Add value first

I was at an event recently where one of the sponsors took about 5 minutes to address the room, talk about his firm, what they offered, and how to reach them. 

The crowd politely clapped, as everyone usually does with sponsors, but I seriously doubt a single person from that event will reach out – not because he did anything wrong, but rather because there was no value in what he said. Having been in the event organizers’ position of relying on sponsor dollars to make the numbers work, I was bummed for all of them.  And it got me thinking about the notion of value. At Techstars, we had a word for this, it was called #GiveFirst, but in my mind, it’s not just about giving, it’s about adding value first. 

In the early days of Techstars, we didn’t yet have a lot to brag about. I could show a few logos, sure, but like any embryonic company, you’re trying to figure out anything you can say to gain credibility, to gain attention.  I remember trying to recruit companies for Techstars and David Cohen giving me the sage advice to teach people something, rather than just waving a banner.

Oh, the wisdom in that guidance. Rather than just posting about applications opening (which I did with little effect), rather than just asking every person I knew to refer companies (which I did, with little effect), rather than taking out ads (which I didn’t do because I hate ads and we didn’t have the budget), I just started hosting free talks. It was always about something startup-related, and often I didn’t even lead them, rather I got someone else a lot smarter than me to do it. I just promoted it. For instance, Jason Mendelson on “20 ways to f*ck up your company”, or Paul Berberian on the hilarious Zenie bottle story, or Matt Blumberg on how to be a CEO. It was usually an hour long, and I always ended it with “and Techstars applications are open until X – if you have any questions, I’m here and would love to talk to you about it”. The key was the talks were GOOD. They were educational, from people who knew what they were talking about.  And when event attendees saw this small show of value, they could imagine what a whole accelerator program might be like. I often spent sixty minutes or more after the talk answering questions for people interested in the program. And so the flywheel of marketing began to turn. That piece of guidance was a huge driver of the early success of Techstars.

Fast forward a bunch of years, and the same thing happened with Digital Ocean. They were in their infancy, were a cloud hosting provider up against complex behemoths like Amazon, but had some very lofty growth goals. Digital Ocean was proud of how few clicks it took to set up a web server on their hosting platform relative to Amazon which could take hours to figure out. Taking a page out of “add value first” – they followed some sage advice from Jason Seats; rather than buying ad space, they created a bunch of how-to articles including a lesson in how to set up an Amazon web server without errors, literally helping people be successful on their competitor’s platform.  However at the very end of the post, they said “…and if you don’t want to do this work, check out Digital Ocean”. What I loved about this approach was their main focus wasn’t promoting Digital Ocean (although they hoped that they would get customers out of it). Their main focus was making someone else’s life easier.  They eventually IPO’ed, the roots of adding value embedded deep within the fast-growing company.

Companies spend billions of dollars a year trying to get our attention, such as all the ads we are subject to, or that sponsor who paid good money for brand recognition and 5 minutes on a stage. We are so overrun with this noise, that we tune it out – and the response of the marketing departments is to spend MORE money, say it louder, say it more often, creating more noise and making us filter it out even more. It’s a vicious cycle of absence of substance. 

If you want to get someone’s attention, try adding value first. The trick is that value is in the eye of the buyer, not the seller, so you really need to think about what your audience values. Taking out advertisements to tell me how awesome your CRM is doesn’t add value to me, even if I need a CRM, because every CRM is doing the same thing, so it’s just more noise. But taking out an ad to market a free class or video on how your CRM syncs bidirectionally and seamlessly with no code to that spreadsheet my intern uses, and then giving me a month free trial for taking the class? Love it.

Consider setting up a challenge in your company for your marketing team – ‘You aren’t allowed to market. You are only allowed to teach – even if it’s teaching about how to use a competitor’s product’.  How about co-writing a blog post with an investor about some challenge your business is facing, and letting that investor publish it on their website? The ideas are endless, you just need to think creatively.

Adding value takes thinking outside the box, I dare say it’s applicable in everything you do, and when you get it right, people will trust you more. Your customer base will be more tightly vetted, leading to happier customers with longer LTV. Your investor will be more likely to fight for you and bridge your next round when things aren’t going as planned (and let’s be honest, they RARELY go as planned). 

Challenge yourself to find a way to add value in every interaction. You’ll end up with a tidal wave of support that lifts you higher and propels you farther than you could ever imagine.

Play to win, don’t play to not lose

I recently gave a talk to a room full of founder/CEOs about how to leverage your board of directors by shifting from a reporting board to a collaborative board.  It can be tricky, but for those who do it, the company and the founder can grow wings. Part of the shift involves trusting your board and bringing them into your confidence, being vulnerable with them, and asking for their help and input when things aren’t working.  This can be scary for most CEOs because the board usually has the power to remove him/her. However, if you have the right board members, and if you create the right dynamic at the board level, this usually won’t be the outcome.

One founder in the room raised his hand to challenge me. He said, and I’m paraphrasing here, “That’s a lot of ifs and usuallys. Why would I take that risk? If my board can fire me, why would I risk being fired and losing my company by admitting weakness and vulnerability?”

I love this founder for asking that question – it’s at the heart of why most CEO’s don’t go to their board with challenges.

Here’s the thing: There’s a difference between playing to win, and playing to not lose. 

Let me tell you a quick side story. I played volleyball in high school and club ball in college. I’m short, so was never going to be really good, but I loved it. My freshman-year dorm was across the street from a frat house with a sand court in the front yard, and I was dumb enough to ask to play with the guys who were much taller and more skilled than I was.  They were nice enough to let me participate, and for a whole year I spent every day after school and all my weekends there. Eventually, I got good enough to hold my own, and we competed in a few sand tournaments. I never won, but placed decently, and even taught the volleyball class at the University for a while.  

Fast forward 20 years, I started a couple of companies, had a couple of kids, moved a couple of times, and made 100+ investments, raised a couple of funds, traveled an inhumane amount, had a ludicrious number of direct reports, helped grow Techstars… basically, I had zero free time to do things I loved like play volleyball.

So recently, I decided to pick it up again. I found myself on a co-ed, indoor sand team. I was pretty nervous to start, but hey, I’m decent at this sport, so I figured once I got my legs under me again, I would be okay. Well let me tell you – I was bad, so embarrassingly bad. I shanked every pass. Put every attack in the net. Dove and missed every ball. Lost every overhand serve. It was so bad that one teammate asked me to serve underhand, a big hit to my already fragile ego.  It’s been a long time since I felt that humiliated. We lost every game that season and were relegated to the lower league, largely because of me.

Astonishingly I was invited to play the next season (I’m 100% sure it was because they couldn’t find anyone else), so I swallowed my pride, said yes, and started practicing, figuring my ego needed to practice sucking in public. Luckily I got better and better. I wasn’t anywhere near as good as I was 20 years ago, but at least I wasn’t an embarrassment anymore. Yet I continued to serve underhand – because I was so afraid of losing the serve. A killer overhand serve will earn you points, but a bad serve will earn the other team points. You can win whole games on a killer serve alone. When I practiced, my overhand serves were killer. They were strong and hard to return and my team kept asking me why I wasn’t serving overhand in the games, but the truth was I was afraid to choke. I didn’t trust myself anymore and I didn’t want to cost us the game. I was playing to not lose, I was not playing to win. Despite my conservatism, our team placed #1 in that division and got promoted back up to the higher league, but, I didn’t get invited back to the next season because I didn’t help win games. I just helped not lose them. And quite frankly, I don’t blame them; they wanted to win.

This founder’s question is like my underhand serve. It’s playing to not lose. And when you’re in the high-stakes game of entrepreneurship, especially if you’ve taken venture capital, there are only 2 outcomes, winning, and losing. So if you’re playing to not lose, you will likely, eventually, lose. 

Here are common behaviors I see founders take that show they are playing to not lose:

  • Not being honest with the board
  • Stacking the board with friends rather than skills/knowledge/wisdom/networks/courage/honesty
  • Not asking for help
  • Trying to be good at all things
  • Not having a difficult conversation with a co-founder, leadership team member, investor, yourself
  • Not asking for feedback
  • Dismissing other people’s feedback
  • Needing to win disagreements
  • Not hiring people smarter/better than they are
  • Hiring up, and scaling up before true product / market fit
  • Trying to raise more capital because you hired/scaled faster than you should have before you have product market fit, and you’re now out of runway
  • Trying to keep the business alive when there’s clearly no real business, and burning through all the investor capital without returning any of it
  • Not making a major decision
  • Micromanaging, not trusting your team
  • Using policy as an excuse or crutch for not developing judgment

There are infinite ways that playing not to lose manifests but at its core is fear; fear of failure, fear of loss. The trouble with this behavior is that it almost always manifests that which you are exactly trying to avoid. For instance, not being honest with the board will eventually lead the board to not trust you, which will either cause them to not vote with you or they will try to remove you as the CEO. It just takes longer, but in the interim, you’ve burned all the bridges and not gotten the help, trust, and support you needed to turn the issue around.

Don’t mistake playing to win as ruthless, win-at-all-costs actions; that simply isn’t true either. You might win a battle, but you will eventually lose the war. Playing to win does mean taking risks, but it means taking calculated risks intentionally, collaboratively, and intelligently. In the land of startups, a win-win-win outcome is possible because together you can create more value than you othewise could apart.

Here are excellent playing-to-win behaviors:

  • Recognizing your weaknesses and staffing for them
  • Asking for help, asking for feedback
  • Admitting a mistake, asking for forgiveness
  • Build and manage a board of directors that can be as influential as your leadership team
  • Make a hard decision, even if unpopular
  • Hold people accountable, especially yourself
  • Taking a big swing, that’s calculated, intentional, aligning, and collaborative, with tailwinds
  • Having a scary conversation with someone
  • Conserving every f’ing penny until you have product market fit
  • Keeping your day job/not raising money until you have product/market fit
  • Shutting the company down and returning capital to investors when you can’t see how you’re going to make it work
  • Saying NO to distractions
  • Being generous with equity with the *right* co-founders, employees, investors
  • When people disagree with you, get curious, not defensive
  • Investing in your own professional development
  • Identifying the one thing your business can be best in the world at, and going hard at it. Don’t make marginally improved products/services.
  • Recognizing when you aren’t best suited for your role in the company anymore

Of course, all of this is situationally specific, and the true answer to any question is “It depends” – but I ask you – are you playing to win? Or are you playing to not lose? Are you serving underhand? Or overhand? What can you do or stop doing to shift to a winning orientation? I encourage you to ask that question, not only of yourself, but together with your team and your board.  “What could WE do, or stop doing, to help us shift from playing to not lose, to playing to win”. What a powerful way to reorient and kick off a new year.

Asking others for time

This week I’ve been on the receiving end of multiple emails that go something like this:

Hey Nicole, we met at X event and talked about lots of cool stuff. I was wondering if you could help me out with this project/problem I have. If you’d be willing, please grab some time here [link to their calendering tool].

I know the intention of including your calendering tool is to save time and the back and forth email. But here’s the thing – you’re asking ME for time. Whenever you’re asking someone else for a favor, like a meeting or time, you want to make it as easy on them as possible so that they help you. You want to work around them. When you share your link, it makes it easy on YOU, but less easy on them because they have to click, load a webpage, compare your availability to their own, select a slot, fill out their info, etc.

A good rule of thumb is to make it insanely easy for them to say yes by offering to work around them. My go-to language on this has always been something like:

“Great, thank you so much! I’ll work around you, so please share your admin or calendaring link, or if easier for you, here’s mine: [insert link]”

This shows the person deference and respect, with the added benefit that sometimes it is easier to just click your link rather than loop in your administrative assistant (and sometimes the administrative assistant is in their email, so will book around you anyway!).

Remember, when you’re asking someone for something, make it insanely easy for them to help you. Remove all possible barriers and show deference – this will make it more delightful for them to say yes.

How to make better decisions

Early in my career, I learned how important it was to make great decisions. When you’re investing, your performance as an investor is directly tied to the decisions you make, but with early-stage investing, you don’t find out if you’re right or not for a decade or longer. Then when I started to train and manage many of the Managing Directors at Techstars, learning how to make better decisions became a scalable challenge and opportunity, because now we had dozens of people making investment decisions. How to help them all improve their decision-making abilities tied directly to the returns we generated and the bottom line of the company.

I’ve been meaning to write a series on how to make better decisions, but haven’t seemed to get around to it (this is a good segue to time management and prioritization, but that’s for another post). Luckily my friend Matt Blumberg, CEO of Bolster created a 6-minute podcast on the topic. So while this doesn’t cover all the topics in how to make better decisions, it is a great summary.

Check it out here!

A thank you

Today, October 4th, marks the 1-year anniversary of leaving Techstars, an org that I helped birth, that I spent 14 years at, an org that has my fingerprints all over it, from the content taught in the program to the way the accelerators are run.  When you spend so long on something, it becomes part of you. You become part of it. And it can be hard to separate the two, which is one of the reasons I left.  It was time.

The last year has been a time of rest and recovery, and with some space from it, I have tremendous gratitude for my time and experience there.  For David Cohen who saw something in me that I’m not sure I saw in myself and whose deep trust and belief formed the foundation of how I want to work with others. For David Brown, who put up with me and my ever-changing demands at work. For Brad Feld, the ultimate mentor, philosopher, and investor, your words ring in my head often. For Jason Seats, my best friend and partner in crime and work, and someone I dearly miss working alongside every. single. day. For so many people.

I had no idea it would take almost 8 months before I stopped waking up feeling anxious that I was missing something important. It took a concentrated effort to let go of the judgment by people who discovered I was of no use to them. Their looks usually meant one of two things: 1) oh, you’re one of those people who don’t work or 2) I can’t get anything from you? NEXT. It took a while to discover what was interesting to me again, to see who I wanted to spend time with versus having to spend time with. It took some self-examination to not tie my self-esteem to a fancy title or a big company.  It took some time to catch up on life projects that I always meant to get around to, and then realized I would never actually get around to them, and the freedom that comes with just removing them and most of the other bullsh*t from my to-do list. It took a while to see the horizon again, rather than only my feet or the rearview mirror.

A year in, I’ve never felt fresher, clearer, and more alive. It takes a whole year, people!  I know time like this is a privilege, and it’s one I wish for everyone. Universities are onto something, giving professors an extended sabbatical – it provides clarity, inspiration, and rejuvenation in a way that a two-week vacation just cannot offer.  I hope you can plan a personal extended sabbatical for yourself. And while I’d love to share with you what I’m working on currently, today I just wanted to take a moment to say out loud, Thank You. 

Create a challenge group

Last week I blogged about my transition to gray hair and the metaphor it held for me. When I posted it, I asked my husband Mark for feedback because he’s one of the few who will be candid with me. After reading it, he mentioned that for a post about how I looked, the photo was “cringy” and I should consider hiring someone to take a professional headshot. He mentioned I looked a little washed out and crosseyed, and that a professional photographer would do better than I did with my iPhone in portrait mode.  

Busted! I did use my iPhone in portrait mode set against the backdrop of an accent wall in my house because I didn’t have the time to get a professional headshot. I found his input valid but decided I didn’t care enough to hire someone yet, and just posted it anyway.

After publishing, the post received far more attention than I had expected. Every person was complimentary about the photo, which was good for my ego but contrary to my husband’s feedback. I relayed to a friend what he said, and she gawked.  “What?!” She protested.  “How could he say that? That’s so mean!”

Here’s the thing – I loved his input and didn’t think it was mean at all. I thought it was highly constructive and accurate. His intention was to help me improve it and he picked specific things he thought were wrong. Even though I chose to ignore his suggestion, it wasn’t because I disagreed with him. I was just being lazy and decided it wasn’t that big of a deal to me. 

Read More »
Nicole Glaros Headshot

Gone Gray

I’m going gray. Okay, I’ve gone gray, and I’m not exactly sure when it started because I’ve been covering it for so long.

The last time I dyed my hair was in January of 2020. But like many women who couldn’t get to the salon during COVID, and who hate dying their own hair, I started to let it grow out to see how gray it was, and holy crap I’m 95% gray, actually silver, or platinum as my stylist likes to call it, but that’s just lipstick on a pig.  After 2 years of this, I don’t recognize myself in the mirror or in photos anymore.  I still don’t know if I like it – I waffle on it actually.  One day I think “hell yeah, I’m doing this thing!” And other days I jump out of bed with the intention of heading straight for the hair dye.

Read More »

This is Water

I’ve been doing a lot of thinking recently about the impact of attention, awareness, and responsibility in our lives, specifically how it impacts entrepreneurs and the performance of early-stage startups. I’ve always believed that what you focus on expands, and some of this has been shown in both quantum physics and in sport psychology. In this context, attention is your ability to direct your focus on outcomes you WANT (rather than those you don’t).

Read More »

Grateful Dead on repeat and marriage

I am married to a Dead Head. My husband Mark didn’t discover the band until he was in college, so he missed much of the touring that makes the community vibrant, but he’s made up for it ever since. Like most Dead Heads, he has listened to the 200+ versions of Fire on the Mountain and could tell you what date and venue the best version of the song was played. He loves the Dead so much that he plays keys in a Dead cover band called Peak 2 Peak (they gig locally so check them out if you live around here!).

Read More »

My secret rock

I have a secret rock. It’s 3/4 through my weekly hike, and I always stop there to relax for a few before returning to my car.  It’s obfuscated by the tall golden grass of the hillside meadow in which it sits, with views south and east in Boulder. It’s a glorious spot because it overlooks […]