit is done according to certain rules and common practices. In reality some of these investments might be hard to properly calculate and audit, but simply reporting them as zero is malicious. EBITDA numbers should provide the insight into profitability without hiding anything.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by dmurray on Friday February 21, 2020 @03:20AM (#22381687)
It's generally fine to mark down your assets faster than they actually become obsolete, so you can take all the depreciation in year 0 if you want. Marking them down slower and overstating profitability is not so cool.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by hef19898 on Friday February 21, 2020 @02:21AM (#22381482)
There are rules in place which assets depreciate at which rate. Otherwise companies could just cheat their way through accounting.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by dannyw on Thursday February 20, 2020 @08:44PM (#22380302)
On a cashflow basis, you incur 100% of the depreciation at the moment you pay for it.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Thursday February 20, 2020 @09:47PM (#22380559)
But wouldn’t your profit be awesome the years you didn’t have to claim depreciation?
Re:DigitalOcean raises $100M in debt as it scales toward rev... by formercoder on Thursday February 20, 2020 @10:38PM (#22380757)
Hence you’ve invented EBITDA and EBITDA less capex :)
Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Thursday February 20, 2020 @10:45PM (#22380786)
Damnit that was a major self own I just did wasn’t it?
Re:DigitalOcean raises $100M in debt as it scales toward rev... by formercoder on Thursday February 20, 2020 @10:49PM (#22380805)
It just means you’ve internalized the concepts!
Re:DigitalOcean raises $100M in debt as it scales toward rev... by flak48 on Friday February 21, 2020 @10:44AM (#22383908)
I know about WeWorks deceptive accounting/reporting practices, but not sure what similar thing Uber has done when it comes to accounting?
Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Friday February 21, 2020 @02:04PM (#22385766)
https://investor.uber.com/news-events/news/press-release-det...

We define Adjusted EBITDA as net income (loss), excluding (i) income (loss) from discontinued operations, net of income taxes, (ii) net income (loss) attributable to non-controlling interests, net of tax (iii) provision for (benefit from) income taxes, (iv) income (loss) from equity method investment, net of tax, (v) interest expense, (vi) other income (expense), net, (vii) depreciation and amortization, (viii) stock-based compensation expense, (ix) certain legal, tax, and regulatory reserve changes and settlements, (x) asset impairment/loss on sale of assets, (xi) acquisition and financing related expenses, (xii) restructuring charges and (xiii) other items not indicative of our ongoing operating performance.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @01:59PM (#22377590)
Thanks. I am not a financial professional but do run a medium sized business and have a lot of respect for being cash flow positive.

I agree with depreciation and other non cash expenses obfuscating P&Ls, but can we agree that in an article focused on securing debt financing, which will incur real interest expense, the term “free cash flow profitability”, “loosely” meaning “profitability” is a little misleading?

Re:DigitalOcean raises $100M in debt as it scales toward rev... by divbzero on Thursday February 20, 2020 @03:49PM (#22378483)
Agreed that free cash flow can be misleading some cases, and digging a bit deeper helps us understand what those cases are.

Free cash flow and net profit should equal each other if summed up over the entire lifetime of a company.

The trickiness of course comes in the timing of when revenue and expenses are recognized. Whereas a large capital investment hits free cash flow the same year, it only impacts net profit over the course of its depreciation.

Free cash flow can be misleading for companies that require a disproportionately large capital investment upfront but negligible expenses thereafter. This can be illustrated by taking an edge case to the extreme: Let’s say a company required a $1,000,000 capital investment in Year 1, $0 in subsequent expenses, and brought in a piddling $1 in annual revenue until it shut down in Year 10. The company would have been free cash flow positive in Year 2 through Year 10, which would be misleading because in fact the company was never profitable and also had negative ($999,999) free cash flow in Year 1.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by notyourday on Thursday February 20, 2020 @02:40PM (#22377877)
> I agree with depreciation and other non cash expenses obfuscating P&Ls, but can we agree that in an article focused on securing debt financing, which will incur real interest expense, the term “free cash flow profitability”, “loosely” meaning “profitability” is a little misleading

It depends on the industry. DO is in the capex heavy industry so depreciation is not a funky accounting cost, it is actually something that's applicable to the vast majority of their assets.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by wtvanhest on Thursday February 20, 2020 @04:20PM (#22378749)
Yeah, this was my first thought. Technically if you go back in time and model past Cash Flow Statements, you could layer on what you think the real go forward infrastructure cost is to their CFS.

If they are consistently laying out capex, it actually could be very reasonable to just use CFS and not opex.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by treis on Thursday February 20, 2020 @06:59PM (#22379780)
Software is not typically depreciated though. DO is writing code now that will last for decades but they have to take the accounting hit for it in one year.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by IAmEveryone on Friday February 21, 2020 @03:11AM (#22381656)
At least in my small European country, I believe you can use a deprecation schedule for software as long you buy it externally, instead of creating it in-house.

The same is true for other creative work/IP. The reasoning being, I believe, that it is hard to appreciate (as in: set a monetary value) for such work. If you buy, you’ve given the open market a chance to work its magic and the price is believed to be closer to something like truth.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by kokey on Friday February 21, 2020 @07:34AM (#22382617)
This might go a long way towards explaining why company management in Europe often have some kind of mysterious love for vendor supplied software and doesn't see any in-house development as a competitive advantage or worth spending on maintaining.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by scarface74 on Thursday February 20, 2020 @08:08PM (#22380144)
Code rarely last decades without maintenance and complete rewrites over time - unless you’re the government.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by treis on Thursday February 20, 2020 @10:55PM (#22380834)
Plenty of enterprises are running decades old code that powers their core business.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by edoceo on Thursday February 20, 2020 @08:50PM (#22380334)
I maintain some LOB PHP5 apps, that started as PHP3 - these internal systems are over 10yr old. Just chugging along, producing value for the business. But yeah, pretty rare stuff, and everything I see is small/internal.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by refurb on Thursday February 20, 2020 @06:12PM (#22379497)
That’s what I was taught when I took accounting. Every measure has drawbacks, so you can’t rely on just one.

Income statement, balance sheet and statement of cash flows together give you a pretty complete picture.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by mbesto on Thursday February 20, 2020 @05:48PM (#22379348)
> but can we agree that in an article focused on securing debt financing

We could also agree that its a tech-blog article, which means 99% of the people reading it simply do not care about financials, other then "huge raise! wow, revenue! great profitability potential".

Re:DigitalOcean raises $100M in debt as it scales toward rev... by fleetside72 on Thursday February 20, 2020 @03:23PM (#22378235)
Almost all companies re-invest at the rate of depreciation, which is why depreciation rates are a good approximation of cash you are going to have to spend. Move on down to "investing activities" on your cash flow to see all that "non-cash" depreciation bleeding out. Better yet, check out a balance sheet. Net income = change in balance sheet YoY.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by hef19898 on Friday February 21, 2020 @02:00AM (#22381419)
Which makes perfectly sense. A company can be cash positive and profitable, cash negative and profitable (worked at a place like that, didn't end well), cash positive and not profitable (at least that company would be by default alive, and if revenue is growing quite healthy IMHO) or cash negative and not profitable (in that case death could happen any moment).

I understood the OP that mixing cash and profitability in one term is wrong. So yeah, I agree that the CEO told BS.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by IAmEveryone on Friday February 21, 2020 @03:05AM (#22381631)
The rules around deprecation and so on are at least intended to give a “better” picture about the health of some business, so it’s somewhat strange when we start going back the “lesser” data of cash flow.

As just one example, if you pay for supplies in one accounting period, but only sell (and get paid) in the next, cash flow will fluctuate widely, even if your business is entirely stable.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by danesparza on Thursday February 20, 2020 @01:58PM (#22377584)
"consider cash flow positive a better representation of actual profitability than the actual net profit/loss reported on the P&L"

Wow. What a sad indictment of modern accounting practices that its accepted practice to create 'noise' to prop up a P&L (or avoid paying tax).

I suppose you could do this with household expenses, but if you don't look at P&L in a household you would be ignoring things like credit card debt or car loans.

This kind of debt in either a household or a company represents risk and shouldn't be overlooked, IMHO.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by JumpCrisscross on Thursday February 20, 2020 @02:15PM (#22377714)
> What a sad indictment of modern accounting practices that its accepted practice to create 'noise' to prop up a P&L

Income statements include things like depreciation. That's real, in a sense. It's future CAPEX. But for the present health of a business, particularly a levered one, cash is king.

One way to think of it is in time frames. Cash flows are immediately relevant. If they're out of whack, it's an urgent problem. (They're also the most difficult to mess with.) Income statements are longer term. An unprofitable, cash-generating business may have structural issues with its PP&E, or it may be overleverd, or a bunch of options might have been issued or exercised. Balance sheets are the longest-term statement. (They're also the easiest to mess with.)

Keep in mind, too, that income statements for investors are different from those prepared for the IRS.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by rahimnathwani on Thursday February 20, 2020 @02:52PM (#22377976)
"Income statements include things like depreciation. That's real, in a sense. It's future CAPEX."

Depreciation is past capex, not future capex. You could argue that the two are equivalent, because the assets being depreciated will need replacement in the future. But:

1. The assets' useful life may be longer (or shorter) than the depreciation schedule.

2. The future replacements may cost less (or more) or just not be needed at all.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by JumpCrisscross on Thursday February 20, 2020 @03:00PM (#22378044)
> Depreciation is past capex, not future capex

Technically (from an accounting perspective), yes. Practically (from a financial/economic perspective), not quite.

Past capex is a sunk cost. Investors care about future cash flows. If you strip out depreciation, you’ll be surprised by the bill when your machine breaks down. (You may still be surprised. Life is unpredictable and depreciation schedules are an estimate. But that’s one of the problems the concept tries to solve.)

Re:DigitalOcean raises $100M in debt as it scales toward rev... by thinkloop on Thursday February 20, 2020 @02:20PM (#22377752)
It's not really a "sad indictment", there's nothing shady about re-investing your money into the business. It just so happens that if you are a fast growth company doing that, it is no longer beneficial to use the same tools to compare to traditional large established slow growth companies. Amazon fairly and legally and morally (mostly) re-invested their positive cash flow back into their business, but looking at their P&L you can't tell if they are a year 0 startup or an amazing giant company - the cashflow, however, reveals a different story.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by texasbigdata on Thursday February 20, 2020 @02:55PM (#22377995)
It's perhaps not nefarious. A lot of GAAP and the standards came about when manufacturing was a lot more prevalent. Concepts like depreciation make a lot more sense when you mentally place yourself in the 1920s.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by vikramkr on Thursday February 20, 2020 @03:09PM (#22378112)
Depreciation still makes plenty of sense today. A company with very little capital equipment will simply not have a lot of depreciation. Digital ocean as a cloud hoster has a lot of capital equipment (servers etc) to worry about as well.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by formercoder on Thursday February 20, 2020 @10:39PM (#22380761)
Many analysts will capitalize R&D spend.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by vikramkr on Thursday February 20, 2020 @11:29PM (#22380952)
Which makes a lot of sense, especially when it comes to compensation where not capitalizing end would lead to incentives to not invest in it even if it is profitable. It doesn't make sense to expense it right away when it's something that, like capex, is meant to essentially purchase assets that can pay off later. If those revenues fail to materialize, then the bottom line takes a hit then, just as a company would take a hit if expenditure on a factory proves to be worthless. The goal of this sort of accounting is to reflect economics better, we have statements of cash flows to keep a track of cash and you're more than free to use that in valuing a company (and many analysts do ignore everything but cash)
Re:DigitalOcean raises $100M in debt as it scales toward rev... by blowski on Thursday February 20, 2020 @03:40PM (#22378383)
Do they run their own servers? I thought they were wrapping t other big cloud providers.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by mlyle on Thursday February 20, 2020 @03:51PM (#22378490)
DigitalOcean owns their own servers and networking infrastructure inside existing datacenters.

https://www.quora.com/Does-DigitalOcean-have-its-own-datacen...

Re:DigitalOcean raises $100M in debt as it scales toward rev... by drannex on Thursday February 20, 2020 @02:03PM (#22377615)
> this article had more detail and substance than I usually find on TC

That's because Alex Wilhelm wrote it. He was previously the editor for Crunchbase (just joined in the last few months). I've known him for years, he does great reporting that makes me incredibly envious. TC is lucky to have gotten him, he deserves Financial Times-quality media exposure.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @02:05PM (#22377627)
Thanks for the background I’ll try to follow Alex more closely
Re:DigitalOcean raises $100M in debt as it scales toward rev... by smallgovt on Thursday February 20, 2020 @03:07PM (#22378087)
>> Using the word “raise” when talking about financing via debt seems inappropriate and very start-upy.

Why would it be inappropriate? It's common to describe both debt and equity rounds as a 'raise'.

My guess is you're operating under the assumption that debt is inferior to equity because you're forced to pay it back. But, in reality, when you raise an equity round, you also have to pay back the principal + "interest"-- it just delays the repayment date til your liquidation event.

>> This is a low cost of capital line of credit, is it not (due to their infrastructure and broad customer base)?

Based on the wording "secured $100 million in new debt from a group of investors", my guess is it's a term loan of sorts vs a LOC (since banks typically issue LOC's, and they're generally not referred to as investors).

Re:DigitalOcean raises $100M in debt as it scales toward rev... by nmfisher on Thursday February 20, 2020 @08:58PM (#22380361)
> It's common to describe both debt and equity rounds as a 'raise'.

I disagree, I always interpret "raise" as equity.

> My guess is you're operating under the assumption that debt is inferior to equity because you're forced to pay it back. But, in reality, when you raise an equity round, you also have to pay back the principal + "interest"-- it just delays the repayment date til your liquidation event.

Debt and equity are two very different structures. Mainly due to whose cash moves where, and when.

Debt gets repaid from actual company cash flow on a pre-agreed timetable and at a specific interest rate. If debt isn't repaid, creditors can try and recover their debt in bankruptcy proceedings (usually second in line after unpaid wages).

Equity doesn't get "repaid" in any sense (aside from liquidation or share buy-backs, which almost never occur pre-IPO). Once raised, that money is the company's, and the equity you get in can only be bought and sold.

Raising equity means diluting your ownership stake (so its worth proportionately less of the entire value of the company). Once raised, it doesn't force the movement of cash in any direction. If there's no liquidity event, then equity holders can't force the company to cough up that money.

Note "liquidity event" is distinct from "liquidation" - the former means an opportunity for equity holders to sell down their shares, the latter means the company is bankrupt and i being dissolved, with assets sold/distributed.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by ian0 on Friday February 21, 2020 @12:43AM (#22381169)
I kind of agree, theres an obvious difference between a bank loan and typical startup equity seed round. However it does get very blurry in practice, eg:

- Redemption rights & liquidation pref in preferred shares effectively turn it into a loan

- Convertible notes are debt instruments but most obviously should be described as "raising"

- Venture debt typically has upside in the form of share options in addition to the debt repayment mechanism

Re:DigitalOcean raises $100M in debt as it scales toward rev... by Rastonbury on Friday February 21, 2020 @05:26AM (#22382173)
"Raising debt" is straightforward and obvious.

No one will read those words and think they are raising equity...

Re:DigitalOcean raises $100M in debt as it scales toward rev... by formercoder on Thursday February 20, 2020 @10:15PM (#22380670)
Raising debt is a very common phrase in my world.

Edit: Also debt and equity are not always that straightforward, they are shades of grey. Convertible notes are debt that look like equity.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by nmfisher on Thursday February 20, 2020 @11:22PM (#22380933)
> Edit: Also debt and equity are not always that straightforward, they are shades of grey. Convertible notes are debt that look like equity.

Right, but that just reinforces my point. Debt is different from equity, which is different from a note. Legally and commercially, outside investors (or acquirers) are going to treat them all differently. It's not as simple as "raising $X means you have to repay $X+Y, no matter whether its debt, equity or note".

Re:DigitalOcean raises $100M in debt as it scales toward rev... by mxschumacher on Thursday February 20, 2020 @05:07PM (#22379121)
"raising funds" is used for large companies and debt, see this article as an example "Apple raises €2bn in green bonds" in the Financial Times: https://www.ft.com/content/918c648c-01ae-11ea-b7bc-f3fa4e77d...
Re:DigitalOcean raises $100M in debt as it scales toward rev... by cortesoft on Thursday February 20, 2020 @02:31PM (#22377818)
>Then call the CEO out, Alex Wilhelm (author), if you think its BS!

Isn't that what the parenthetical is doing? Maybe subtly, but it seems pretty clear what the author is trying to convey.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @03:11PM (#22378121)
I see what you are saying but I dont agree - the author is knowledgeable in financial terms and business, but is still parroting the CEO.

I suppose I’m just triggered on what feels like years of news-pieces being marketing pieces for established companies.

I would think if the author is well versed in financial speak, they would challenge (or omit) the positive spin the CEO is trying to push here?

Re:DigitalOcean raises $100M in debt as it scales toward rev... by larosalia on Thursday February 20, 2020 @03:45PM (#22378422)
The positive spin was removed, and that's also why everyone reading can pick it up so fast. If it wasn't so well written, another author would had just said that DO has plans to be profitable.

When the CEO said "profitability" to the reporter, he challenged it by putting as "loosely". The reporters is informing us, but also making it a point that the CEO alleges something that is not consensus can be considered profitability, he is impartial in displaying the information, but making it clear it's sketchy. It's great writing actually!

Re:DigitalOcean raises $100M in debt as it scales toward rev... by MiroF on Friday February 21, 2020 @10:06AM (#22383602)
Thank you!
Re:DigitalOcean raises $100M in debt as it scales toward rev... by codingdave on Friday February 21, 2020 @07:52AM (#22382698)
Journalists tend to report on what they see, not editorialize. So no, they don't call people out... they just report the words that are said and rely on the reader to put in the critical thought, often giving them a lead in doing so with parentheticals like the one in this article. That is also why completely asinine quotes get shared frequently... not because the quote is good, but because it is not, and they want to give it to their readers at face value and let the readers draw their own conclusions.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by MiroF on Friday February 21, 2020 @10:05AM (#22383598)
Strong disagree - the only reason you know that he's not just talking about profitability is because the author pushed the CEO.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by nl on Thursday February 20, 2020 @10:21PM (#22380693)
1. Using the word “raise” when talking about financing via debt seems inappropriate and very start-upy. This is a low cost of capital line of credit, is it not (due to their infrastructure and broad customer base)?

It's interesting that debt finance has increasingly become a way mid-sized startups are funding expansion.

Headspace raised $53M VC funding and $40M debt the other day too: https://techcrunch.com/2020/02/12/headspace-raises-53-millio...

Re:DigitalOcean raises $100M in debt as it scales toward rev... by lowdose on Friday February 21, 2020 @04:25PM (#22386932)
Debt is a way to leverage in finance that leads to more return on equity. It is very healthy to pursue debt at this level and will have a positive effect on free cash flow especially with negative interest rates.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Friday February 21, 2020 @05:41PM (#22387703)
Sorry but how does this relate to my comment?
Re:DigitalOcean raises $100M in debt as it scales toward rev... by rolltiide on Thursday February 20, 2020 @04:05PM (#22378614)
Non dilutive financing is great.

Congrats to Dropbox for being denied credit worthy. There is a parallel world at the top where money is free for the credit worthy, they are one step closer.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by hinkley on Thursday February 20, 2020 @01:39PM (#22377405)
Am I correct in thinking this is an EBITA situation?

You can be making money and paying it all to Uncle Sam and your bank loans. 100 million is gonna be a lot of interest payments.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by OJFord on Thursday February 20, 2020 @01:57PM (#22377575)
> EBITA

Have you both typo'd 'EBITDA' the same way, or is `EBITDA - Depreciation` a measure used too? (I searched, couldn't find anything.)

Re:DigitalOcean raises $100M in debt as it scales toward rev... by boulos on Thursday February 20, 2020 @06:27PM (#22379593)
Actually, I ran into this just the other day with Alibaba's earnings [1]. From their definitions:

> Adjusted EBITDA represents net income before (i) interest and investment income, net, interest expense, other income or loss, net, income tax expenses and share of results of equity investees, (ii) certain non-cash expenses, consisting of share-based compensation expense, amortization, depreciation, operating lease cost relating to land use rights and impairment of goodwill, which we do not believe are reflective of our core operating performance during the periods presented.

> Adjusted EBITA represents net income before (i) interest and investment income, net, interest expense, other income or loss, net, income tax expenses and share of results of equity investees, (ii) certain non-cash expenses, consisting of share-based compensation expense, amortization and impairment of goodwill, which we do not believe are reflective of our core operating performance during the periods presented.

So yes, EBITDA - D!

[1] https://www.alibabagroup.com/en/news/article?news=p200213

Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @02:00PM (#22377597)
Usually EBIT or EBITDA, I’ve never seen EBITA
Re:DigitalOcean raises $100M in debt as it scales toward rev... by OJFord on Thursday February 20, 2020 @02:13PM (#22377687)
Ah, typo it is then. I first saw it in your comment up-thread ;)
Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @03:30PM (#22378287)
I didnt even notice, sorry for the confusion!
Re:DigitalOcean raises $100M in debt as it scales toward rev... by cdolan on Thursday February 20, 2020 @01:44PM (#22377464)
Perhaps, but debt is real and you cannot be “profitable” if you are under a mountain of debt... in fact, you become insolvent if you can’t keep up with the interest payments and pay down the principal.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by pmart123 on Thursday February 20, 2020 @02:12PM (#22377681)
That’s all true. It really depends on how stable Digital Ocean’s cash flows are as well as likelihood of how they can grow. You don’t want to have to deleverage by paying down debt vs. lowering debt to cash flow/EBITDA ratios.
Re:DigitalOcean raises $100M in debt as it scales toward rev... by flukus on Thursday February 20, 2020 @05:16PM (#22379167)
> Using the word “raise” when talking about financing via debt seems inappropriate and very start-upy.

They've been around for 9 years, they're just a company now.

Re:DigitalOcean raises $100M in debt as it scales toward rev... by MuffinFlavored on Thursday February 20, 2020 @03:17PM (#22378178)
> This is a low cost of capital line of credit, is it not (due to their infrastructure and broad customer base)?

How low cost? What interest rate, what fees, etc.?

Re:DigitalOcean raises $100M in debt as it scales toward rev... by formercoder on Thursday February 20, 2020 @10:40PM (#22380767)
Low as in much cheaper than equity no matter what.