Jackson @bubjacks
Fintech (and Baseball) @MotivateVC Chicago, IL Joined August 2016-
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Congrats to @KalderosInc on its acquisition by Model N. It's the first company in the Chicago Tech $100M Club to be acquired in 2026, and grows the total exit count in this club to 78.
I dug into the Chicago tech scene going back ~50 years. How many successful tech companies were founded here? Who is behind them? How much value have they generated? I struggled to find good data, so I did some research... Chicago Tech’s $100M List: docs.google.com/spreadsheets/d…
48 hours from now. I enter the ring for the first time in my life. If you're in Chicago, there are still tickets available.
harrison barnes buys a bank raccoonvalleyradio.com/2026/06/12/com…
@thetomdowling @vinylequity @Secondrob @jumpcapital I expect you to be the next addition!
New addition to the Chicago Tech $100M Club... @vinylequity, led by @Secondrob, raised a $20M Series A led by @jumpcapital. Other investors include Index Ventures, Spark Capital, Infinity Ventures, and Cambrian. The Chicago Tech $100M Club is now up to 154 companies.
I dug into the Chicago tech scene going back ~50 years. How many successful tech companies were founded here? Who is behind them? How much value have they generated? I struggled to find good data, so I did some research... Chicago Tech’s $100M List: docs.google.com/spreadsheets/d…
See the full list here: docs.google.com/spreadsheets/d…
pronouncing gen ai like forrest gump
Just spent two days in Chicagoland. So excited to be operating there - lots of challenges but even more opportunity.
Me when the MLB version comes out:
Elon Musk says that Neuralink will let users download an NBA player’s jump shot into muscle memory by 2028.
No better way to kick off Memorial Day weekend than a couple days in Southwest Michigan with Fried Egg Golf Club. If there's a better 48-hour trip than Lost Dunes, Journeyman Distillery, and Dunes Club, we’ve yet to find it.
👀
Ben Rice '22 played 30 games in 3 years at @Dartmouth. The @Yankees drafted him in the 12th round. Now, he’s leading the team in home runs with Aaron Judge. I've spent a career studying why we choke under pressure. Ben is a study in the opposite. Go Big Green!
since the fundraising environment is nutty even compared to 2021, some unordered, random, practical advice for founders raising (esp first-time): > Momentum is everything (everyone knows this), but it's as easy to kill it as it is to build it (a lot of first-time fundraisers don't think about the downside case when strategizing) > A fund being "interested" does not mean anything (esp in this market) until there is a written offer on the table, and there is a very big delta between "interested" and offer (i.e. re-organizing your round because Fund X is "interested" is likely to blow up in your face) > The vanity game of raising on high SAFE caps does not mean your business is actually more valuable than a peer that's raising on a lower cap (just FYI). SAFE caps are *not* valuations (in a literal sense), and in fact raising at stupidly high caps can wreck your business down the line (in more ways than one) > Turning an investor down because their "cap is too low" and you're gamesmanshiping by telling them you have a big round lined up at a higher cap for next month, note that 1) this is usually not true (even if you think it is, see point on "interest") and 2) this totally destroys your credibility if you don't actually raise the round you purported to raise (investors talk, and it looks bad i.e. there was no actual market interest in your company, and you become ice cold)
Not enough people talk about Alfonso Soriano • 412 HR, 1159 RBI, 289 SB, 2095 H, .500 SLG • In 2002, led league with 209 H, 128 R, 41 SB • Reached 30 HR 7x, 100 RBI 4x, 40 SB 3x • Reached 40 2B 5x, 320 TB 5x, .525 SLG 5x • 7x All-Star, 4x Silver Slugger, 2004 ASG MVP • 105 out of 100 on @baseball_ref HOF monitor • Top-60 all-time in homers (412) and XBH (924) • One of just five players ever to record a 40/40 season (Canseco, Bonds the Younger, A-Rod, Acuña) • One of just three players with at least four 30/30 seasons (trailing only Bonds the Elder & Bonds the Younger)
Not enough people talk about Derrek Lee • .281/.365/.495 (.859 OPS), 122 OPS+ • 1959 H, 432 2B, 331 HR, 1078 RBI • 2003 WS Champion with Florida • 2005 NL batting champ (.335) • Played at least 155 games 7x • 2x All-Star, 3x Gold Glover • Reached 20 HR 9x, 30 HR 4x • Silver Slugger, MVP-3 in 2005 • Drove in 90 runs 5x, 100 runs 2x • 34.6 WAR (22.6 of them with CHC) • Career 28 HR, 90 RBI per 162 games • Unspeakable numbers vs Jeff Suppan • Hit 12 grand slams, 3 walk-off HR, 2 ITP • Received zero HOF votes (of 442 ballots) • Best clean season of the PED era in 2005: • .335 BA, 1.080 OPS, 50 2B, 46 HR, 107 RBI • Led league in H, 2B, BA, SLG, OPS, OPS+, TB • Also led in oWAR and had 23 intentional walks • 1 of 2 players in @Cubs history with at least a .900 OPS and a minimum of 4000 PA with the team (along with Sammy Sosa)
Sit back and enjoy the sounds of Nothing Night 🎵
@teddypowday Legend. One of the great hitting pitchers as well.
@TheStalwart Try a miniamericano. Espresso cup. Double shot. Rest is hot water. Apparently it’s called a Cafe Zorro. I like my espresso diluted a touch, but not as much as a classic americano. Its too much water.
The @Cubs are the first team in MLB history to have 2 separate 10+ game winning streaks and a 15+ game home winning streak all before the end of May.
what inning are we in? the game hasn’t even started yet. it’s years earlier. we don’t even know what baseball is. tomorrow is our first day of tee ball. we just wrapped a ball in our new glove with a rubber band and shaving cream.
Claude Cimeus 🇭�... @ClaudeCimeus
4K Followers 399 Following Building @GathersetHQ | Love: Jesus ✝️, Tech 🚀, Soccer
Turner Novak 🍌🧢 @TurnerNovak
208K Followers 3K Following Mostly satire. Serious stuff: investing @BananaCap_ and @ThePeelPod (sign-up for emails below)
Landon @landon20s
10K Followers 999 Following investing @drivecapital building @one2loop writing @chicagofuturist
Caroline Casson @carolinecasson_
14K Followers 2K Following VC + angel investor 💼 • golfer ⛳️ • adventurer 🌏 • wife to @tom_casson 💍 • mom to charlotte + chloe 👯♀️ + sailor 🐶
Mac The VC @MacConwell
100K Followers 40K Following Managing Partner @RareBreedVC | underrepresented founders | Hacker turned Hustler | Entrepreneur | Vampire | Former Gamer | @inside | @KauffmanFellows class #26
Nate Cooper @Nrcoope
6K Followers 6K Following Dad x 3, Investor in food @barrelventures , Eater of Food, Tweets about food, Ironman, Entrepreneur, adventure seeker.
Alex Johnson @AlexH_Johnson
29K Followers 4K Following I have no idea what's going on, but I'm trying to figure it out @FintechTakes.
Patrick McKenzie @patio11
196K Followers 808 Following I work for the Internet and am an advisor to @stripe. These are my personal opinions unless otherwise noted.
Jason Mikula @mikulaja
29K Followers 4K Following 2-bit amateur wannabe reporter @ Fintech Biz Weekly | Fmr Goldman, Enova, Ret. Peace Corps Vol | Literally wrote the book on BaaS | Signal: mikulaja.01 | 🇳🇱
Matt Janiga @regulatorynerd
11K Followers 10K Following Payments stuff at Modern Treasury. Former Stripe, Square, Lithic, Cap One. Views are mine, and not my company's.
cammy nightshift @DouglasDomicia8
22 Followers 2K Following running on playlists and hope 🎧 mutuals forever
jihad @jaesmail
8K Followers 2K Following writing with founders who believe in something @nativestudio_ • home @nurhousechicago • 🇵🇸
Alexa X @mizzgvus1
23 Followers 474 Following just a giddy girl navigating her 20s! looking for someone to tag along 🌸
Alisher @TheBigK75
106 Followers 565 Following ceo, disrupting scientific publishing and communications with https://t.co/1I0RGeSgl7. anti ai-doomerism.
Cammellie 🍒 @alkaline1232
14 Followers 2K Following collecting pretty songs and mutuals 🎶 follow back
Clint Hurdle @ClintHurdle13
32K Followers 8K Following Trying to be a simple man in a complex world. Spent some time in MLB.⚾️ Believe it or not I wrote a 📖 book! Please tap the link below to buy.
lovely dogs @lovelydogsss
12 Followers 122 Following
Denny Abraham @dennyabraham
663 Followers 1K Following Tectoplatonist @dennyabraham.bsky.social @[email protected]
Brad Davis Art @reelbraddavis
17K Followers 732 Following pop artist/visual story teller. positive vibes only. girl dad. Instagram @reelbraddavis
shaun @sknikore
144 Followers 914 Following Consultant @strategyand | Consumer Markets & Tech | Private Equity @blackstone | finance, and memes | @UMich Engineer & @ChicagoBooth bschool
Laura💞 @CaylaOliphant
35 Followers 533 Following 23 🇺🇸 i don't ask for much. if i followed just follow back
Dennis Trujillo, PhD @dptru10
769 Followers 3K Following Founder of @mercurial_ai, @causaltrader ML applications for multimodal learning in healthcare/finance/physics. Former @advancedphoton, @LosAlamosNatLab, @UConn.
So Human @sohuman_Chicago
9 Followers 22 Following We design events and activations that celebrate connection and meaning, between brands and people, between purpose and experience.
KD @wooop_scoop
247 Followers 442 Following
Leap Wiz @LeapWiz
5 Followers 12 Following Leaping into the unknown to forge the future. Wizard of Code & Capital. AI // Finance // Tech
Alex Kirshenbaum @alexkirsh7
407 Followers 541 Following Co-founder and Investor at The 81 Collection (https://t.co/tBLqBzco6r) *Opinions are my own and do not express the views of my employer.
Jamie Tolles @tollesjm
9 Followers 2K Following
PJ @pjchicago88
151 Followers 1K Following work in food. love talking about finance, food ops, cpg, and fast casual.
Neil Khare @nkhare
754 Followers 668 Following @ LinkedIn leading Sales Navigator Product Marketing / Invest Ventures / Former policy chief @ Cook County / Prev @ Kellogg, Code for America, SAP, Chicago Cubs
Doc @ChristianSomora
183 Followers 1K Following Applied AI @ Hopscotch & Claude Ambassador for Healthcare Chicago. Big fan of touching grass and taking photos. All views are my own.
kashev @kashevdalmia
52 Followers 5K Following
lawl @0xLawl
17K Followers 3K Following things @anchorage | Founder @CC0_Studios | mfer @normalmfer & @abnormalmfers | prev. @alliance
spacemandev @spacemandev
5K Followers 3K Following decentralized incentives, autonomous peers, hackathons, game design; builder relations - ai @solanafndn; organizer @oniondao_; esto mutatio
Justin Malpede @Justin_Malpede
126 Followers 496 Following
Aaron Letzeiser @letzeiser
512 Followers 573 Following Fixing insurance for real estate investors @obieinsurance (acq. $BWIN). YC S19. Spartan.
Grif @_griffinleahy
464 Followers 3K Following Avon Old Farms. Columbia. From NY. Now live in Chicago.
Cosimo Capiτal ⚜�... @CosimoCapital
4K Followers 3K Following Digital asset investing since 2017. Fair launch, open networks, sovereign internet culture. Not financial advice, opinions our own. @nakamining | peng, milady
Arnab Chatterjee @Chatterjee_arn
51 Followers 683 Following 'Tis more to guide than spur the muse's steed... Write about on chain payments.
Gameplan Creative @GameplanChicago
4K Followers 4K Following ⚾️ 🏀🏒⚽️ 🎥 ⭐️ Recognized design disruptors. Sports branding pioneers. Event animation all-stars. NBA. WNBA. MLB. NHL. NFL. MLS. US Polo. Founded in 2004.
Chicago 2100 Urbanism @Chicago2100
918 Followers 3K Following Petition to Demand A World-Class Chicago Transit System: https://t.co/mXPqquKqjZ Advocating for a better tomorrow, one street at a time
Marc Andreessen 🇺�... @pmarca
4.2M Followers 31K Following You’re not talking to someone who woke up a loser. That loser attitude, that loser premise makes no sense to me.
Paul Graham @paulg
3.6M Followers 795 Following
Sheel Mohnot @pitdesi
200K Followers 4K Following I write my own tweets. politically centrist, abundance minded. Work: @btv_vc, leading pre/seed rounds in fintech & vertical AI
@jason @Jason
1.4M Followers 7K Following Host: @twistartups @theallinpod @thisweeknai; I invest in 100 startups a year @launch & @founderuni [email protected] for life
Matt Turck @mattturck
141K Followers 2K Following VC at @FirstMarkCap. Host: MAD Podcast; Organizer: Data Driven NYC, Author: MAD Landscape.
Alex Cohen @anothercohen
230K Followers 1K Following Now: Co-founder @hellopatient | Previously: Led consumer and growth product @carbonhealth | Hobbies include getting fired constantly | Mostly satire
Patrick OShaughnessy @patrick_oshag
341K Followers 2K Following building @psumvc @colossusmag hosting @investlikebest
Turner Novak 🍌🧢 @TurnerNovak
208K Followers 3K Following Mostly satire. Serious stuff: investing @BananaCap_ and @ThePeelPod (sign-up for emails below)
Landon @landon20s
10K Followers 999 Following investing @drivecapital building @one2loop writing @chicagofuturist
Rex Salisbury @rexsalisbury
24K Followers 2K Following Founder & GP @ Cambrian VC (pre-seed/seed in fintech). https://t.co/sf8DhZK8Y3. ex Partner @a16z fintech. +1 @amdulin.
David Sacks @DavidSacks
1.6M Followers 4K Following Tech founder & investor @Craft_Ventures @theallinpod. Co-Chair, President’s Council of Advisers on Science & Technology.
Steve Schlafman @schlaf
95K Followers 2K Following I guide ambitious professionals in midlife though transition and burnout.
Nik @NikMilanovic
33K Followers 437 Following Fintech enthusiast @twifintech Founder @thestablecon General Partner @thefintechfund The dogs bark but the caravan moves on
Tweets from Zach Wein... @zachweinberg
80K Followers 450 Following I do healthcare & tech stuff. Founder of https://t.co/uJTXjZVNJt, Flatiron Health (acq @Roche~$2b) & Invite Media (acq @Google~$81m). Invest @ https://t.co/2D00yW2Be4
Austen Allred @Austen
472K Followers 2K Following Founder/CEO https://t.co/m6TigM5azr: Free AI training for the smartest engineers. Will tweet as I wish and suffer the consequences. Accelerando: @kellyclaudeai
SPEC @___4o____
8K Followers 165 Following
Reporter William J. K... @Williamjkelly
56K Followers 8K Following Veteran Chicago reporter. Despised by Mayors Johnson, Lightfoot . Emmy-award winning. Subscribe: https://t.co/2yTTvVRprW Please credit for use of video
MLB Scoring Changes @ScoringChanges
29K Followers 301 Following A page dedicated to MLB scoring changes & explaining them. Run by a long-time NCAA/MiLB scorer/stringer https://t.co/cfDZoc7lRK
Adam Young Golf @adamyounggolf
41K Followers 2K Following Author of the amazon #golf best-seller - The Practice Manual. Click here to find out more - https://t.co/QpvcqGDsui
Zack Shooter @Zack_Shooter
2K Followers 3K Following CEO & Co-Founder (stealth) | Fixing Fintech | Early @Deel | semi-professional shitposter
Brendan Miller @brendan_cubs
18K Followers 855 Following baseball graphs / @CHGO_Cubs Cubs Related Podcast
InGame @InGameHQ
2K Followers 162 Following Covering the U.S. sports betting industry with news, features & analysis on business, legislation, consumer protection + more. Also see @casino_reports
Rob Schoder Jr @Secondrob
362 Followers 818 Following CEO @vinylequity. Ex-@angellist (ran Portfolio + Crypto Ops) and @flexport (cofounded + scaled Chicago office).
Spencer Yen @spenciefy
2K Followers 1K Following Exploring, learning, playing @ https://t.co/YDNFu3PwNB // previously @usv @uniswap @medialab
Joe Flamm @FlammJoe
4K Followers 664 Following Top Chef Season 15 winner -Chicago @rosemarychicago @blvdchicago Shane’s Friend
Will Stone @will_herb_stone
3K Followers 2K Following imago Dei — freelance creative // formerly: @memgrizz @ecuathletics @23XIRacing @Orioles
Michael // Silverthor... @msilverthorn2
365 Followers 354 Following Building Silverthorn Apparel - 100% Peruvian Pima cotton polos, made in small batches in Peru.
Raymond Williams @_raymondwill
4K Followers 413 Following Talking about sports and clothes. Style Editor at Large @skratch
Max Altschuler @HackItMax
12K Followers 762 Following GP @GTMfund - early stage fund w/ 350+ GTM Exec LPs - backing @Armada_ai, @Get_Writer, @Owner, @TrustVanta, @paid_ai, @ObvioInc and more.
Bradley Sedor @BradleySedor
363 Followers 1K Following Product Designer @MightyNetworks. @BucknellU & @NorthwesternU alumnus.
John Cashman @JCChicagoHusky
1K Followers 678 Following Follow only if seeking the juxtaposition of Husky football, music, wine and golf. I try to avoid politics but it seems impossible in this era. Personal account.
Michael Whan @USGAMike
19K Followers 700 Following Husband, Father of 3, CEO of United States Golf Association
Doc @ChristianSomora
183 Followers 1K Following Applied AI @ Hopscotch & Claude Ambassador for Healthcare Chicago. Big fan of touching grass and taking photos. All views are my own.
MacKenzie Price @mackenzieprice
12K Followers 144 Following Co-founder, Alpha School and 2HrLearning Transforming K12 | Improving outcomes with 1:1 AI-driven academics and critical life skills for a future-ready next gen
David Talpalar @davidtalpalar18
24 Followers 68 Following Founding GP at Shirlawn Capital; Early-stage venture
Kevin Peterka @KevinJPeterka
112 Followers 315 Following Building businesses. AI obsessed. Wandered into a turnaround. Stock market is my distraction.
Not Gaetti @notgaetti
23K Followers 230 Following Columnist, NotGaetti At Large • Curator of NEPTA™ • @baseball_ref Brand Ambassador • Explore the NEPTA Dashboard and merch collection by @obvious_shirts
Colin Gardiner @ColinGardiner
6K Followers 2K Following Marketplace geek. Backing early marketplace/nfx founders as the GP of @yonderventures. Helped build @Outdoorsy @Tripping @ancestry @justanswer.
Jim @Cackalacman
4K Followers 3K Following Golf ⛳️, Fitness 🏋️♂️, Bourbon 🥃. Owner of MaxFli Golf Balls, Peptide Guru, Optimizer Owner Double Bogey Classifieds
ArtButMakeItSports @ArtButSports
734K Followers 315 Following I turn Art into Sports (and vice versa) | NO AI USED | “Everything I didn't know I needed" - follower testimonial | also @artbutnow
Madeline Berzak @madelineberzak
479 Followers 866 Following herman kahn apologist. I run the nuke risk + continuity program @uchicagoxlab | former @JamesMartinCNS minion
Past The Eye Test @PastTheEyeTest
3K Followers 397 Following Data visualization and analysis for baseball 📊. I do hockey stuff sometimes, too.
Tom Sosnoff @Tomunderwater
12K Followers 5 Following I launched thinkorswim and tastytrade. My latest venture is Lossdog. Join me.
Joshua Lim @joshua_j_lim
27K Followers 5K Following in crypto: co-head markets @falconxglobal; co-founder ceo @arbelosxyz (acq by FalconX); head of derivatives, genesis; galaxy. prior life: equity derivs GS; UBS
Dirt Cheap Banks @dirtcheapbanks
66K Followers 32 Following Community banks are the last bastion of cheap value in the public markets. I find dirt cheap banks.
Clint Hurdle @ClintHurdle13
32K Followers 8K Following Trying to be a simple man in a complex world. Spent some time in MLB.⚾️ Believe it or not I wrote a 📖 book! Please tap the link below to buy.
The Skippers View @TheSkippersView
19K Followers 720 Following Baseball, Blogs, More Baseball. @deanciriaco, @skippsviewbrett, @grmbets, @hagensnellbb.
Zac @ZacOHara
489 Followers 839 Following Dad to Brea (4) and Bear (1), selling bricks for bitcoin, on the bleeding edge of blue collar @northshorebrick
MLB Replays @MLBReplays_
22K Followers 46 Following Daily MLB classic/current replays. Powered by @Rainbetcom @NBAReplays_ @UFCReplays
Matt Harris @mattcharris
15K Followers 1K Following Husband, father of six, VC focused on financial services, Partner at @baincapvc, based in New York City.
Del The Funky Homosap... @DelHIERO
43K Followers 774 Following Oakland Raider, Richmond Rap Practitioner. Hieroglyphics / Deltron 3030 / thegoodnews. / GOODXLUCK. Keep the FUNK alive.
Lake Michigan @LakeMichigan13
24K Followers 618 Following Ininwewi Gichigami-The big western lobe of the great Lake Michigan-Huron. Created by the ripping apart of a couple tectonic plates @lakemichigan13.bsky.social
David Gordon @dgord_tweets
8K Followers 485 Following Golf research for ESPN | Founder, #DoubleHammer | Friend, @_SVPod | Winner, 2020 caddie raffle @TravelersChamp | Grad, @LehighU | FRL major 🎯
FunBaseballFacts @FunBaseballFact
9K Followers 5K Following Amazing facts and amusing stats on the rich history of America's pastime. Have some fun baseball facts to share? Email them to: [email protected]
Alex Klein @alexklein0x
3K Followers 1K Following founder @nucleus_talent | i like connecting talented people and creating spaces for them to collide. building for the next era of venture. NEXT | @therisepod
Jim C @JimCummings317
22K Followers 587 Following Avid PGA bettor, Harold Varner, III addict, Sucker for a FRL. Proud Middle School Teacher. VCU Rams, Tennessee Titans, Nashville Predators, KC Royals
Prediction News @PredictionNews_
3K Followers 1K Following Covering prediction markets, trends & insights on the biggest events in politics, sports & entertainment. DM us about any prediction market related news
Zoë Bernard @zoeSaintBernard
5K Followers 1K Following feature writer currently writing a book about prediction markets unsure how to use this website
Ben Glickman @BenGlickman
2K Followers 848 Following Writing @wsj. Send me tips and whatever you're thinking about: [email protected]. he/him
Finn Murphy @FinnMurphy12
8K Followers 2K Following GP @Nebularvc / cofounder @projecteleven / first lead check @teamoratomic @starcloud_ - I like things that do stuffTrends for United States
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