Podcast appearances and mentions of Ian Crosby

Ryan Rutan and Will Schroeter discuss the complexities and challenges faced by startup founders, particularly the frequent occurrence of founders being replaced by investors. The conversation delves into the motivations behind such investor decisions, the difficulties in replicating a founder's passion and vision, and the common pitfalls and consequences of these transitions. The hosts share personal anecdotes and provide insights on how to prevent these situations, handle them professionally if they arise, and maintain valuable stakeholder relationships. This episode is a must-listen for any startup founder navigating the turbulent waters of investor relations and company growth.Sign up for the Startups Newsletterhttps://www.startups.com/newsletterResources:Startup Therapy Podcast https://www.startups.com/community/startup-therapyWebsitehttps://www.startups.com/beginLinkedIn https://www.linkedin.com/company/startups-co/Join our Network of Top Founders Wil Schroterhttps://www.linkedin.com/in/wilschroter/Ryan Rutanhttps://www.linkedin.com/in/ryan-rutan/What to listen for:00:25 The Downfall of Bench and Ian Crosby's Story01:54 Investor Motivations and Founder Replacements03:33 Understanding Investor Expectations05:40 The Slow Burn of Founder Dismissal08:23 The Impact of Replacing Founders13:49 Personal Stories of Founder Replacement16:47 The Challenges of Replacing Founders19:26 Augmenting the Team vs. Replacing the Founder22:01 Why Investors Push Founders Out24:00 Navigating Earn-Out Periods in Acquisitions24:26 The Challenge of Replacing Founders26:43 Timing the Transition: Leadership vs. Management29:08 The Mercenary CEO: Pros and Cons35:31 Investor Expectations and Founder Realities42:19 Handling Founder Exits Professionally

Ian Crosby, founding CEO of Bench and now Teal, talks building Bench from zero to hundreds, how vertical SaaS is transforming SMB startups, what it really takes to become highly profitable, why Teal hires for “boring competence”, paying highly for top talent, the psychology of firing, and the limits of culture docs. teal.dev Ian Crosby on LinkedIn Have feedback for the show? Send us an email or reach out on Twitter. It Shipped That Way is brought to you by Steamclock Software.

Ian Crosby and I have a lot in common.  Our conversation ranges from drywall to various plastering techniques, to running and music we cover it all.  I absolutely love talking shop with Ian and I hope he comes down to do a training with me in the near future.  I hope you enjoy the 13th episode of The Drywall Podcast as much as I did.  

Ian Crosby is the co-founder and CEO of Bench, North America's largest bookkeeping service. Ian co-founded Bench Accounting, an all-in-one banking and accounting platform and service for small business owners.  Bench has raised over $100M to date and has been ranked the fastest growing company in British Columbia, according to the Deloitte Fast 50 list in multiple years. Ian has received numerous awards for leadership including Forbes 30 under 30 and Canada's Top 40 under 40.  

Today's episode is an interview with Ian Crosby, the co-founder and CEO of bench, North America's largest bookkeeping service. There is going to be so many nuggets for you whether you're starting up your business or scaling it by growing your team and learning more about your company's culture. We talk about his journey of taking his bookkeeping business to the behemoth it is today as Bench, why he values making a difference, and his biggest piece of advice for new business owners. Listen in today, I can't wait to hear what you think! Visit today's blog post here: https://www.annafrandsen.com/podcast/0-to-650-employees-with-ian-crosby-ceo-of-bench 

In this edition of The New Stack Makers podcast, Charlotte Mach and Ian Crosby, CTO for Container Solutions, discuss a number of topics about next-generation computing. They include edge computing, hybrid and multicloud adoption, environmentally sustainable cloud computing and culture. Alex Williams, founder and publisher of The New Stack, hosted this episode.

Where did wiffleball's favorite team, Way too Beautiful, get their name from? The answer will make you cringe. This episode features Adam "Milzy" Milsted and Ian Crosby to discuss where the team originated, what they're doing now, and how confident they feel about the upcoming UWIFF event. This was one of my most favorite conversations to date, lots of reminiscing, and lots of high quality wiff talk.

Today we're speaking with Ian Crosby, Co-Founder & CEO of Bench. We speak with Ian about his time in the army, his most valuable lessons, and how Bench is revolutionizing the bookkeeping space.

Ian Crosby (@IanDCrosby, Managing Director @ContainerSoluti) talks about how Cloud-native applications are as much about new technology patterns as they are about new organization patterns, collaboration patterns and risk-management patterns. SHOW: 445SHOW SPONSOR LINKS:Datadog Homepage - Modern Monitoring and AnalyticsTry Datadog yourself by starting a free, 14-day trial today. Listeners of this podcast will also receive a free Datadog T-shirtDivvyCloud - Achieve continuous security & compliance. Request a free trial today!DivvyCloud’s 2020 Cloud Misconfigurations Report - Cloud misconfigurations cost enterprises $5 trillion in 2018 and 2019.MongoDB Homepage - The most popular database for modern applicationsMongoDB Atlas - MongoDB-as-a-Service on AWS, Azure and GCPCLOUD NEWS OF THE WEEK - http://bit.ly/cloudcast-cnotwSHOW NOTES:Container Solutions (homepage)Ian’s Blog (Container Solutions)Cloud Native Transformation Patterns (Strategy, Culture, Tech, Orgs, etc.)Cloud Native Transformation (O’Reilly)Topic 1 - Welcome to the show. Tell us a little bit about your background, as you’ve been around software development and this move to cloud-native for a little while now. Topic 2 - Lets begin by talking about patterns. What are some common application patterns, and how do they begin to change when we’re talking about cloud-native patterns?Topic 3 - What are some of the more commonly used cloud-native patterns? Are they more focused on the underlying technology (e.g. containers, Kubernetes, etc.) or more focused on the actual application (e.g. 12-factor, etc)?Topic 4 - Have you found that some patterns are easier for groups (or companies) to adopt than others? Topic 4a - “Why are patterns useful in Cloud Native?” or “How do you get started using patterns?” are two topics/questions which may be interesting.Topic 5 - Have you found that some patterns are easier or more difficult to maintain over time?Topic 6 - What are some common tips that you share with communities or your clients to help them find early success to build confidence?FEEDBACK?Email: show at thecloudcast dot netTwitter: @thecloudcastnet

In this episode, hear from Ian Crosby as he takes us through the evolution of Bench and how he and his team have realized the success they have. For Ian, Bench isn’t about a centrally planned system, it is an economy with different teams that interact together and have increased responsibility. Instead of departments, the company runs more like a collection of businesses. Ian shares more about the company’s ‘default open’ principle and how everything that isn’t confidential can be shared amongst the teams to build a greater sense of trust and inclusion. My favourite part though? How Ian looks the longer-term strategy for the company. Listen in to hear how he looks at it!For more information and to sign up for Eric's newsletter click here For more information on Eric's work, check out his website 

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Ian Crosby is the co-founder and CEO of Bench, North America’s largest bookkeeping service. Recognizing that most entrepreneurs go into business to pursue a passion, not to do administrative work, Ian saw the opportunity to support their journey by making bookkeeping simple, effortless, and affordable. By pairing intuitive software with a team of dedicated bookkeepers, Bench gives small businesses access to quality financial insights and tax-ready financials. Since launching out of Techstars NYC in 2012, Bench has raised $53 million in funding to date and for the past two years has been among the top 30 fastest growing tech companies in North America, according to Deloitte. Learn more at https://bench.co Ian: https://twitter.com/ianwcrosby https://www.linkedin.com/in/iwcrosby/ https://twitter.com/Bench Positive Phil Podcast is a daily podcast hosted by Positive Phil. Our popular growing podcast currently airs on iTunes, TuneIn, Stitcher, Spreaker, Soundcloud, on our official website, RSS feeds globally, and many more digital platforms!If you are looking for another way to stay motivated in life, be sure to subscribe to our episodes.www.positivephil.comwww.positivephil.com/about

Why does accounting have to be so complicated? That was the question today’s guest, Ian Crosby, asked himself. And from that question, America’s largest bookkeeping service for small businesses was born. Ian is the co-founder and CEO of Bench, and he’s talking about taking the grounded route to innovation — and how it’s always about the people.  Humble (and frustrated) beginnings Ian was a bookkeeper in college and came across the problem of: how is there not a place you can just go on the internet and get perfect bookkeeping out? People have to either figure it out themselves, or hire an expert and have no idea if that person is good or doing it right. Why is there no “Gmail for Accounting”?  This is a huge problem that’s been overlooked and he couldn’t get the idea out of his head, so he jumped right into it. The Bench brand of business leadership  At a surface level, bookkeeping can seem really ‘back office-y,’ but when people get on top of their finances, they get a sense of direction and feel powerful. He and his team are out to make a difference in the lives of as many human beings as they can, and that’s what it’s really about: the people. So Ian had to discover how he can connect people to purpose, and the cultural principles that really work for them as a team. It’s that culture that allows Bench to have people keep figuring stuff out and powering their growth. It’s not about Ian at all. It’s about the people in the rooms he’s not even in, talking about what the company is going to do next, having the best ideas surface to the top, and having a team that can carry it out successfully.  On innovation  Innovation isn’t doing new things for the sake of doing new things. As a culture, Bench is very focused on the problems they’re trying to solve — and then what naturally pops out the other end is new. You can’t force innovation. You can just set it up with the right ingredients and let it happen.  The importance of simple, effortless, and portable bookkeeping What it really comes down to is: you should have this stuff at your fingertips. You need to know if your business is making money, if you’re still going to be making it months from now, how to file your taxes, and so on. But you don’t need to be spending hours of your own effort. Part of being a successful business is having an awesome team around you that can let you do awesome things without you having to put in a lot of effort.  Bench rejects the idea of garbage in, garbage out (i.e. that you’re responsible for your books being wrong because you told your bookkeeper the wrong things). The way they’ve built their culture is: we care about your books being right. They take responsibility for your finances the same way Ian takes responsibility for his daughter not running out of the street. Will he let her get run over just because she didn’t look both ways before crossing? Of course not. And you need someone like that on your team.  Tips for business leaders  Once your business becomes more than just you, it’s all about the people you bring on. Your job must switch from having an awesome strategy to making sure the people and culture are the strongest they can be. That was the point Bench really started taking off.  Have a clear understanding of what you’re here to do in the world, have everything come from that understanding, and just do it. That’s integrity and a powerful foundation for all your endeavours. Resources Ian Crosby | Twitter | Bench Learn more about your ad choices. Visit megaphone.fm/adchoices

Summary:Ian Crosby, co-founder and CEO of Bench Accounting gives an overview of his accounting company and how it takes care of its customers. Bench helps entrepreneurs with their bookkeeping needs by making it simple, affordable, and easy. Crosby discusses the innovative approach of Bench, gives advice to entrepreneurs, and talks about wanting to help people with their accounting needs.Show Notes:● 0:25 - Ian Crosby is the co-founder and CEO of Bench Accounting, an accounting company that fully handles entrepreneurs’ accounting needs.● 1:10 - How Bench Accounting was founded● 2:42 - Services Bench Accounting offers● 4:37 - How Bench Accounting is helpful for entrepreneurs● 5:30 - Why the Bench mission and messaging is different than those of other companies● 8:05 - Why Bench accounting focuses on bookkeeping and considers it the foundational piece of accounting● 10:20 - Provides confidence and reliability that there are no mistakes in the books● 12:05 - The Checklist Manifesto,a book about emergency checklists and how Bench accounting uses it● 13:44 - The advantages of charging a fixed price● 16:05 - Manual versus automated bookkeeping - which is better?● 20:00 - Why the government shut-down was a big problem● 20:45 - The biggest challenges to starting and running an innovative company● 22:09 - Why Crosby avoids surface-level efficiency● 23:30 - Crosby’s motivations - solving problems and making a contribution to society3 Key Points:1. Bench Accounting takes full responsibility for entrepreneurs’’ bookkeeping needs.2. Companies need to find the balance between manual and automated bookkeeping.3. Bench is focused on helping people solve their accounting problems.Tweetable Quotes:- “There must be a different way to do business. We must be able to create theseinstitutions that really make a difference in people’s lives.” - Ian- “No one's really taking responsibility on a massive scale that it’s done right.” - Ian- “No one has gone out and built with the kind of philosophy that we have.” - IanResources Mentioned:● bench.co● The Checklist Manifesto by Atul Gawande See acast.com/privacy for privacy and opt-out information.

Growing Profitability with Bench.co CEO Ian Crosby by Ramon Ray interviews those in the hustle, the Smart Hustle of growing their business. To the point and insightful, you'll learn the tips you need to start and grow your business.

Justin Tomkins is the guest co-host, and the Dudes start off the show by breaking down the new NWLA Tournament requirements and rule change. Both Justin and Carl are on the NWLA Tournament Host Committee, so their analysis on the subject goes deep. The Dudes then interview Ian Crosby and Adam Milsted, who play for the traveling wiffleball team, Way Too Beautiful. W2B play out of New Jersey, and both of the guys were informative and entertaining.

Ian Crosby, co-founder and CEO of Bench, talks with us about their journey from a totally manual process to something vastly more efficient and scalable. He also talks about how to think differently about the problems you’re solving and creating something Learn more about your ad choices. Visit megaphone.fm/adchoices