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Bobby O. Gilbert
@BobbyOGilbert
Co-Founder and CEO . 2x founder. Speaker. Atlanta native. Insights on non-dilutive capital, startups, and tech.
EntrepreneurATL 🛬 NYCbobbygilbert.comJoined May 2014

Bobby O. Gilbert’s Tweets

Great thread
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I've ingested a bunch of @paulg essays into a @pinecone database using GPT and @gpt_index Now I can ask questions based on his opinion on topics, rather than just the generic "whole internet" opinion that GPT comes back with. I think this... could be quite powerful!
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Brilliant... taking notes ✍️
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1/ The sales tactic that allowed Zenefits to grow faster than any tech company in history (and how you can use it too): I met Parker for the first time at a coffee shop in the Mission in November, 2013.
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Can vouch for this, >40% of had at least 1 loan before looking for more capital. Often led to taking on too much debt relative to their ability to repay. A big reason why we pivoted into debt management. Loss mitigation > loan origination
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2. ClearCo always took an overly friendly, unsecured stance. But as competitors came into the ecosystem, they put credit liens above ClearCo. It's incredibly rare today to see an eCom balance sheet that doesn't have more than one lender.
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3 core dashboards - Forecaster, Allocator, and Manager. Forecaster: Cash flow forecasting and strategy building Allocator: Manage expenses to meet debt obligations and create detailed budgets Manager: Stay compliant with loan terms and track ROI over time
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Excited to start having demo calls again soon! Went dark after the pivot for most of Q4 to get the first iterations of the new product stood up. Still, a long way to go in scaling outside of our legacy users. We'll keep the same frontend UI/UX (for now). What's new👇 🧵
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Every software solution has the same two personas: Admins & End Users A natural instinct is to build for the Admin, since they have all the purchasing power. But Admins care about adoption. Admins only purchase and mandate software that End Users want to use
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Great thread for folks thinking about staying in compliance with their venture debt covenants during this downturn.
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Debt Management Mastery: Startup Tips #001 🏦 Venture Debt Edition Create detailed financial projections and regularly review them to ensure compliance with loan terms. thread 👇
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We live in a simulation
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Hosting an open conversation next week for @TechCrunch about how, bear or bull market, Black founders still pick up around 1% of all VC funds. Stop by, spill tea, bring a drink, and let's get candid! twitter.com/i/spaces/1eaKb
Goldman makes a pivot many Fintech companies have: 1. Start DTC, lose lots of money, realize it's hard 2. Pivot to B2B and become a "platform". Their new "platform" will be very interesting to watch. Already know of some early stage fintechs using bc of unique capabilities.
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I'll never understand the hate towards #chatGPT Why? Do you just want to be contrarian? The hype is well-deserved. At best it's life-changing, at worst it makes you more productive. And it's FREE.
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