I say yes, not much flusters me these days. Senior Director supporting customer supporters @ fin.ai

Joined July 2009
148 Photos and videos
Bobby Stapleton retweeted
If you want something from someone, make it clear what. It's not imposing to ask explicitly for something; it's imposing to be vague and make the recipient work to figure out what you want.
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Bobby Stapleton retweeted
We’re excited to share that we just signed an agreement for @salesforce to acquire @fin_ai for ~$3.6B. The transaction is expected to close in the fourth quarter of Salesforce’s fiscal year 2027. Fin started as Intercom 15 years ago. We changed our name to cap our transformation just weeks ago. We were a darling of the SaaS era and invented so many of the patterns you see in software today. Nearly four years ago, in need of a reboot, we jumped on weeks-old modern LLMs to create and define the category we know as Customer Agents today. Salesforce invented modern software and SaaS. And @benioff is like the final boss of tech founder CEOs. In seat for 27 years, he’s one of the last of his era. Still pushing, pivoting, placing big bets. It’s a privilege for @destraynor and I to get to partner with him and join forces with Salesforce upon close at this most fascinating time. And will be very fun to get their help bringing Fin to magnitudes more consumers. To our customers: Over the past few years we’ve been shipping intensely. Including recently our groundbreaking model, Apex, and our paradigm-defining internal agent, Operator. With the resources of Salesforce this will only accelerate. And yet little will practically change. I’ll still be CEO, Des will still be running R&D, we’ll both still be committed to continuing to lead this category. Thank you very sincerely and deeply for your belief in us. To all of our friends, our families, and our employees, past and present: While this is not the end, it is a major, pivotal, special, and emotional moment for us. From the bottom of our hearts, thank you. For everything. To my cofounders, my exec team: Look what we built. Four young lads with a dream and nothing to lose. And a home grown exec team who pulled off the greatest and arguably only late stage software company pivot to AI, and invented one of the most important categories in AI. Thank you for sticking through all of this with me. And now, time to get back to work. See you at our next product launch in a couple weeks. (:
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Bobby Stapleton retweeted
massive respect for Hubspot and Freshworks as products and businesses - very proud to have Fin work seamlessly for all their customers.
Excited to say that @hubspot's 300,000 customers and @freshdesk's 150,000 customers can now use @fin_ai to power their Customer Service, giving their customer's instant accurate excellent answers. Links in the thread.
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Just be yourself here.
Chicago is great cuz it’s not a vain city.. it’s not like Miami or Los Angeles… you can look like whatever and nobody cares
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Bobby Stapleton retweeted
It's actually super important that the Siri demo was kind of slow, because it emphasized it was real. Would be even better if it were live, though.
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I feel like a god moving through the airport on my own after only traveling with a child. Can slowly drink my coffee. Help other tourists with their questions. Take the stairs. What a time!
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Bobby Stapleton retweeted
no it’s okay sir i know this 70mm showtime of The Odyssey is sold out, i just have to deliver this very large horse-shaped package to someone inside
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“they know what moves people, they can tell a story, they know which details matter and which don't, they can see the big and small pictures in every situation” Top traits of successful leadership too. Add to the list: be a good person that people like to work with.
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You can’t outwork the whole world. There’s always going to be someone somewhere willing to work as hard as you. Someone just as hungry. Or hungrier. Assuming you can work harder and longer than someone else is giving yourself too much credit for your effort and not enough for theirs. Putting in 1,001 hours to someone else’s 1,000 isn’t going to tip the scale in your favor. What’s worse is when management holds up certain people as having a great “work ethic” because they’re always around, always available, always working. That’s a terrible example of a work ethic and a great example of someone who’s overworked. A great work ethic isn’t about working whenever you’re called upon. It’s about doing what you say you’re going to do, putting in a fair day’s work, respecting the work, respecting the customer, respecting coworkers, not wasting time, not creating unnecessary work for other people, and not being a bottleneck. Work ethic is about being a fundamentally good person that others can count on and enjoy working with. So how do people get ahead if it’s not about outworking everyone else? People make it because they’re talented, they’re lucky, they’re in the right place at the right time, they know how to work with other people, they know how to sell an idea, they know what moves people, they can tell a story, they know which details matter and which don’t, they can see the big and small pictures in every situation, and they know how to do something with an opportunity. And for so many other reasons. So get the outwork myth out of your head. Stop equating work ethic with excessive work hours. Neither is going to get you ahead or help you find calm. [The Outwork Myth — It Doesn't Have To Be Crazy At Work, 2018]
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Call me nostalgic, but social media in the mid 2000’s brought about connection, and self expression. One upon a time it was more positive than negative for the world.
Replying to @Pontifex
Connecting young people to digital networks serves no purpose if they remain disconnected from themselves, others, and their own interiority. We must help young people rediscover silence, reflection, the ability to ask questions, the depth of relationships, and openness to transcendence. To listen to the soul, we must lend an ear, because the soul's voice is not a shout, but a whisper.
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Bobby Stapleton retweeted
Chicago was 133 years ahead of this.
Idea: New York 2. It’s exactly like New York City, but it’s brand new. The trains are 15% better, there is abundant housing, and the weather is 20% less extreme. We do this by building it above New York 1, and the whole thing has a giant cybernetic force field around it
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I empathize and feel sorry for anyone experiencing layoffs. Your career and well being are serious things. But this person has a really bad attitude — dont act helpless if you’re a manger. Dont be so closed minded to fake using AI instead of adapting. Dont complain about reorgs when the company is trying to not die. Etc etc. Anyone with a victim mindset like thid is, and should be, in trouble.
Today I published an interview with an anonymous Meta employee who has worked at the company for over a decade and wanted, for the first time ever, to let the world know how horrible it feels to be inside. sfstandard.com/pacific-stand…
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Bobby Stapleton retweeted
Our new product, Operator, is prototypical of how all B2B software will be built. Say what you want and leave the rest to us. These 3 demos show case Operator doing analysis and synthesis, with dynamic UI, and inline collaboration. It's very, very, cool.
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Bobby Stapleton retweeted
San Francisco: We're hosting a great event tomorrow night: we're launching a fantastic new product (genuinely the best feedback from a beta I've ever seen) and inviting some cool AI startups to demo their products too. Come along IRL or online, link in thread.
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Bobby Stapleton retweeted

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My most basic trait is that I passionately believe this song is a fucking banger
Bradley Cooper said Lady Gaga was the one who convinced him they should sing live in A Star Is Born (2018). Gaga hated watching movies where the actors were not lip syncing correctly to the songs, and to avoid this and get it right Cooper got more extensive vocal training.
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This should be on a billboard
Never underestimate how much time and effort you can waste by trying to automate a process you do not understand manually.
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**all roles** when working at @intercom Also this is hard to do while carrying my bag,coffee, and water bottle and stairs
software engineers before vs after agents
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Bobby Stapleton retweeted
software engineers before vs after agents
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Bobby Stapleton retweeted
SaaS is dead. Long live SaaS. In the age of AI and agents, most software companies are still clinging too tightly to their past. Their demise will come quick if they do not embrace and build the technologies that are destined to disrupt them. However those who have already done so must recognize the reality of the world we still live in today. That world still has the majority of its work done by humans who still need workflow tools and technology to get their work done. While we pivoted hard to AI and agents with Fin, which will become the majority of our business quite soon, we recognize the importance of the software our customers use and so have also decided to double down on our investment in Intercom, the world's best help desk and customer service system for how customer service is done at this age. We've reinvented it and rebuilt it to work perfectly alongside your new customer agent systems and we're announcing 60 new customer features that comprise Intercom 2 today. intercom DOT com SLASH intercom2
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Bobby Stapleton retweeted
I honestly cannot stress this enough but please start living & enjoying your life. Your life is passing by daily and all you’re doing is working, paying bills, & overthinking stuff you can't change. Start taking trips and treating yourself. Have fun with this life. You only get 1
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