Hey, I'm Alex and I like writing English and TypeScript. I have founded a few companies (most recently Clearbit and Reflect), was an early engineer at Stripe, and I've also written a few O'Reilly books.
I'll be answering questions on November 9th 🔥
@kureikain I pretty much just use my Twitter account and a newsletter. I have ~30k followers on Twitter, and 20k emails in Reflect's database (using customer.io).
Our strategy is very basic - we just launch and launch and launch, blasting those channels each time.
The truth is, I'm not that good at marketing yet. This is one of my main areas of improvement for next year.
Reflect's product is too cheap to make it profitable to gain customers by advertising, so we need to come up with other ideas.
@kureikain@maccaw How do you feel about Twitter these days? Do you think it still remains the top social network among founders/tech people? Have you ever considered switching from Twitter to LinkedIn or may be even Threads?
Huge fan of yours since I saw you on a podcast. You're an inspiration and I've been following and reading your stuff for years.
My ama, is a bit more personal. With your incredible success how do you remain so humble? Even when stepping down from Clearbit you take the extra step of giving the new ceo credit of being far more qualified than you. I've seen this same behavior so many times from you and always wanted to ask you.
You're an inspiration to tons of silent readers and followers.
@moe3615 You are very kind! And to anyone reading the above comment, I swear I didn't write it with my alt 😂
To your question: I think, when you've been wrong as much as me, it gives you a degree of humility. We're all pretending we have all the answers, but in reality nobody really knows what's going on.
Alex! I've been following Reflect since before your public launch and appreciate the non-VC, community-driven approach to your recent round of funding.
Curious to learn more about why you took that approach and any learnings for those considering doing something similar.
@rrhoover Hey Ryan 👋.
The reason I decided to crowd-fund over taking traditional venture capital is to do with incentives.
Reflect's goal is not to be bought or IPO. But venture's incentives are all aligned with these outcomes.
A community round, where you set the slow-growth expectation upfront, has much better aligned incentives. We even went a step further and aim to pay our investors a dividend. Now we have perfectly aligned incentives and expectations with our investors.
@alexander_nevedovsky I believe all humans have to feel creativity in their lives to be happy. Different people feel this feeling in different ways. Some people by writing books, some by acting in musicals, some by managing large teams. I feel it by writing code.
At Reflect I write code every-day and I feel happy.
What are some learnings from clearbit that you can share with other product crafting folks? (Anything ranging from Product, Strategy, Eng, Operations, Design,Marketing, etc.)
Big fan of your writing on software (Spine!) and thoughts on entrepreneurship.
What do you think of executing multiple ("smaller") bets (Pieter Levels, Daniel Vassallo) vs focus on one bigger bet?
@__tosh I have mixed feelings on this. There is a similar question around how do you know when to pivot or not. It is hard to know to be honest.
I know examples of people who pivoted five times and on the fifth time built a massive business.
I also know people who stuck with the same idea idea for years, and only in the fifth year of business did it take off.
I guess it depends on the problem you're trying to solve. With Reflect, for instance, it is an extremely hard problem - it requires many years of work to even begin solving.
Hey Alex! Love what you're building with Reflect.
What have you found are some of the main differences in building a VC-backed vs. bootstrapped company, especially when it comes to building product?
@simonrohrbach They are very different types of hard. VC backed is hard because you're moving fast with a lot of expectations and often doing things you don't enjoy (like managing).
Bootstrapped is hard because you're moving slow with very limited resources.
In my experience it is easier to build a world-class product when you're bootstrapping though because the product is created from one mind (yours). You can always tell when a product has been designed by a committee.
Loving Reflect, but my ama is, do you believe that the VC model will continue to be the model for funding tech businesses given its propensity to drive profits at the expense of ethics and quality of life?
@julian_saunders2 I believe the future of most investing is crowd-funding. We just crowd-funded a few weeks ago [1] and raised over a million quickly without having to take Zoom meetings.
If you do not have a good shot at an IPO, or the stomach for it, do NOT raise traditional venture capital. It will only end in tears.
[1] https://wefunder.com/reflect
With the benefit of hindsight, how does it feel to have stepped away from Clearbit after 7 years? Would you make the same decision again?
Also, what have you learned about "only" being on the board compared to being an operator and a board member?
@mxstbr I would absolutely make the decision again. Indeed, I would leave even earlier, maybe at around 30 employees, and set the expectation with the team upfront.
I have learnt what I love which is a day of coding without meetings. So I should just stick with that.
r.e. the board - I can tell you the hardest thing about not being an operator in the company is that you feel quite impotent. You can provide advice (as best you can), and feedback, but ultimately it is the CEOs job to make the decisions.
When you reflect on Clearbit... what are the three things/events that helped you go from 0 to 1M ARR, and what are the three things/events that moved the needle from 1M to 10M ARR?
Thx a lot! Rooting for Reflect!
@vedranrasic Going from 0 to 1 M ARR was a combination of us: a) increasing our pricing and b) creating a Salesforce integration and c) hustling.
Going from 1 to 10 was quite straightforward after we hired a sales team.
Hey Alex, been following you for a long time, since Spine days! Incredible to have seen your journey, via books, working at Twitter (am I remembering this correctly) and then Stripe, Clearbit, and now Reflect (of which I'm a dedicated user, it's incredible)
Could you reflect (sorry for the pun) on some tough times? Times when folks didn't believe in you / what you're doing? Would love to hear about them and how you managed/figured out a way forward.
@altryne The hardest times were, in order:
1) Performing a layoff of 20% of Clearbit during COVID
2) Getting my first Green Card application denied and being forced out the US
3) Clearbit getting a frivolous lawsuit
4) Coming to the conclusion that I should no longer be CEO of Clearbit
5) Getting a notice from the city of San Francisco that our office wasn't zone correctly and we needed to vacate (I loved that office)
Along the way there's been folks that believed in me, and folks that haven't. I've always had a quiet inner confidence that propelled me regardless. In general, most of the problems above resolved themselves with time.
Here's a good mental model when it comes to problems: will I still be worried about this a year from now. If so, it's probably important and worth worrying about. If not, resolve it and move on.
Thanks to great infra (cloud, open source, copilot) small teams can easily build and ship software. This has increased competition with most niches occupied by multiple products.
The challenge, it seems, is not product, but GTM and managing third party integrations.
How will these trends of decreasing build complexity and increasing competition impact B2B SaaS?
@chirayupatel That is true, but there are seven billion people to sell to. Well, not all of them, but you get my point. It's possible to make a lifestyle biz in many many areas.
GTM is definitely the hardest part for me personally. It should all be programmatic and automated. Which is why I love advertising - it's the most efficient way of scaling a business. Unfortunately, due to Apple's policies, it has recently become less efficient.
After exiting Clearbit, what emotional phases did you go through and how long did it take you to settle with what you are doing now? Do you set different boundaries/prioritization with current ventures compared to pre-exit? (e.g. not compromising on life quality vs grinding, etc)
@stpe After I left I did a lot of writing. About my experience, my learnings, and what I wanted out of life. It was very cathartic. I also did a lot of therapy.
I jumped into Reflect quite quickly because it was smack bang in the venn diagram of things I wanted to do. I wanted to build a tool I used every day, that was UI heavy (I love designing), an Electron app, and something around writing.
Sometimes I worry about being ambitious enough. But then I think about the leverage in improving people's thinking through note-taking. That is enough for me.
Clearbit is very interesting. Can you dive into specifics about how the IP-DeAnonymization works? I understand how big orgs have their own IP ranges but you guys claim to be able to detect even smaller companies? Would love to hear about the process.