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Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by tptacek on Wednesday August 29, 2018 @04:15PM (#17871519)
How did you get there from here? This appears to be an A-round startup that just paid $3MM to gain the flexibility to award liquid equity to (among other people) it's employees. Doesn't that make it better than the average equity-issuing startup?
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by sushid on Wednesday August 29, 2018 @04:22PM (#17871597)
How are you going to cash that out? Do you want to hold onto a lifestyle company shares when there's no potential liquidity event in discussion?

I'm not going to exercise my options in that situation and you'd be crazy to pay taxes on this year after year.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by tptacek on Wednesday August 29, 2018 @04:28PM (#17871669)
Close-held profitable companies make their shares liquid by buying them back or by distributing dividends (as "profit sharing").

Remember: to a first approximation virtually all startup equity from all startups is illiquid.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by icelancer on Wednesday August 29, 2018 @08:33PM (#17873252)
>> Close-held profitable companies make their shares liquid by buying them back or by distributing dividends (as "profit sharing").

Yes, this is exactly what we do with our equity and our employees.

It is ridiculous around Hacker News that this idea has been completely lost and almost everyone focuses on RSUs and unicorn valuations and longshots, rather than simply... I don't know, making a business that very calmly makes a few million dollars per year with double digit growth rather than insanity.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by scarface74 on Wednesday August 29, 2018 @09:01PM (#17873368)
It’s as if the idea of working for a company that’s profitable, pays market rates, and may pay a bonus to it’s employees out of its profits is blasphemous....
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by mcny on Wednesday August 29, 2018 @05:47PM (#17872364)
How do stock buybacks work (especially in a private company)? Do I as a shareholder access to all the information that the company does?

Not trying to sound smart but wouldn't a market with only one buyer mean they will pay the least possible amount?

I'm not trying to trash talk buffer. Just wanted to see if there's another angle to this.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by icelancer on Wednesday August 29, 2018 @08:36PM (#17873265)
One way it can be done:

We issue equity internally, not options. We hold right of first refusal and have independent appraisals of value of the business done, so when you leave, we have the right to purchase the equity back at the last appraised value of the company. Additionally, we also pay dividends (impacted by equity) and profit sharing (not impacted by equity but rather a percentage of salary) to our employees.

These things are what "lifestyle businesses" do, or what basically everyone outside of SV and indoctrinated MBA programs call... businesses.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by tptacek on Wednesday August 29, 2018 @06:21PM (#17872578)
You should talk to someone who works at Bloomberg. Bloomberg is a gigantic private tech company with an internal exchange where vested equity can be bought and sold among employees and the company.
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by puranjay on Thursday August 30, 2018 @04:18AM (#17874926)
Buffer's current salaries:

https://docs.google.com/spreadsheets/d/1l3bXAv8JE5RB9siMq36-...

Personally, I think the salaries are more than reasonable. A senior engineer with a $175k compensation seems fair enough.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by dsl on Wednesday August 29, 2018 @04:32PM (#17871701)
When VCs (companies that make their money by betting on long shots) and two cofounders walk away, that is a really bad sign for a company. As I mentioned in another comment, if he hadn't had 45% of voting shares, the CEO would be gone.

It sounds like he just wants to turn it into a lifestyle business. Which is cool, they just need to be upfront about bonuses or profit sharing, and ditch equity.

Quick edit: I just re-read my previous comment and realized "cash only" wasn't the correct phrase to use. I meant it to include the other stuff I mentioned here (give employee some amount of cash) not just base salary.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by tptacek on Wednesday August 29, 2018 @04:41PM (#17871801)
No. All things being equal, the VC and cofounders leaving is a bad sign. But all things aren't equal: Buffer is so profitable that it can buy out its investors without impacting operations. That's an extraordinarily good sign, one few startups ever find themselves in a position to do.

The Buffer post is extraordinarily clear (almost numbingly so) about the mechanics of their Series A and why they needed to buy their way out of it. They had two structural problems:

(1) the terms of their A round included a strong incentive to liquidate the whole company early, in the form of a perpetual 9% annual interest payment due to the A round investors after 5 years.

(2) the terms of their A round forbade them from extending liquidity to other shareholders, including employee equity holders, without the approval of the A-round lead investor.

Unsurprisingly, Buffer's A-round investors needed to be talked into accepting the buyout, which they took at a substantial premium to their investment in the company.

I do not think the logic you're employing to value these shares is sound. Early exits are usually bad for employees (the lower the exit valuation, the less money is likely to trickle down to employees). Profitability gives Buffer lots of options to maximize returns to long-term shareholders, which is what employees are. To my eyes, Buffer's employee equity is more valuable given this information, not less.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by charlesdm on Thursday August 30, 2018 @04:11AM (#17874882)
It's also tax efficient. Taking out $2.5m would first incur corporate tax, then dividend tax.

They initially sold equity of the business, only incurring capital gains tax in their personal name. Now they buy back shares and destroy those shares, so their stake increases again. They bought back shares with taxed capital within the company, but without incurring dividend taxes.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by owens99 on Thursday August 30, 2018 @05:38AM (#17875338)
Thanks for taking the time to explain to this guy the big obvious perspective he is missing here. So frustrating reading one-sided comments like that.
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by mprev on Wednesday August 29, 2018 @04:45PM (#17871844)
Can we please stop using “lifestyle business” as a pejorative for everything but hyper-growth companies? Outside our bubble that’s pretty much just what everyone else calls a business.
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by scarface74 on Wednesday August 29, 2018 @09:00PM (#17873359)
There are way too many commenting as if a profitable business is actually a negative thing.
Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by lorenzobr on Thursday August 30, 2018 @05:50AM (#17875379)
It's because we are growing up with VCs teaching us that you have to burn money for 10 years before you can be profitable.

Honestly, I'd sign with my blood if I could get my business to make £5M a year in profit and own nothing to VCs or banks.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by nickdandakis on Wednesday August 29, 2018 @05:19PM (#17872159)
Out of curiosity, can you lay out yearly (or monthly) revenue and profit ranges for what you consider a "lifestyle business"?

To me it sounds like he's trying to establish Buffer as a business, and not a startup. Let's make that distinction, and drop the "lifestyle" part.

Re:We Spent $3.3M Buying Out Investors: Why and How We Did It by Alex3917 on Wednesday August 29, 2018 @04:54PM (#17871931)
> When VCs [...] walk away, that is a really bad sign for a company.

VCs eventually need to post cash-on-cash returns to their LPs if they want to raise their next fund. It doesn't matter if they think the company can do another 10x or another 100x, eventually they just need to exit their positions and mark the book. Now granted maybe it's a sign that they don't think the business will do 10x in the next year, but that doesn't have much to do with the scale on which the business will ultimately succeed.