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Brennan M. Woodruff Profile
Brennan M. Woodruff

@BrennanWoodruff

Followers
1,481
Following
1,200
Media
869
Statuses
11,379

Co-Founder @Gocharlieai , 35 time Groomsmen, 3 time officiant, Uncle, Hoosier, Guardsman, occasional teller of Dad jokes Prev: @uber @softbank ; Recovering CPA

Chicago, IL
Joined February 2011
Don't wanna be here? Send us removal request.
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@BrennanWoodruff
Brennan M. Woodruff
6 months
RIP Foxtrot....
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@JRobertsonMS @WillManidis You’re gonna love US Covid Vaccine cards
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@BrennanWoodruff
Brennan M. Woodruff
9 months
@HumbleFlow @3orovik @elonmusk Elon scored Randy Moss levels of touchdowns, but because Randy Moss is too good at catching touchdowns, they decided to negate all the touchdowns he scored over his career and negate all the bonuses he received for catching those touchdowns
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@growing_daniel Call that GoGitHer Hub
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@Theholisticpsyc Violent trigger alert: Witnessing my parents have to wrestle a knife out of my older sister’s hands to stop her from committing suicide.
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@BrennanWoodruff
Brennan M. Woodruff
2 months
@DylanoA4 I’m here trying to have my coffee and doom scroll and you’re just casually junging me in the face, really man?!
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@HoopMixOnly Where is Jimmy Butler?
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@BrennanWoodruff
Brennan M. Woodruff
3 months
@yrechtman The finance guys saying the payback period on deep tech investing doesn’t make sense…that seems like a reasonable conclusion on their end given they have 0 understanding of the technology and are getting fleeced in markets. It will make sense, problem is it’s deflationary tech,
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@juanbuis This is the icing on the cake. To be fair, us Americans don’t have reliable train transit :(
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@BrennanWoodruff
Brennan M. Woodruff
3 months
@Haje @TechCrunch No one wants to pay anyone to help them raise funds at the early stages, they don't have money to pay for it, hence way they are fundraising. How many times must we learn this lesson?
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@BrennanWoodruff
Brennan M. Woodruff
7 months
@tomfgoodwin It's called leadership being abstracted away from the actual users of such products. That said, they were optimizing for extracting money from their customers (the advertisers), not for the end user experience.
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@yoheinakajima AUII (Autonomous Ultra Instinct Intelligence)
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@BrennanWoodruff
Brennan M. Woodruff
5 months
Anyone have a good lead on a quality website designer? Got something I want to bring to life
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@pdhsu Just read the papers
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@BrennanWoodruff
Brennan M. Woodruff
3 months
@TheNolanater @LakeShowYo you know how bad they would be without him?
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@BrennanWoodruff
Brennan M. Woodruff
10 months
@damccormick13 Why does that chat feel like two ai bots going back and forth lol
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@BrennanWoodruff
Brennan M. Woodruff
5 months
Went to Italy to get some new hardware to train Charlie and acquired a cofounder
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@chrisprucha Why is a vacuum company making spheres of light?
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@BrennanWoodruff
Brennan M. Woodruff
2 years
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@cory Always knew I was destined for esports glory
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@MoFromYYZ New Francisco Or San York?
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@DeepWatersOfEL Celtics could go on a dynasty run ANT coming Jokic still MVP level embiid still elite Luka is the best player in the NBA now Zion/Banchero/Shai all coming up hot Lots of free agency moving. NBA will be fine
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@BrennanWoodruff
Brennan M. Woodruff
2 years
🌶️take: The more I look at the Forbes 50 AI List, the more I realize it is so so far off from the companies that are impactful and delivering value in the space. It’s clear it’s very much a friends and port cos list. All for promoting, but maybe we need a people’s choice list.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@Jason See: Adderall/caffeine/the warmth of love
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@RSS_D4 @elonmusk @OpenAI Again, LLMs not meant to be used for search, but basic question answer will be gone. That said, I expect much of the internet to go closed garden with the abuse many AI providers are using to extract info. That said, for things that require live updates LLMs won’t be it. The
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@fed_speak CHATgpt is really a team of lightning fast texters using T9 cell phones
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@BrennanWoodruff
Brennan M. Woodruff
8 months
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@agazdecki Nah, usually good at a lot of things, but one thing they absolutely excel at.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@venturetwins Raise rates again
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@BrennanWoodruff
Brennan M. Woodruff
8 months
@pmddomingos Entire industry is experimenting
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@Altimor I like the camaraderie of in person, but I’d argue we’ve been more effective and shipped more than most startups in our space as a 4 person company that’s remote. Don’t think there’s a right or wrong answer here
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@BrennanWoodruff
Brennan M. Woodruff
11 months
Well done @BasedBeffJezos . Taking over the feed
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@Austen Big head irl
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@nikitabier Majority of the worlds problems can be explained by misaligned incentives
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@Austen Spoiler alert: it’s all just cake
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@rodrigonieto @ChrisJBakke Just want you to know I appreciate this comment
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@BrennanWoodruff
Brennan M. Woodruff
6 months
@alliekmiller Similar experience on a flight. Guy next to me was a professor of art and master calligrapher. He showed me all his incredible generations that bent the imagination of what’s possible. He said it also gave him and his daughter something new to experience together. His name
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@theapplehub Literally just bought Popl, guess we don’t need that anymore
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@BrennanWoodruff
Brennan M. Woodruff
6 months
@ItsKennyatta Gets everyone talking about it Plays to airbnbs only benefit over hotels: unique lodging Partnership marketing opportunities
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@BrennanWoodruff
Brennan M. Woodruff
2 years
In a world of AI search, I predict a devaluing of landing pages and much more emphasis put on social media channels for building awareness/driving traffic to commerce experiences. Brands will focus even more on multichannel immersive and AI enabled interactive experiences
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@BrennanWoodruff
Brennan M. Woodruff
3 months
@pitdesi Why is doubling employee headcount a vanity metric reported in the Press Release for an AI company?
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@levie Funny enough the original idea would have killed during Covid, but they had pivoted by then.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@Theholisticpsyc People lie.
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@BrennanWoodruff
Brennan M. Woodruff
2 years
Just found out Dad in the hospital this AM. Send good vibes please 🙏🏻
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@WillManidis Kind of like the people that hate Times Square. It's a spectacle to be hold.
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@BrennanWoodruff
Brennan M. Woodruff
19 days
@TurnerNovak And Chicago just keeps trucking along
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@BrennanWoodruff
Brennan M. Woodruff
10 months
Days in 2024: 1 Days Product shipped in 2024: 1 One of the biggest issues facing all AI products is creating a knowledge base for each customer to adapt to their businesses' goals, voice, product catalog and more. This used to be a task dedicated to developers, but now with
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@BrennanWoodruff
Brennan M. Woodruff
2 years
That feeling when you’re on a billboard in Times Square and you didn’t pay for it.
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@Carnage4Life It’s actually due to a tax rule that no longer allows R&D expenses to be fully deducted in year 1 and amortized over 5 years. Causes tax bill to sometimes be higher than profits made in many situations. Couple that with a great reduction in breadth of project and you have a
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@BrennanWoodruff
Brennan M. Woodruff
6 months
@NWischoff Isn’t this more a byproduct of people not wanting to erode their margins with transaction fees or tech subscriptions than fintech being available?
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@BrennanWoodruff
Brennan M. Woodruff
1 year
Pretty cool getting to check out @MorningBrew ’s office in nyc with @kylehagge yesterday. Their learning brew programs kicked off the jump to a crazy pre rev pre product startup at the time @GocharlieAI , and lead to our recent CMO hire. Something is a brewing….
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@bentossell People are IN the AI?!?! Man this space moves fast.
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@mattshumer_ Not hit a wall, but improvement will be incremental
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@BrennanWoodruff
Brennan M. Woodruff
2 years
First 6 figure check came in the door this week. Taken my a long time to readjust my mind to being grateful for this scale of numbers post SoftBank, but feels a lot more rewarding. Now for the first 7 figure check, let’s go 🚀🚀
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@filippie509 Workflows that can’t be done easily with the same technology available for free.
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@BrennanWoodruff
Brennan M. Woodruff
2 years
Took us a month to add 2000 users when we launched. Now we’re adding 2K users a week. Let’s get after it today.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@duns_sc0tus @ctjlewis Hey Anon, who hurt you? Guy's grind shouldn't be upsetting you this much.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
Soooooo @GocharlieAI stats: - 7 person team - Built a first of its kind Cognitive 🤖 - Built an LLM that outperforms Chat at 3B Params now powering our product - 2X @ProductHunt champ - Tookover #NYTechWeek - Closed a $2M preseed round in this climate Bullish on whats coming
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@BrennanWoodruff
Brennan M. Woodruff
4 months
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@BrennanWoodruff
Brennan M. Woodruff
11 months
@paulg This OpenAI?
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@BrennanWoodruff
Brennan M. Woodruff
3 months
@alexandr_wang Pretty sure this got debunked already. Synthetic Data is the large majority of all training data these days, models keep getting better. Separately, if you have a grader AI evaluating the data and creating permutations of it you can succeed the parent models capabilities
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@asanwal How dare you blaspheme without proper Country Grammar Air Force ones Grillz Hot in Here #1 Shake ya tail feather All a dream Batter Up Feel bad Nelly didn’t get equity
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@BrennanWoodruff
Brennan M. Woodruff
3 months
@JohnArnoldFndtn @theinformation That enterprise AI team must be really bad at their jobs if they can’t find a single use case in that long lmao
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@ankurnagpal They didn’t live the potential years of having no income nor birth the idea of the company or take that initial leap. If they joined closer to initial founding I completely agree, but most first employees that are not founders don’t join near when the grind begins.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@HelgebyMagnus @zebulgar A wild ride through space and imagination with fun for the whole family?
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@kristakdoyle Minus donuts and wine, add jazz/speakeasy/donuts/wine and yes.
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@BrennanWoodruff
Brennan M. Woodruff
11 months
If I had to do my career over, I would aim to be @andruyeung Guy is top class, genuinely likes helping others, superconnector, and ambitious to build something special. If you're in NYC and don't know him yet, check out his event slate.
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@iamdulma Here for the monk full moon harvested ashwanganda drink spot recommendation. Need
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@BrennanWoodruff
Brennan M. Woodruff
1 year
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@BrennanWoodruff
Brennan M. Woodruff
7 months
@prestonpesek @Austen @ProfitFry They released Titan and Amazon Q to, they’re in the game but the better game to be in is cloud.
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@BrennanWoodruff
Brennan M. Woodruff
4 years
@Austen @giladrom And to see how much of a haircut they should apply. Traditionally founders overestimate year 1 and 2 in their projections, but underestimate their 3-5 and terminal growth rates. Plus they want a future with you, so they want you to put numbers next to the relationship.
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@BrennanWoodruff
Brennan M. Woodruff
1 year
Got word we closed two investors I’ve been hoping to get on the cap table since we started, while on a run by Lady Liberty. Little Brennan sitting in his room back in Evansville, Indiana couldn’t have ever have dreamed a moment like this. Keep goin fellow founders, it’s coming.
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@BrennanWoodruff
Brennan M. Woodruff
2 months
@adcock_brett Wild fork somewhat like this. Farm to table restaurants close. Why don’t farmers markets solve this though? Because one has to physically go to them?
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@BrennanWoodruff
Brennan M. Woodruff
2 years
Didn't win @ProductHunt 's AI Golden Kitty Award for 2022, but being in the same category as some of these awesome tools like @OpenAI @midjourney_ai @NotionHQ was pretty amazing. Not to worry, Charlie is being taken off the leash in 2023...call that Unleashed. #gocharliego
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@mattturck Black is the new black.
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@BrennanWoodruff
Brennan M. Woodruff
10 months
Being mostly heads down on Charlie the last two years I mistakenly let alot of relationships die on the vine. Thought that’s what I was supposed to do, grind mode, blinders on, always forward. Tbh left me quite lonely, and ashamed to reach out to some of those connections to
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@BrennanWoodruff
Brennan M. Woodruff
3 years
@impostorphyllis @WrestlerSteven @Austen Angelist Venture replacing traditional seed stage investing via “influencer” investing products. Syndicates allow those with deal flow/access to source capital for a startups round. Rolling funds allow an investor with good dea flow/access to basically be their own fund.
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@BrennanWoodruff
Brennan M. Woodruff
9 months
@zbad1440 @Austen @LucyLala80 @unbaaccinated @eastdakota Welcome to high performance cultures. In Formula 1, if you don't win, or crash a bunch of times you're out. In Finance if you screw up stock picks or numbers for long enough your clients leave you and you're gone from your firm. I hear you, people are people, that's why you put
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@BrennanWoodruff
Brennan M. Woodruff
1 year
Still get butterflies seeing @GocharlieAI on the big screen. Thanks for the opportunity @Stonks_dot_com @Techweek_ and @a16z Time to make @GoFutureRyan , @kostashatalis and @despchristou proud
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@BrennanWoodruff
Brennan M. Woodruff
2 years
A lot of people think Meta’s announcement about AI means they’re going away from the Metaverse. How did you all think the Metaverse was going to be built? I’m thinking this is a decision to build a developer platform for the Metaverse ala GPT-3 for AI Services.
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@BrennanWoodruff
Brennan M. Woodruff
7 months
@hassantsyed @deedydas Black mirror episode ideas
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@ryanlyma @Uber Curious, how do you think about designing apps with such a plethora of services? Any good examples you’ve come across?
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@BrennanWoodruff
Brennan M. Woodruff
11 months
@TheMopLady Feels like the Romeo Langford season
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@BrennanWoodruff
Brennan M. Woodruff
2 years
A new chapter in AI for Marketing starts today. We’re incredibly excited to announce CHARLIE: the first Large Language Model (“LLM”) purpose built for Marketing. #moretocome #ai #marketing #gocharliego
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@BrennanWoodruff
Brennan M. Woodruff
1 year
Pretty cool to see your company’s name in Forbes alongside some powerhouses like @Omnicom and our friends over @promptlayer Thanks @Forbes @ForbesTech @CatalyzingInnov for the shout out for @GocharlieAI ! More here:
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@BrennanWoodruff
Brennan M. Woodruff
4 months
We in the finals, come see us in action tomorrow
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@LinusEkenstam So they got $225M to build a wrapper?
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@BrennanWoodruff
Brennan M. Woodruff
4 months
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@BrennanWoodruff
Brennan M. Woodruff
1 year
@BasedBeffJezos Lil Wayne, also a rapper
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@BrennanWoodruff
Brennan M. Woodruff
4 months
@paulg @mateohh Do you think markets can support more companies in each category?
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@BrennanWoodruff
Brennan M. Woodruff
2 years
📢Big announcement coming next week 🐕 See ya then✌️
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@BrennanWoodruff
Brennan M. Woodruff
2 years
@alexiskold What opportunities do you see for us to enhance your existing portfolio? To me revealed who had actually put in thought before the chat and sees value in our product.
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@BrennanWoodruff
Brennan M. Woodruff
2 years
If you’re scared of taking the plunge into something new, just remember even @PurpleDiscoM started as someone you didn’t know machine.
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@BrennanWoodruff
Brennan M. Woodruff
6 months
@kane Didn’t Jessica Biel make a movie about this?
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@BrennanWoodruff
Brennan M. Woodruff
1 year
If you haven't heard, we're throwing The AI Party But great events are the byproduct of a bunch of small efforts. Going to live tweet the process of bringing the AI Party to life over the next month. Join us for the party and the journey below 👇
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@BrennanWoodruff
Brennan M. Woodruff
4 months
Pumped to announce that we're putting on our Big Desk Energy and migrating from Klaviyo to @beehiiv . In the infamous words of Sabrina Carpenter, my honey bee, come get this pollen.
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@BrennanWoodruff
Brennan M. Woodruff
9 years
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@BrennanWoodruff
Brennan M. Woodruff
1 year
Pumped to share @geek_ventures is joining the @GocharlieAI team as an investor. Long respected @mahaniok ’s perspectives on twitter; and excited to have him and the team’s sharp mind on our side. Let’s Go Charlie!
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@BrennanWoodruff
Brennan M. Woodruff
2 years
Big announcement tomorrow. Shamelessly asking for some love when it goes public.
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