[HN Gopher] The end of Airplane.dev
       ___________________________________________________________________
        
       The end of Airplane.dev
        
       Author : bhyolken
       Score  : 298 points
       Date   : 2024-03-06 18:16 UTC (4 hours ago)
        
 (HTM) web link (yolken.net)
 (TXT) w3m dump (yolken.net)
        
       | renewiltord wrote:
       | Very interesting. I didn't know the cofounder quit earlier.
       | That's rough.
        
       | simonw wrote:
       | "On January 3, the acquisition and product shutdown was publicly
       | announced. As expected, customers were shocked and upset. Many
       | had been using Airplane for critical workflows within their
       | organizations, and they now had to replace huge chunks of
       | internal tooling before the final shutoff on March 1."
       | 
       | Building things on an early-stage no-code platform like this
       | without at least an open source escape hatch feels like a huge
       | risk to me.
        
         | datadrivenangel wrote:
         | It's a danger of all SaaS. If you can't run it yourself, you
         | can't fully prevent this from happening.
         | 
         | Of course, the benefits of taking on this risk may often be
         | worth it. Smart bets don't always pay out.
        
           | simonw wrote:
           | Escape hatches can work. I took a bet on Mapzen a few years
           | ago - when they shut down my employer had features that
           | depended on their WhosOnFirst API. Because the data behind
           | that was openly licensed we managed to migrate off it to our
           | own (MySQL spatial table-based) solution before the shutdown.
           | 
           | It was still a big pain, but it would have been a whole lot
           | worse without that escape hatch.
        
         | aidos wrote:
         | Totally. We've tried Retool in the past and it wasn't for me,
         | but I've also looked at both airplane and windmill not long ago
         | but decided the risk / reward just isn't there.
         | 
         | Sucks to be a customer on the other side of this now.
        
           | sauwan wrote:
           | Why not windmill? It's open source, no? I'm only peripherally
           | aware of it, so just curious what people who have dug in on
           | it more think.
        
         | buremba wrote:
         | I think even for SaaS products, the enterprise customer
         | contracts should include statements around making the
         | source/infra code available under an open license. That would
         | help companies gain confidence in a way that they can always
         | hire the ex-employees and continue using the product.
        
       | rdtsc wrote:
       | > These colleagues had all been at the company for a while and
       | all had legitimate reasons for resigning unrelated to the revenue
       | slowdown
       | 
       | Obviously not familiar with the particulars, but people don't
       | always say why they are moving on. There is not much of an upside
       | to revealing any negative issues, so it's usually presented as
       | "really wanted to stay, but just found a new exciting
       | opportunity". If all of the sudden 4 people in a few month period
       | "really liked the position, but just found new and exciting
       | opportunities", something else is going on.
        
         | throwaway632 wrote:
         | Legitimate _excuses_ for leaving. 99% chance what caused them
         | to leave was they saw the writing on the wall and took on a
         | better opportunity.
        
           | epolanski wrote:
           | The fact that it was veterans leaving isn't just a writing on
           | the wall but probably straight up first hand knowledge.
        
           | datavirtue wrote:
           | Yes, one must always be sniffing around the books and
           | squinting at the numbers, especially in a startup.
        
         | siliconwrath wrote:
         | I always think of this article in these situations:
         | https://randsinrepose.com/archives/shields-down/
         | 
         | It's an apt metaphor.
        
       | amerine wrote:
       | I love posts like this. I wish more employees would share tales
       | like this.
        
       | peter_l_downs wrote:
       | Very clear and well-written article. I think that the author is
       | likely to be correct that the CEO was overwhelmed by going alone.
       | One thing not mentioned at all, though, is what the investors in
       | Airplane might have wanted to happen. Seriously, ctrl-f for
       | "investor", it doesn't show up even once. In addition to the CEO
       | being overwhelmed and tired, it's very important to realize that:
       | 
       | - Airplane raised a $32mm series B in September of 2022
       | [crunchbase]
       | 
       | - Tech company valuations fell off a cliff over the course of
       | 2021-2023 [memory]
       | 
       | - By 2023, with slowing growth, it's likely that Airtable was no
       | longer able to raise additional funding. Best case was likely a
       | down-round.
       | 
       | - The investors probably exerted significant pressure,
       | particularly given the departure of the other founder and several
       | key employees, to wind down the venture.
       | 
       | - An acquihire is a reasonable way to end the company, return
       | money to investors, and give employees some sort of payout and a
       | high likelihood of remaining employed.
       | 
       | Just my opinion, but if I were the author I would consider that
       | maybe the remaining founder actually did a decent job of looking
       | out for their team. Signing bonuses of $50-75k is not life
       | changing money, but a job and a signing bonus is a hell of a lot
       | better than nothing.
        
         | danenania wrote:
         | Right, and another factor to consider is what percentage of the
         | company was owned by investors. After a series B, they may have
         | owned a majority. Apart from exerting pressure, it's possible
         | that this decision was made 100% by the investors and the
         | founder(s) had no choice. It could also be considered poor form
         | for a founder to make this public if that's what happened.
         | 
         | It's important to understand who is actually in charge before
         | assigning blame to anyone.
        
           | stevage wrote:
           | If that were the case, why wouldn't the CEO say so?
        
             | setgree wrote:
             | I probably would have in their shoes, but that is one of
             | many reasons I am not CEO. Bosses tell polite fictions that
             | preserve relationships.
        
               | Euphemistic wrote:
               | Polite way to say that. Self-preservation almost always
               | outweighs transparency regardless of the whether the
               | truth is good or bad
        
               | vertis wrote:
               | I've had some very close relationships with C levels at
               | some big and medium companies. I've caught them lying in
               | varying degrees more than once.
               | 
               | Sometimes though the job demands it. They're potentially
               | not allowed to disclose something which leaves lying or
               | saying nothing as the only other options. This works well
               | until someone already knows the truth -- has their own
               | source of information.
               | 
               | I didn't take offense, I just learned not to take what
               | they said at face value. It's not a bad lesson in
               | general. C level executives often learn to be ruthless,
               | depending on the org, they can end up in real internal
               | power struggles as well.
        
           | digging wrote:
           | > It's important to understand who is actually in charge
           | before assigning blame to anyone.
           | 
           | But also,
           | 
           | > It could also be considered poor form for a founder to make
           | this public if that's what happened.
           | 
           | I mean, they asked the CEO what was going on and he didn't
           | seem to give good explanations. Especially if it wasn't his
           | decision.
        
         | dustingetz wrote:
         | Airplane and Airtable share a lead investor, Thrive Capital who
         | led both Airplane's Series B and also Airtable's Series D
        
         | fishnchips wrote:
         | > return money to investors
         | 
         | Do the investors care? If they're not making 100x return on an
         | investment, will they truly care about 0.5x return? My feeling
         | is that most would just say "OK, you have a good team, you have
         | money in the bank, pivot and go wild".
        
           | peter_l_downs wrote:
           | Yes, they care, although this of course varies. Remember that
           | in this situation: one of the founders had already left,
           | another was "giving up", and other key employees had left.
           | Tech companies were laying off like crazy, and your chance of
           | getting your money back via another round was about 0%. Would
           | you be willing to subsidize a bunch of jobs in a bad-
           | trajectory company with disinterested/absent leadership? Or
           | would you instead think to engineer an outcome like this
           | where the employees get a job offer and a bonus, one of your
           | other investments gets a chance at top talent, a serial
           | entrepreneur founder remains happy with you, and you get some
           | money back?
           | 
           | Depending on timing (and here it was just over a year between
           | the round closing and the acquisition), you may be able to
           | easily re-deploy the capital you get back as another
           | investment included in the same fund, and get another shot at
           | a 100x return.
           | 
           | I'd be curious to hear what others think (particularly actual
           | VCs, not just pretend ones like me) but this seems like a
           | very rational outcome to me.
        
           | dustingetz wrote:
           | seed investors might write off a $500k check if their model
           | is to write 30 of them and carry the fund with a 100x-er (and
           | many investors are not so cool with losing), but $32M is not
           | that model. A recent comparable example is Pitch -
           | https://twitter.com/unamashana/status/1745417095809307080
           | (which Thrive also invested in, followed up by Tiger)
        
       | submitedit wrote:
       | Was a former employee at Airplane.
       | 
       | We were quite disappointed and surprised by the sudden choice to
       | shut the company down. In many ways, we had good metrics,
       | customers that liked us, a lot of runway, and a great team.
       | 
       | In the end, the decision came to our CEO. While he never gave a
       | clear reason why, it was pretty clear that he burned out and
       | tossed in the towel.
        
         | peter_l_downs wrote:
         | Even if Airplane had been cash flow positive, slowing growth
         | and a demotivated CEO and departure of key employees at an
         | early stage is a tough pill for investors to swallow. See my
         | other comment, but I find it highly likely that your investors
         | were pushing for a way to wind things down and return as much
         | of their cash as they could get, and an acquihire is a fairly
         | employee-friendly way to do that.
        
           | submitedit wrote:
           | The disappointing part was we didn't even get to see the
           | experiment take place before shutting down prematurely. Our
           | sales numbers were still quite solid and there were many
           | paths for us to push forward. As a fraction of our investors'
           | portfolio, Airplane's investment was small. I imagine they
           | would have much more preferred us to continue working hard
           | than to return the bit of capital. In the end, only a few
           | employees chose to join Airtable.
        
             | peter_l_downs wrote:
             | > I imagine they would have much more preferred us to
             | continue working hard than to return the bit of capital.
             | 
             | You imagine incorrectly, as revealed by your lead
             | investors' decision to allow an acquihire by another one of
             | their portfolio companies.
        
             | alalani1 wrote:
             | Could you share sales numbers to give us a sense of where
             | the company was at?
        
           | billiam wrote:
           | Don't know any particulars but the real problem here is the
           | misaligned incentives that come from the rather incestuous
           | relationship between founders, investors, and their friends
           | in most companies steroidally pumped-up by VCs. What about
           | the customers and what they want? VCs typically over-rotate
           | on founders they talk to and obsession with comparable
           | companies. Reading between the lines here the real story of a
           | fire sale to Airtable (in some trouble of its own) might have
           | to do with burnout but also machinations with another
           | portfolio company from a lead investor.
        
         | ore0s wrote:
         | I was curious about this article. How much of the AI hype was
         | demoralizing to his perception of the company's future?
         | Attempting to read between the lines, maybe he was down no more
         | than just no-code. He might have thought AI would outperform in
         | the same space where internal tools platforms (Airtable/Retool)
         | currently live. Following that thought, perhaps Airtable/Retool
         | may be looking to pivot away fast from low-code/no-code into
         | AI-first connections to internal knowledgebases & databases.
         | 
         | https://www.airplane.dev/blog/no-code-has-no-future-in-a-wor...
        
       | duxup wrote:
       | The title made me think this was an announcement by the company
       | and it took me a minute to realize it was someone's personal
       | experience there. I suspect the context of HN and the title
       | confused me a little.
       | 
       | I do find commentary on the level of "interest" and behavior of
       | various individuals interesting when it never mentions the actual
       | fundamentals of the business (making any money?).
        
       | solatic wrote:
       | > To me and others, it seemed like the CEO was tired of the
       | startup grind and simply giving up. Ever since his fellow co-
       | founder quit, he'd been running both the technical and go-to-
       | market sides of the company, and it was clearly very draining. We
       | felt that he wanted a less stressful position with a lower risk
       | payday, and this kind of deal was the best way to achieve that.
       | 
       | Where was the board? Why not hire in a new CEO from the outside?
       | 
       | I appreciate that the author can't actually get inside the
       | founders' heads, but something still smells fishy here.
        
         | mgummelt wrote:
         | If revenue was stalled, the investors would have written it off
         | and deferred to the founders.
        
         | morgante wrote:
         | The company was burning money and growing slowly. Most of the
         | original investment was likely based on the strong founding
         | team.
         | 
         | In that situation, they'd probably just want their money back.
        
           | pavlov wrote:
           | Which seems to be what happened here?
           | 
           | Airtable and Airplane shared a lead investor. After the CEO
           | of 'plane left, the remaining team soon got rolled into
           | 'table and investors got tens of millions back.
        
         | marcinzm wrote:
         | If you need to bring in an external CEO to do a large pivot at
         | an early stage company then you may as well just invest the
         | money in a new company. If the original team was there then
         | there's an advantage of having everything in place for that
         | pivot but if it's all brand new then why bother?
        
       | gkapur wrote:
       | I empathize for the co-founder who was CTO and became CEO. I
       | imagine some of the challenges come from the fact that there was
       | a big chunk of equity owned by the original founding CEO. As the
       | remaining co-founder, I can imagine feeling like I was climbing a
       | grueling uphill battle to just get back to the most recent $300
       | million (!) valuation and a large amount of the upside of that
       | battle was going to someone who abandoned me/the team. That said,
       | I'm not privy to any equity adjustment that happened after the
       | original founding CEO left.
       | 
       | That said, the after-the-fact communication feels lacking. It
       | sounds like your CEO could have at least explained things in more
       | detail after the fact (ie. Why he felt a pivot would be necessary
       | to get to where the business needed to go.)
       | 
       | Such is life, I guess. I'm wishing you and the team the best for
       | the future!
        
       | pritambarhate wrote:
       | Lesson for all of us (customers of SaaS companies): never depend
       | of VC backed non profitable companies for critical components of
       | your infrastructure or business processes. Always build on tried
       | and tested open source software.
        
         | ilrwbwrkhv wrote:
         | That's why I never use Supabase.
        
           | kbar13 wrote:
           | supabase is open source...
        
             | popcalc wrote:
             | So was ngrok until they abandoned it completely for their
             | cloud hosted v2. Over-engineered JS frameworks might last
             | for a couple weeks in that state if you're lucky.
             | Meanwhile, Rails + Postgres/SQLite need just a couple
             | security fixes per year and they'll keep chugging
             | indefinitely.
             | 
             | https://railslts.com/
             | 
             | The culture that has birthed these mongrol JS frameworks
             | worships shinyness and novelty. These are naturally
             | temporal qualities. It's why for almost no one does it make
             | sense to buy a mid-range Mercedes/BMW. You always lease
             | because you know it will fall apart after the warranty
             | period.
        
         | arcanemachiner wrote:
         | Even a lot of the open source stuff is runs by companies listed
         | on Crunchbase with millions of dollars of VC backing. That
         | software isn't gonna maintain itself if the cash runs out.
         | 
         | Open source may be safer than proprietary software in that
         | regard, but it's still not a guarantee. Still far preferable
         | IMO.
        
         | gherkinnn wrote:
         | Look at the mess Vercel created with their Next.js app router.
        
       | mgummelt wrote:
       | One factor that no one seems to have noticed is that both
       | cofounders, Ravi and Joshua, have already built fairly big
       | companies. Ravi was the co-founder at Heap (he took over my co-
       | founder spot after I left), and Joshua was the CTO at Benchling.
       | 
       | Both of those companies have raised >$100M. After that success,
       | the prospect of continuing to run a middling company in the
       | shadow of Retool isn't very appealing.
        
         | epolanski wrote:
         | Quite baffling that success is measured in how much you raise.
         | 
         | Company burned more money than it made and winded down, impact
         | on customers have been ultimately negative.
         | 
         | Where's the success?
        
           | playingalong wrote:
           | The success is in convincing the investors to give money.
           | 
           | The subsequent execution might or might be another success.
        
             | beezle wrote:
             | A shame that is what constitutes "success" in the business
             | world today.
        
           | marcinzm wrote:
           | > Company burned more money than it made and winded down
           | 
           | As far as I can tell that applies to neither Heap nor
           | Benchling which were the companies OP cites as successes.
        
             | epolanski wrote:
             | You are right I might have interpreted the message in a bad
             | way.
        
         | rmnoon wrote:
         | How did I not know you were an original cofounder at Heap?
        
           | mgummelt wrote:
           | I was only there for a few months!
        
         | typeofhuman wrote:
         | "fairly big companies" != "amount raised"
        
         | vasco wrote:
         | Do you know how Heap is doing these days? I see many
         | similarities to the article we're commenting on.
        
         | SmellTheGlove wrote:
         | How does one take over a co-founder role? Is it a job title
         | now? If he took over for you he didn't actually found the
         | company, right?
         | 
         | I'm not asking this sarcastically. Trying to understand how
         | this works because I've always taken "co-founder" to mean "I
         | was one of the people that started this company from day 1"
        
           | morgante wrote:
           | The early stages of many companies are pretty nebulous as
           | you're exploring different ideas/positioning and building the
           | basics.
           | 
           | It's reasonable that someone joining <1 year in would be
           | considered a co-founder if they had founder-level commitment.
        
           | datavirtue wrote:
           | You can buy the "co-founder" title. That's how Elon Musk is
           | associated with Tesla.
        
       | rbranson wrote:
       | While I can't vouch for Ben's time at Airplane, I worked adjacent
       | to Ben at Segment and can say his reputation there was
       | unimpeachable and his work was top notch, so it doesn't surprise
       | me that he'd publish something so thoughtful and informative.
        
         | LewisJEllis wrote:
         | As an Airplane customer, Ben was the man, always super helpful
         | when we had questions.
         | 
         | When we heard Airplane was shutting down, everyone's first
         | thought was "can we hire that Yolken guy?"
        
           | axus wrote:
           | If you are at a large company, he'd love to decompress there
           | for now!
        
       | neilv wrote:
       | > _However, we 'd have to do interviews for leveling purposes,
       | and the financial details wouldn't be made available to us until
       | later._
       | 
       | "Everyone has to re-interview for their job" is a terrible thing
       | to do to people, IMHO.
       | 
       | You could instead have deal clauses about retaining the employees
       | for some period, and how the leveling and compensation maps. If
       | the acquiring company isn't willing to do that, then I think that
       | tells you that you're selling out the employees to a worse
       | environment.
       | 
       | Re-interviewing is one reason I wouldn't sell to Google, at least
       | not without checking with the employees first. "So, uh, if we
       | were to get acquired, how would people feel about having to do
       | especially jerky re-interviews for their jobs, if, uh, it paid
       | really well?"
        
       | neilv wrote:
       | > _Several people on the team confronted the CEO, but he denied
       | that there was an acquisition brewing._
       | 
       | If there actually was an acquisition brewing at that time, and
       | it's true that the CEO denied to employees that there was, that's
       | one way to spoil any existing culture of honesty and goodwill.
        
         | neilv wrote:
         | Another angle: If a CEO denies to employees that an acquisition
         | is in the works, to retain employees, but there actually was an
         | acquisition in the works, and an acquisition happened, and it
         | included employees' stock becoming officially worth $0 (or some
         | other arguable financial harm)... could that constitute legally
         | actionable fraud?
        
           | mndgs wrote:
           | Or, if it really was an acquihire, then you don't run around
           | telling this to employees, not to scare them off .. (certaily
           | this was a clause in the LOU/SPA)
        
         | hoherd wrote:
         | It's probable that he was legally bound by a confidentiality
         | agreement.
        
       | rvcdbn wrote:
       | "software is a force multiplier" well maybe that's the point. I
       | am a superstitious b*tch but maybe the Universe doesn't want our
       | force to be multiplied any more!!!!
        
       | stevage wrote:
       | It also struck me as rather cowardly for the CEO to drop this
       | bombshell from his home office rather than flying across country
       | to be with the team.
        
       | dudeWithAMood wrote:
       | I'd say given the startup's shutdown being offered a signing
       | bonus and a job at another company was the best outcome for the
       | employees.
        
       | dang wrote:
       | Related:
       | 
       |  _Airtable acquires Airplane_ -
       | https://news.ycombinator.com/item?id=38861271 - Jan 2024 (158
       | comments)
        
       | semanticc wrote:
       | Why was the employees' common stock worth $0? Liquidation
       | preference for the outside investors? Related: How can a regular
       | employee joining a startup know beforehand that there isn't a
       | high chance of their equity (which is probably a significant part
       | of their total comp) being worthless even if a big acquisition is
       | made?
        
         | pm90 wrote:
         | You don't know. Its a gamble. Sometimes it pays off. Most times
         | it doesn't.
        
         | mring33621 wrote:
         | assume it's worth zero
         | 
         | sadly, founders who are hiring don't want to hear that and
         | typically don't want to compensate fairly for the high
         | probability that their precious offering of equity is worth
         | zero
        
       | dcre wrote:
       | This underlines what a shame it is that we so rarely get to read
       | postmortems on startups from people without a strong motivation
       | -- whether social or financial -- to paint a rosy picture.
        
       | rubenfiszel wrote:
       | Founder of windmill.dev, the open-source alternative mentioned at
       | the end. This market is tough, our customers are both very
       | demanding and hard on price. We are doing very well because we
       | kept the team very small but I cannot imagine the pressure to
       | deliver when having raised 20x what we did.
       | 
       | I love what I'm doing and I feel very fortunate for the
       | opportunity to build a startup in a domain that I cherish,
       | devtools, and have grown to love demanding customers as people
       | that care about our product. But if I wasn't passionate in it and
       | its technical challenges, I think there are easier opportunities
       | out there to make a successful startup and can easily imagine how
       | disappointing this segment is with the track records they had as
       | founders.
        
       | vladsanchez wrote:
       | What's Airplane's best alternative to build internal apps?
       | Windmill and Retool were mentioned but I'm not convinced of them.
       | 
       | Any guidance will be appreciated.
        
       | carabiner wrote:
       | I really hope this trend of non-informative, common noun names
       | for software comes to an end. Airplane, seriously? Why not
       | Skateboard or Plywood or Shovel? I guess I have noticed it's a
       | signal that the actual product is yet another boring productivity
       | tool.
        
       | czhu12 wrote:
       | I'm always puzzled by stories like this:
       | 
       | Why not just cut staffing to a minimal number of people -- go
       | back to existing customers, and renegotiate existing contracts
       | down (due to reduced support), and try to balance out the revenue
       | with costs to get back to some level of profitability.
       | 
       | 2-3 person indie hackers that bring in 400k in revenue are
       | considered wildly successful. I have to imagine airplane.dev was
       | bringing in enough revenue to support a team of 10 - 15 people
       | who could forever be a thorn in the side of companies like
       | retool. Maybe there could even be an exit one day for the people
       | staying behind.
       | 
       | Even the founders could leave, just hand it off to a group of
       | employees who are still interested in working on the problem,
       | will have more control over the company, get better work life
       | balance, etc. Rather than just scrapping it all
       | 
       | I'm sure it isn't this easy, since that seems to never actually
       | happen, but can anyone illuminate me on why?
        
       | Havoc wrote:
       | If the sole purpose was to get the CEO they could have just made
       | him an offer he can't refuse, stick some other new CEO into
       | airplane and call it good.
       | 
       | Would effectively be a risky, but free bet on a growing company.
        
       | warthog wrote:
       | Thanks for the clear explanation. Had wondered at the time why
       | this would happen.
       | 
       | Not to play the blame game but sounds like it comes down to
       | cofounders just losing interest in their own company. Rest was
       | just a side effect.
       | 
       | Unfortunately this is becoming more and more common. The cult of
       | the irrational, warrior founder/CEO who takes the startup journey
       | as literal life or death is even rarer.
       | 
       | What is even more weird to me is that I know founders who sleep
       | 2-3 days in the office trying to make their startup work and
       | grow, year after year.
       | 
       | They are hiring for people like you. They always get rejected for
       | some reason.
       | 
       | Yet Silicon Valley natives get their way easily with great
       | engineers like the ones in your team. I don't mean to offend
       | anything, I have been just really curious what makes great people
       | like your team go with founders who give up eventually. Cos I
       | used to think you can sort of sense a founder who is not in it
       | for life and death.
        
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