Founder/Builder: CEO @TrustBoundAI. Founded On Deck Scale (250 CEOs), Bright Funds (acquired) and OutServe (merger). Member of @GaingelsVC & @southpkcommons.

Joined April 2008
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Your team is feeding sensitive data to AI you don't control. Most companies have no idea. A sales rep. An HR manager. A finance analyst. All just being productive. Blocking doesn't work. You need a governed AI access layer. That's what we're building at TrustBound.ai #AIGovernance #ciso
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Ty Walrod retweeted
2 Feb 2025
YC on why vertical AI agents could be 10X bigger than SaaS:
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12 Nov 2024
YC Request for startups just dropped with gov tech at the top @ycombinator
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16 Sep 2024
Founder exploring ideas? Check this out 🤙
16 Sep 2024
New experiment for ODF23: pay-what-you-want ODF22 was our best cohort (NPS/economics) but we wanted to try something new. Not changing: no equity to join, no right to invest. We're not a VC's dealflow hack. We help more people start the best companies together. Apply!
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Ty Walrod retweeted
26 Jun 2024
The number of acceptable excuses for not building whatever you want is approaching zero.
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Ty Walrod retweeted
AN ODE TO EARLY EMPLOYEES I once had someone tell me: “Hari, you’re essential to this company, and we might have died if not for you. But we’re founders and you’re not, and nothing you do can change that." That single sentence shapes the entire way I think about the people at a startup: founders, founding team, early employees, and everyone else. Until the 1990s in Silicon Valley… … being a founder was the toughest job around. It wasn’t cool to be a founder back then. Everyone thought “entrepreneur” was just a fancy way of saying “unemployed.” The greats busted their ass in the proverbial garage for years until they shipped something. They didn’t have AWS or a million open source libraries. They set up servers to run that shit, and built their databases and components from scratch. They tried desperately to recruit early employees because no one wanted to give up their cushy job. Even if they could find the rare person who wanted to change the world, the company was (probably) going to fail and they would get yelled at by their SO or their parents for wasting their life. There were very few VCs, so capital was precious. Founders had to give up onerous terms during fundraising, because they had no power. 3x liquidation preference participating preferred was the norm back then. Starting a company and finding product-market fit is hard enough. Imagine if it was this much harder. And so, those who had the courage to start something in the face of such immense adversity, were celebrated once they succeed. They were truly one in a million. Special. Today, founders are still treated as if in a class of their own The world has changed a lot in the last 30 years. Virtually any founder(s) — assuming one of them can code — with the glimmer of an idea, can raise millions of dollars before there’s a product or revenue. Creating a prototype has never been easier. Literally a weekend project. Yet… “founders” are more celebrated than ever. Adored, even. I don’t think I truly understood this until I became a founder myself. As a founder of a pre-seed startup in 2019 who had accomplished exactly nothing to date, I suddenly had access to VCs and invitations to exclusive events. Way more than when I’d been a non-founder-COO who had been critical to building a successful Series B startup. It’s like moving up from economy to business class. Except I’d paid in blood, sweat and tears for that economy ticket; and I’d managed to enter business class simply by putting on a suit and walking in like I belonged. The burden of building has shifted from “founders” to “founders & founding team” When early employees join a startup today, they’re not joining a de-risked company with PMF. They’re usually joining a company with a Figma prototype and a bunch of money in the bank. Don’t get me wrong. The money is important. It means they aren’t working for peanuts like some early employees might have, back in the day. A staff engineer or head of operations at a seed stage company is usually making $140-180K base in SF / NY. That capital is incredibly valuable because it buys time to build and sell things. And the founders either had a lot of credibility, or undertook a herculean effort to raise that capital. Raising money is not easy. But the risk from that point on is not that different from that of a founder. 99.9% of the hard work is still ahead. Which means that early employees, particularly “ex post facto founders” (h/t Jason Lemkin: early employees or execs who shoulder “founder-like” burdens), are — according to current norms — left with the worst deal in the ecosystem, when it comes to equity, respect, and influence on a risk-adjusted basis. Here is a list of things that founders are subject to, that early employees don’t have to deal with: 1. Months spent in the wilderness, exploring if the idea can even become a company 2. Reputational & social capital risk with investors & employees Here is a list of things that both founders and ex-post-facto cofounders take on: 1. Reputational risk with partners, suppliers, customers 2. Day-to-day stress of success and failure 3. Stress of shielding junior / rank-and-file employees from the ups and downs Here is a list of things that all early team members (founders, execs, and early employees alike) take on: 1. Lost opportunity cost of making a “market” salary 2. Risk of product-market fit 3. Brand risk In return, founders make 1-2 orders of magnitude more equity; typically control the company through board seats and super-voting rights, and several orders of magnitude more recognition in the ecosystem for their role in the company. Here’s a visual to make it clear. Founders deal with some of the worst parts, and get some of the best perks. Later-stage employees deal with the best parts, and don’t really get any of the perks. You see lots of red and green in those columns. But why are we okay with a sea of orange and yellow for the columns in the middle? Of course it’s hard being a founder. I’m just saying that it might not be 10-100x times as hard, which is what the equity, voting rights, and recognition would imply. Take two co-founders with 30% each at a Series A, four years in. The apportionment would imply that they were each twenty times as valuable as the next strongest employee, and three to five times as valuable as all 20 employees to date, combined. If you’ve started or helped build a company before, you’ve hopefully learned that this is pretty much never reality. This is why nothing frustrates me more than accepting “first employee gets 1%” like it’s gospel. Being a founder is harder than any other role at the company. (Most) founders earn every bit of the money and credibility they get. So this is not about tearing down founders. Hell, I’m a founder now. This is about putting the founding team, ex post facto founders, and early employees where they belong. This ends up hurting both sides: - Companies get hamstrung and have to deal with too many transitions, because many of the best early employees leave 3-4 years in, very consistently. - There are too many companies being started, because lots of people with an entrepreneurial streak end up starting something even if they would have otherwise opted to be an early employee… because being an early employee is just such a bad deal. OK, SO NOW WHAT? Here are a few suggestions; many are controversial, so pick and choose what you like. Any of them would be a step in the right direction towards a trusting relationship and celebration of those who enabled the company in its earliest days: Be generous with honorary titles. Apparently Jack Ma made every one of his early employees a “co-founder” of Alibaba. They had like 17 co-founders. I’m not sure if we need to go that far, but I love the push behind the sentiment… personally, I’m trying out co-founder, founding team, and early employees. And if someone establishes a function — e.g., sales — give them the benefit of “founding head of sales” or “founding designer”. Allow people to get promoted into these honorary titles. It’s normal to promote high performers with title and compensation, so why not here? For example, someone starts as founding team and knocks it out of the park (i.e., behaves like an ex-post-facto cofounder), honor it by promoting them to co-founder status one or two years in. If someone is an early employee (or a ridiculously strong exec) but earns it, make them a co-founder or founding team later on. Notion did this their COO, Akshay Kothari, and Rewind did this more recently with Paul Stamatiou. Being a cofounder shouldn’t give anyone immunity. Underperforming co-founders shouldn’t get to coast or rest-and-vest. Such breakups are hard, but it’s even worse for morale if you let cofounders play by different rules or be held to a lower standard. Get more generous with early employee equity. Get rid of this silly 1% benchmark for first employee. Set up a dedicated “founding team pool” of 10-15% in restricted stock for the first 5-10 employees. Grant your first few employees several percent (at least); and if you want to trust but verify, split it across multiple “promotion” grants issued upfront, or set up a 6-year / 5-year vest for them. That way, your early employees can look at your 25% to their 4% and feel that it’s at least in the ballpark of reasonable. The founders would still each get perhaps twice the equity of the first 5 employees combined… but it starts to approach a “fair” setup.3 Institute friendly equity management policies Early exercise and / or an extended exercise window. The reasons not to do this are administrative and dumb, so push back on your lawyers if they tell you not to do this. (Not legal advice.) Earmark restricted stock for your founding team, not options. Your early employees deserve as “cheap” an exercise as possible for the risk they took. Founders and early team members should play by the same rules when it comes to liquidity. If there is a secondary in a financing round, founders, founding team, and early employees should get to participate in proportion to their (vested) holdings. Once the company crosses certain milestones (5-6 years in, Series C/D ), get more friendly to secondaries. If you don’t, they’re going to happen anyway in quiet handshake deals, and the devil you know is better than the devil you don’t. None of this stuff is rocket science! Just… Reward people in proportion to their contribution. A neutral third party should be able to take a fresh look at the arrangements and say “yeah that seems okay.” Because right now, it’s a deeply skewed incentive and reward system. Startups innovate all the time. Let’s apply some of that creativity to treating critical teammates the right way.
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25 Mar 2024
I've worked with @PatrickEwers firsthand and experienced how his practice and philosophy, as laid out in his newly released book, help leaders leverage their time effectively. I recommend his book and its principles.
Thrilled to announce that my first book, Radical Delegation, is available on Amazon now and already a #1 bestseller! In celebration of launch, it’s free today. Get the book @Reddit CEO Steve Huffman described as “indispensable” here: hubs.li/Q02q7PtZ0
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23 Mar 2024
AI startups like @KheironMedical are helping spot cancer at very early stages. This is promising and will reduce suffering and save lives. ❤️
Incredible work by @KheironMedical - highlights the amazing opportunities AI presents. Now just need to roll this out across the NHS…
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Applications for the third NEXT cohort are open. Kicking off late Feb 🎉 In Cohort 2 we had: - 850 applicants - 100 exec and mid-career job-seekers selected - 75% startup veterans and 25% pivoting - 30% deciding founder vs joiner - 20% founders transitioning to operating
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Ty Walrod retweeted
As an early-stage founder, one of your top jobs is to take care of you. If you work so hard that you burn out and quit, there was no point in working so hard in the first place. Please take care of you! Exercise, see friends, eat healthy, leave the house, do things for you.
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Ty Walrod retweeted
7 Sep 2023
All the enterprise AI startups going after verticals have the right idea. Pick a market, deeply understand the workflows, build simple software to model the workflows, and use AI to augment the human judgment involved. Huge opportunity in 1,000’s of categories.
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It is about damn time. The people and institutions of SF are finally speaking out. The culture of fear of being canceled by ideologues kept them quite for too long.
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Ty Walrod retweeted
observed: at work, comfortable conversations/presentations that go as planned are seldom a great use of time. surface the questions, focus on the elephants, optimize for healthy tensions.
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The most powerful paradoxes of life. 1. The Productivity Paradox: Work longer, get less done. (a visual thread)
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Ty Walrod retweeted
Stability AI was recently selected as one of @TIME's top 100 most influential companies! #TIME100Companies time.com/collection/time100-…
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27 Jun 2023
Thrilled to join Emad and the incredible team at @StabilityAI 🙏🚀
26 Jun 2023
Happy to welcome @tywalrod & @AfrajGill to the @StabilityAI with their operational scaling nous Both previously led the @beondeck Scale program for fast growing companies & are fantastic folk As we get ever increasing demand for open models for private data need to scale right
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18 Apr 2023
Anthony is a one-of-a-kind leader. I’ve seen firsthand the care and hustle he brings to his work. Career seekers and founders alike should get in touch with Anthony and his team and check out NEXT. ❤️‍🔥
🚨 So excited to announce a new adventure: I’m launching the NEXT community for startup job-seekers! 🤩 NEXT brings together entrepreneurial mid-career and exec-level people who are intentionally thinking about what they want in their next chapters 🚀
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Ty Walrod retweeted
Replying to @BillAckman
Well said Bill.
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