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Ben Orenstein

52 Podcast Episodes

Latest 26 Nov 2022 | Updated Daily

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Before being “known on the internet” with Ben Orenstein (Tuple)

Open Threads

Ben Orenstein joins me to talk all about before being “known on the internet”"Being next to a person who cares a lot about the craft of programming was really what turns me into a software engineer like someone who can make it a happen for real" -  Ben OrensteinWatch this episode on YouTubeBen Orenstein:Ben's Company, TupleBen on Twitter: @r00kBrian Casel:Brian’s company, ZipMessageBrian on Twitter: @casjamThanks to ZipMessageZipMessage (today’s sponsor) is the video messaging tool that replaces live calls with asynchronous conversations.  Use it for free or tune into the episode for an exclusive coupon for Open Threads listeners.Quotes from this episode:Quote 01:Ben: My dad was also in sales in the high-tech industry. He worked for AMD the chip maker for most of his career. And so that was actually really nice because he was in the tech industry, I got into computers at a young age, like we had a computer at our house before. A lot of people did, I think.And yes, I discovered at a quite early age that I was obsessed with this particular thing and wanted to play with it all the time.Brian: That's cool. Yeah. I mean, my dad wasn't in the tech industry, but he was sort of like, you know, one of the like the early like early adopters of computers getting really excited about it. So, you know, like the old school, like Prodigy Service and.Ben: Oh, yeah, yeah. Prodigy, yeah. Yeah. I forget sometimes that, that was like - really that was lucky. I had a lucky break there was exposed to this thing early on.Quote 02:Ben: College is really fun. I think you should probably go. There are not a lot of times where you're going to get to do what you get to do in college, and it's an amazing life experience, so you should probably do it from that perspective. Try not to go into a ton of debt to do it because it's probably not worth that unless you're in a... I mean, if you're a major in computer science, you can probably pay off your loans to probably be successful there.But I think you should mostly like my opinion of college is like it's mostly a boondoggle financed by your parents slash the government. And so you should like go and have that incredible experience because it is really fun and like living by yourself for the first time, it's great. So I think there's a lot of lessons and like enjoyment to be had there, but if you're not that into that idea and you're just like, I want to know how to like make it make things like I would, I would say like a computer science degree is probably the slowest path to that And like a boot camp is going to be a much betterthe choice for you. Brian: Yeah, for sure. I agree with that.Quote 03:Ben: In terms of like workflows or skill sets that kind of unlocked super powers that lasted the rest of your career like that. Like, for me, that's one of them was like the ability to, figure out how to build something, you know? Hmm. It's hard to break it down I mean, I learned so many. I feel like I basically went from programming because it's like I touched on there really was not that much programming in my computer science degree.There was some, but not a lot Um, I was doing some programming at Meditech, but not like, not any sort of modern programming. And so when I joined this place, it's called Dana-Farber. It's a cancer research institute, but I joined Dana-Farber. I was actually writing Ruby-on-Rails app next to somebody kind of all day long, and we would like like a program like, like, I would plug a keyboard into his computer and we would sit next to each other, and we were like, tackle things together.And he would review all my play requests and gave me a ton of feedback and, um, being right next to a like person that cared a lot about the craft of programming and knew a lot about it was really what actually turned me into. Like a software engineer, like someone who could make something happen for real because there's like, there's, there's like 5000 things around programming that are involved to like, actually like get a product out the door.And so it's not just like, do you understand Ruby syntax? Do you know what the object hierarchy looks like? It's like, yeah, sure. That's part of it. But there's like a million other things along that goes with it. This is around when I started learning them, for example, which became a pretty core part of my toolkit.I'm still a VIM user today, like years later. More than a decade later.Brian: Yeah.


27 Jun 2022

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259. Remote Pair Programming with Ben Orenstein(Replay)

The Rabbit Hole: The Definitive Developer's Podcast

On today’s episode, we are joined by special guest, Ben Orenstein, to talk about remote pair programming. Ben is a developer, who after many years of working for other people decided to strike out on his own. He is the cofounder of an app called Tuple, which is specifically for remote pair programming.


14 Jun 2022

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Sales for Founders with Ben Orenstein, Co-Founder of Tuple

Software Social

Follow Ben: https://twitter.com/r00kCheck out Tuple: https://tuple.appDid your latest AWS bill give you a heart attack? CloudForecast sends you daily transparent reports that help you understand your AWS costs, find any overspends, and promote opportunities to save costs. CloudForecast takes complicated data and produces accurate, presentable reports so you can share stats quickly and make strategic decisions swiftly. With communication integrations like Slack, Microsoft Teams, and email to share insights, you can go from managing your AWS spend in hours to seconds. Start a 30-day free trial today! No credit card is required to get started at CloudForecast.io. 


5 Apr 2022

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#245 – Hiring a Team You Actually Like with Ben Orenstein and Derrick Reimer

Indie Hackers

Today I'm talking to Ben Orenstein of Tuple and Derrick Reimer of SavvyCal. I recently joined them on their podcast The Art of Product and we talked about things like long-term goal setting and hiring a team of people you actually enjoy being around.  Follow Derrick on Twitter: https://twitter.com/derrickreimer Follow Ben on Twitter: https://twitter.com/r00k Listen to The Art of Product: https://artofproductpodcast.com/


17 Feb 2022

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Ben Orenstein - From Developer To CEO of Tuple

Remote Ruby

[00:02:09] Ben takes us thorough his career journey starting off as a programmer.[00:05:45] Ben explains how things have changed since he became a CEO and about the transition with Tuple. [00:06:35] Chris wonders if Ben’s had any struggles now that he’s interviewing and managing people, and he explains how he’s had to learn more in this process.[00:09:12] Ben tells us how hiring and figuring out ways to document all the things they’ve been doing has been playing out.  [00:10:56] Tuple is a mac app, but Andrew wants to know what the Rails app is doing in there, if it interfaces with the mac desktop client, and if there were any issues with the recent macOS Monterey upgrade. [00:13:33] Jason wonders if Ben misses coding, if he does any side projects to stay coding, and if he still does a lot of writing in vim. Also, Andrew tells us about Obsidian. [00:17:09] Jason brings up Ben’s Refactoring Rails Course.[00:18:28] We hear Ben’s thought process and how he decided to start Tuple.[00:22:17] Chris wonders if Ben considers Tuple as primarily marketing towards developers and peer programming. [00:26:18] Since Ben is working on a Linux version for Tuple, he explains how much work goes into it. [00:30:05] Ben announces he’s looking to hire a Linux App Developer at Tuple and what led Ben to do Linux before Windows.[00:34:41] Chris wonders if Ben is worried about the effect of speed of shipping new features with the growth of the product. [00:36:46] Ben explains “shipping is less than you think you need to.” [00:41:48] Andrew brings up a guide that Ben wrote about why pairing is so important, and we hear Ben’s thoughts on pairing. [00:44:05] We hear about some cool things coming soon for Tuple, and if you’re interested in working for Tuple, Ben tells us the positions he’s looking to fill.[00:46:25] Find out where you can follow and reach out to Ben online.Panelists:Jason CharnesChris OliverAndrew MasonGuest:Ben OrensteinSponsor:Hook RelayLinks:Ruby Radar NewsletterRuby Radar TwitterBen Orenstein TwitterBen Orenstein WebsiteTupleObsidianRefactoring Rails CourseJobs at Tuple


11 Feb 2022

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Bootstrapping a SaaS to millions in revenue - Ben Orenstein, Tuple

Indie Bites

Ben Orenstein is the founder of Tuple, a tool for remote pair programmers that has been steadily growing for the past few years. Now, Ben runs Tuple with a small team and is delving into what happens when your SaaS starts to hit scale. You might have also heard Ben's voice on the Art of Product podcast, which he co-hosts with Derrick Reimer, founder of SavvyCal, talking about the behind the scenes of running their respective SaaS companies.What we covered in this episode: Why Tuple is the most successful product he’s made How Ben’s approach to enterprise sales has changed How much revenue comes from enterprise sales How the enterprise product is differentiated How indie hackers can sell to bigger companies Where Tuple gets it’s customers from What does Ben’s day-to-day look like? Has he just built himself a job? The benefits of making a podcast Some of Ben’s favourite previous products Recommendations Book: The Mom Test Podcast: Bootstrapped Web Indie Hacker: Adam Wathan Follow Ben Twitter Blog Follow Me Twitter Indie Bites Twitter Personal Website Buy A Wallet 2 Hour Podcast Course Sponsor - Fathom AnalyticsFor the longest time, website analytics software was seriously bad. It was hard to understand, time-consuming to use, and worse, it exploited visitor data for big tech to profit. I've spent countless hours in Google Analytics dashboards trying to figure even out the most basic metrics.This is exactly why I signed up for Fathom as soon as I heard Paul Jarvis and Jack Ellis were building it.Fathom is simple website analytics that doesn't suck. It's easy to use and respectful of privacy laws, with no cookies following your users around the web. They're also a bootstrapped, sustainable business so I love supporting them. Yes, it might feel strange paying for analytics at first, but once you realise the real cost of free Google Analytics and realising how easy to use Fathom is, you won't go back. You can install the lightweight code on as many websites as you want and quickly see the performance of all your sites.Link → https://usefathom.com/bites


24 Jan 2022

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Remote Revelations with Ben Orenstein

Talking Too Loud with Chris Savage

Tuple is an app for doing remote pair programming, which allows for live feedback and collaboration between team members. After Slack bought a similar product and it didn’t work out, Ben saw there was still a market for this type of tool. When Ben’s not thinking about pair programming, Ben’s hobby and passion are singing. He sings in a chorus in Boston called Tanglewood Festival Chorus, which is a group that sings with the Boston Symphony. Links to learn more about Ben Orenstein:Ben’s LinkedInBen’s TwitterTuple’s WebsiteThe Art of Product podcastFollow us: twitter.com/wistiaSubscribe: wistia.com/series/talking-too-loudLove what you heard? Leave us a review!We want to hear from you! Write in and let us know what you think about the show, who you’d want us to interview on future episodes, and any feedback you have for our team.


14 Sep 2021

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Hey... Sales can be fun! Perspectives on Founder Sales with Ben Orenstein of Tuple

Sales For Founders

We're pleased to have Ben Orenstein in as our guest this week. Ben is the co-founder of Tuple, a pairing application for development teams, and he has deep experience as a tech founder.  In this quick and lively episode, we cover several common sales challenges for founders, like: - Dealing with customers, behavior change, and getting things done. - How to think about enterprise accounts, testing pricing, and establishing minimum thresholds. - Discovering the 'fun' in being a technical founder that sells. - How to think about hiring for that ideal sales replacement for the selling founder. Ben is also the co-host of The Art of Product podcast, and you can find him on Twitter. --- Send in a voice message: https://anchor.fm/sales-for-founders/message


24 Jun 2021

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#201 – 3x Growth, Dating, and Hiring a Coach for Everything with Ben Orenstein of Tuple

Indie Hackers

Today I’m catching up with Ben Orenstein (@r00k) after nearly two years. Since then his company Tuple has grown 3x and is hitting millions on annual revenue. In this episode, I talk to Ben about the factors behind his insane growth, what it’s like being single as a startup founder, and why he’s hiring a coach for nearly every aspect of his life.   • Follow Ben on Twitter: https://twitter.com/r00k • Ask Ben out on a date: http://dating.benorenstein.com • Pair remotely with Tuple: https://tuple.app/


16 Apr 2021

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152: Ben Orenstein - How to Stand Out When Applying for a Job at a Small Company

Full Stack Radio

Topics: Putting yourself in the shoes of the person reviewing your application Crafting a high quality application tailored to a specific position Standing out in a more traditional hiring process by doing something a little extra Showcasing very specific examples of your work instead of asking the person reviewing your application to go hunting for it Having good questions for the person interviewing you Sharing your ideas and what you think the company should be focused on Creating a job for yourself that doesn’t even exist Proving that you can take ownership of projects and ship them by yourself Showing off skills you have that aren’t directly related to the job Links: Ben on Twitter Tuple Tailwind Labs job postings Supporting the show:I decided to stop taking sponsors for the show because I think advertisements are annoying and no one wants to listen to them.If you do want to support the show, the best way to do it is to purchase one of my products: Tailwind UI, a collection of professionally designed, fully responsive HTML components built with Tailwind CSS. Refactoring UI, a book and video series I put together with Steve Schoger on designing beautiful user interfaces, without relying on a designer. Advanced Vue Component Design, a course on designing simpler, more flexible Vue components that are both more powerful and easier to maintain. Test-Driven Laravel, a massive video course on designing robust Laravel applications with TDD. Learn how to build a real-world application from scratch without writing a single line of untested code. Refactoring to Collections, a book and video course that teaches you how to apply functional programming principles to break down ugly, complex code into simple transformations — free of loops, complex conditionals, and temporary variables.


28 Jan 2021