Investing – Page 16 – Julie Fredrickson

I have significant e-commerce, direct to consumer and retail business experience. I’ve managed multi-million dollar P&Ls, worked on iconic billion dollar brands and started my own direct to consumer cosmetics line. You’d think with that experience I would be deeply bullish on my ability to pick up and coming startups in the space. But I don’t particularly want to invest in digital brands or online retail. And I think it’s scar tissue.

I’m not saying flat out“no” I won’t ever invest in a DTC business or an e-commerce startup (I have and I will again) but a little bit of knowledge can make it hard to preserve creativity and imagination. Many founders can come out of a space where they have dedicated years of their lives and simply want space away from their expertise. They know too much. They’ve seen things. The scar tissue that forms to keep you working during the long dark soul of startup pain is still tender.

When I mentioned this lingering pain others pointed me to other areas they struggled to hear pitches or invest because of experience. Rental businesses and neobanks from Maia Bittner, certain e-commerce verticals from Lee Edwards, fitness from Jason Jacobs. It’s a common phenomenon among founders.

I’ve got lots of opinions why certain kinds of businesses won’t thrive or have business models that won’t make the kind of return my own personal investing thesis demands. But the truth is that I now have enough expertise to simply know more than is good for me. Ironically this means I should spend more time as an advisor or consultant on certain kinds of businesses but it takes a special founder to coax it out of me. Because I do have valuable insights and I want to share them.

But the last thing I want to do is pass on the trauma of my own experiences. Founders deserve to have their psychological safety preserved so they can build the company of their dreams. Some painful insights from a founder that came before them might help them avoid some pitfalls, but if they take our traumas too seriously they may never find their own path. And that kind of backward looking “it will never work” or “trust me kid I’ve been around the block” attitude can really bring creativity down. So I will always share my honest experience with anyone who asks but I’m hesitant to ever let anyone take my lessons to close to heart. You very well may be the one that breaks through where no one has before.

So when someone pitches me their new retail startup or DTC brand or cosmetics concept I try to be honest that I may nit be the best fit. I’ve got scar tissue. And if a founder insists that I can help I will try. But remember not all skepticism, fear, distrust or dislike is about you. Sometimes it’s all about the trauma of having lived it before. Asking someone to live it again is the ultimate act of trust. And maybe just maybe we get to firm new scar tissue together.

The other night I got suckered into the infamous Slate Star Codex comment about feminists and nerdy men. If you are already familiar with the general contours of this debate, you can skip the introductory paragraphs and go straight to my theory on the sexual dynamics of rejection in investing. I’ll caveat a lot before that. I read the above piece because I was high and while I would normally not spend an hour on angsty shit, I get tunnel vision with THC sometimes.

I’m an occasional reader of the rationalist community and often enjoy and respect their whole thing. To be honest I hadn’t ever bothered to read the feminist dunking controversies as, frankly, I took Scott Alexander at his word that this post wasn’t really representative of his work, so why would I bother? But again, weed tunnel vision. And boy golly do I regret reading it as I’m writing about it now.

I don’t want to minimize what was clearly a heartfelt and traumatic episode for everyone involved but the TLDR on the piece is basically certain kinds of women do not recognize the trauma of nerdy socially awkward men. Feminists in particular wield a cudgel over nerdy men, who it is argued in this article are victimized. There is some long winded arguments about whether this is a systemic issue. I kinda don’t care and you can judge for yourself. I myself read it as the personal trauma of one man that is being projected out as some kind of theory of power hierarchies. I’m not in the business of scratching up traffic with moralizing on woke politics. If I am, I’ll start charging for the blog.

What I did think was interesting is that we don’t like to talk about how women get rejected and how often we are in the power position to say yes or no. I do believe women to be systemically oppressed by patriarchy. I also think men are oppressed by it. And yes, women cope with sexual violence. That’s not a yes or no situation. Women in patriarchy are granted the upper hand in certain power structures. We don’t really admit this in polite discourse.

Women are the ones that get to say no. It’s a weird fucking system but somehow we have this power. I’d give it back if I could quite frankly. I don’t think it’s biological but I do think it’s true-ish. I fucking hate being the one that says yes or no to advances. I like to pursue but it’s not always an option. I don’t like that women have the power to be desired more than men do. No one talks about the female gaze because lol. Women gain power by saying no. Men gain power by saying yes. How we got here is for smarter people than me.

But I do have a theory that women generally being the ones to grant permission is honestly why pitching capital is such a bitch for women founders and male investors. Women are generally the ones who create desire and say no. Men saying no to women feels weird for both sides. I’ve maybe had one dude say no to me for sex and literally hundreds turn me down for money. It’s a head trip. It’s a personal experience, yes, but it’s also just how pitching works. People say no. Men get turned down a lot and apparently it’s traumatic as fuck for them.

Women aren’t used to it and men like to say yes to women but money can’t say yes to every company as that’s not how investing works. And yes, professionalism exists and, no, it’s never appropriate to wield power over someone’s future with sexual advances. I don’t know why that’s so hard for everyone. Like we shouldn’t be in positions where work feels like sex but maybe we should admit that women aren’t as used to being rejected and men don’t like doing the rejecting. So sometimes this gets grossly out of hand and investors say no to investing money as it’s their jobs (and it’s not personal) but still want to find a way to say yes, so inappropriate shit happens.

I think rejection is just a weird dynamic that’s lopsided with heterosexual cisgendered systems. I’d love to get rid of it. It sounds like plenty of men would too. I’ve always been under the impression that this was the goal of feminism. Clearly we aren’t there yet.

Also don’t read Scott Alexander’s blog comments when high or you too may end up writing about rejection and gender in public too.