It used to be that an investment triggered an IRS "Event" that set the
value and gain of a stock. This "event" was taxable. That may have
changed since I was heavily involved with startups. You were diluted
on the last investment and your value probably did not increase due to
that dilution. This also would mean no tax event for you. But
another investment where your value increases could create a tax burden.
But it's been so long that all of this may be out of date..
Robert
On 04/06/2016 02:21 PM, Travis Johnson wrote:
Hi,
This is a C corp business... no there are no taxes to be paid until we
"cash out". We aren't taking any money out of the company at all right now.
Travis
On 4/6/2016 3:06 PM, Robert Andrews wrote:
Take enough off the table so that the taxes are paid. Never know
when you might end up holding the bag on one of those and getting that
out of the way makes things easier to take if it goes TU for some
reason. From personal experience...
On 04/06/2016 01:46 PM, Travis Johnson wrote:
Hi,
I'd love to hear some thoughts about when is a good time to take some
money off the table. I know this is a very diverse group and sometimes
the insight here is something you can't get anywhere else. LOL
I invested in a startup company 27 months ago. When I invested, the
company was valued at $1M and I owned 10%. Over the course of time, the
company has taken a few other investments along the way, so I now own
8.27%. The company is now valued at $18M and several private equity
funds have contacted the CEO about buying "secondary" shares of the
company. So, I have the option to "take some off the table".
The company is growing amazingly fast... we just received an offer from
one of the top investment companies in the country that they would
invest up to $25M right now.
So, the question is: When is a good time to sell some shares (even just
to get the original investment back)??
Travis
