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Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
 
Bootstrapped Web is for entrepreneurs who are bootstrapping web startups and believe in order to achieve success, we must learn by doing. Interviews with bootstrapped entrepreneurs and case studies in building profitable businesses.
 
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Bootstrapped Growth

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Bootstrapped Growth

Bootstrapped Growth

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Welcome to Bootstrapped Growth where you will get actionable, tactical steps you can implement immediately to get results. No latest tips or tactics. No mindset training or feelings. Myself and the guests I bring on are going to share with you the most effective sales, marketing and business skills, strategies, and frameworks so you can repeatedly build a business in any economy.
 
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Dingman Bootstrapped

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Dingman Bootstrapped

The Dingman Center for Entrepreneurship at the Robert H. Smith School of Bu

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The Dingman Center for Entrepreneurship at the Robert H. Smith School of Business produces Bootstrapped, a podcast featuring founders, investors and serial entrepreneurs. While the podcast covers many aspects of startup life, the heart of the show focuses on funding from both the founder and investor perspectives, thus the name Bootstrapped. The podcast is hosted by Elana Fine, Managing Director of the Dingman Center, and Joe Bailey, Associate Research Professor at the Smith School. Each epi ...
 
Backstage Capital is venture investment fund that backs underrepresented tech startup founders. Since inception in September 2015, Backstage has deployed nearly $2m into 40+ startups around the U.S. that are led by women, POC, and LGBT founders. This podcast takes you behind the scenes to show you what it's like to build a fund from scratch and give you deep insights into what investors are REALLY looking for. You'll laugh. You'll cry. You might steal a donut. But that'll have nothing to do ...
 
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show series
 
There is a huge difference between building a product, a business, and a company. It's a progression from one to the other, usually involving making significant changes in your life. Requirements change, and so does our lifestyle to make our dreams possible. Ideally, we have a master plan on how to get there. But in reality, we have to pay bills, t…
 
I'm the guest on my own podcast! A year ago, Ben Pages joined my company, Feature Upvote, to be our marketing manager. Ben had questions about the early days of Feature Upvote, and how this product came to be. He also wanted to know the origin of my low-stress approach to running a business. We thought, why keep this conversation to ourselves? Why …
 
Dave Molenda, CPBA, CPDFA, CPEQA is the founder of Positive Polarity, LLC, a Midwest based coaching/training firm that brings solid growth to companies from over 30 years of real-world experience where he grew his business to $10,000,000.00 in annual sales before selling it. He speaks regularly at conferences around the country on topics that are d…
 
Our obligatory take on Twitter in the Elon era. Also: SEO, board meetings, and growth targets. What are your thoughts on Twitter in the time of Elon? How do you run your board meetings? When it comes to growth targets, where do you focus your energy? If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here “…
 
Today, I am talking to Jakob Greenfeld. I’ve been reading Jakobs blog posts for years now, and they’re as spicy as they’re thoughtful. There’s not a single post on there that feels unfinished. That’s quite impressive. Well, I think we’ll figure out why that is during our conversation. We’ll also chat about how to unlock critical thinking by writing…
 
In my conversation with Daniel Vassallo this week, I learned that Daniel uses social media —Twitter in particular— to find inspiration for his own work as a teacher and content creator. Intentionally doomscrolling Twitter to come up with writing prompts and business ideas? Why not! If we consider this a strategic effort, not just wasting our time o…
 
Today, I am talking to Daniel Vassallo, writer, founder, and person with very strong opinions. He is building a portfolio of small bets in public, on Twitter. I will talk to him about the importance of making money in diversified ways, how to structure your life around being a founder, and how to figure out which business ideas might actually work.…
 
I was talking to Damon Chen, who built Testimonial.to to $400.000 in ARR this week, and at one point, he mentioned that he isn’t looking into selling his business just yet. Maybe even never. That got me thinking. While we all want to build sellable businesses, is there such a thing as selling too early? How can we determine when that phase ends and…
 
I chat with Maeva Cifuentes, founder and CEO of Flying Cat Marketing, an SEO and content marketing agency. We discuss Maeva's journey from freelance translator to CEO of a successful marketing agency. Maeva also shares with us some practical SEO tips. Mentioned in this episode: Maeva's company, Flying Cat Marketing Maeva on LinkedIn Product-led SEO…
 
Today, I am talking to Damon Chen, the founder behind Testimonial.to, a social proof tool that has recently reached $400.000 in annual recurring revenue. Now that’s extremely impressive, particularly considering that Damon got it there all by himself. So, let’s just ask him how this family man accomplished such growth while living in one of the mos…
 
Relevant Links: https://austinandmonica.com/ Follow the Frugalpreneur: https://www.frugal.show/ http://thesarahstjohn.com/podcast Get 1-on-1 Help With Your Podcast: https://www.podseam.com/ Join the Free Community: https://www.thepodsquad.pro/ Get Your Freebies: https://www.podseam.com/freebiesΑπό τον Sarah St John
 
Earlier this week, I talked to Michele Hansen of Geocodio on The Bootstrapped Founder Podcast. Michele co-founded the business with her husband and ran it as a side project for several years. Now, that's a long time to wait before you commit full-time to a project. We also learned during our conversation that there are many ways of determining when…
 
Our obligatory take on Twitter in the Elon era. Also: SEO, board meetings, and growth targets. What are your thoughts on Twitter in the time of Elon? How do you run your board meetings? When it comes to growth targets, where do you focus your energy? If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here “…
 
I am talking to Michele Hansen, the co-founder of Geocodio, an indie SaaS business in the world of mapping and geolocation. I've been a fan of her work, both as a founder and as an active member of the Indie Hacker community for years now. I followed her journey with the business just as much as her foray into writing her first book, Deploy Empathy…
 
Adam "Triple A" Adams tells us the process he used to sell a past podcast of his. He also walks us through the 5-3-5 marketing method, which is: First 5: 1. Subscribe/Follow 2. Download 3. Listen 4. Rate/Review 5. Keep Coming Back The 3: 1. Facebook 2. LinkedIn 3. Meetup.com Last 5: 1. Personal 2. No Links (unless given permission) 3. Slow Play 4. …
 
In a world where everyone talks about disruption and hustling, the concept of a calm business can seem out of place or even naive. How can you compete with people who spend 80 hours a week working in their businesses —publicly boasting about their so-called "grindset"— when you treat your fledgling business as a side project that you only work on i…
 
Joe Casabona started his career over 20 years ago as a freelance web developer. He later realized his true passion was helping podcasts of any size make money, so they could turn their hobby into a business. In 2016, he started the How I Built It podcast, which interviews other web developers about how they built their plugin, theme, or other WordP…
 
For most founders, running a business is juggling hot coals while riding on a unicycle. It's a stressful occupation, requiring constant vigilance, and offers barely any downtime to recover or relax. But it doesn't have to be that way. - Operating a Calm SaaS Business - Find your Following, my Twitter course — now with Find your Following Essentials…
 
My frequent guest co-host Ed Freyfogle tells us about his recent marketing endeavours, including one that was inspired by April Dunford's "toilet talk". Toilet talk, you ask? All will be revealing during this episode. Mentioned in this episode: Steve’s company, Feature Upvote Ed’s company, OpenCage Geomob website April Dunford's "Toilet talk" Ed's …
 
Kate Erickson (the other half of Entrepreneurs on Fire, and wife of John Lee Dumas) shares her journey from a corporate career, to meeting JLD, to becoming a part of EO Fire, to how she manages and streamlines EO Fire, and about the benefits of moving to Puerto Rico. Entrepreneurship is a full-time job, and it takes a lot of time and effort to buil…
 
One of the biggest points of confusion for any software business is pricing. It often takes months, if not years, to find a working way to charge your customers, and even then, you'll need to adjust it over time. Pricing is never done, and often, it doesn't work. But fortunately, there are a few foundational choices you can make to keep your pricin…
 
• Last episode • Sales calls • Early stage SaaS - building from your gut feeling • New App Store Listings - The New Arms Race • Delay with making apps multi-lingual because of new App Store stuff • Demo stores showcasing apps • Product testers / feedback service • Explainer videos (150 words per minute roughly)…
 
Jordan talks defining their category and stepping back into the sales demo seat. Brian launched a community strategy while big product plans are underway in Q4. If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here. “The single, most important element was… record your demos.” – Jordan Powered By the Tweet…
 
Jordan talks defining their category and stepping back into the sales demo seat. Brian launched a community strategy while big product plans are underway in Q4. If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here. “The single, most important element was… record your demos.” – Jordan Powered By the Tweet…
 
Brendan Kumarasamy, Founder of Master Talk, discusses his experience coaching ambitious executives and entrepreneurs to become top 1% communicators in their industry. He stresses the importance of storytelling, body language, vocal tone, and more in communication. He also recommends the random word exercise as a way to help any individual think qui…
 
Building a software product is both incredibly simple and excruciatingly complicated. You can build a new mind-blowingly helpful feature within hours, sometimes even minutes. But if you make the wrong technology choices, you might be rewarded with several months of additional work a few years later. Let's talk about building a product that can carr…
 
We have two guests interviewing each other! I invited two friends of the podcast, Andy Brice, and Robin Warren, to chat with each other about what it's like running a lifestyle business in 2022 compared to, say, 10 years ago. Although both Andy and Robin run what they call lifestyle businesses, they've taken different approaches, based on what they…
 
When you're building an audience-centric and community-first business, you're delaying finding your business idea and building your product for as long as possible. First, you look into your market, validate the existence of a budget, and zero in on a critical problem to which people need a solution. And even now, we're not talking about the produc…
 
- The Toxicity of Growth Hacks - Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course This episode is sponsored by MicroAcquire. You can also watch this episode as a video on YouTube.Από τον Arvid Kahl
 
I chat with Marc Jenkins, founder of 16by9, a small web studio that focuses on building WordPress sites. Marc and I talk about what its like to start and build up this type of company, and how, with some careful thinking, you can avoid letting your business become something you never wanted it to be. Mentioned in this episode: Marc's web studio, 16…
 
What tools do you use for sales and support? Which tools work best for project management? How do you know who to hire first if you’re a bootstrapped company? Brian and Jordan asked for your questions and Twitter delivered. Today, they are answering Twitter’s questions about what tools they use, and who to hire, and when. If you have any questions,…
 
What tools do you use for sales and support? Which tools work best for project management? How do you know who to hire first if you’re a bootstrapped company? Brian and Jordan asked for your questions and Twitter delivered. Today, they are answering Twitter’s questions about what tools they use, and who to hire, and when. If you have any questions,…
 
Jacks Unite pre-meetup event Unite itself: unite.shopify.com What did you like most about the event? Which talks were best? Location, food etc. Coming soon: App Store Listing changes Coming soon: Re-categorization of App Store (again) What’s next for you?Από τον Jack Kowalsky & Bjorn Forsberg
 
Johnny Crowder is a suicide/abuse survivor, TEDx speaker, Billboard-charting musician, Certified Recovery Peer Specialist, and the Founder & CEO of Cope Notes, the text-based mental health platform that provides daily support to users in nearly 100 countries around the world. He talks to us about the three iterations of Cope Notes, and how he boots…
 
John Lee Dumas (also referred to as JLD) of EOFire.com is here, ready to ignite, and drop value. He talks about the differences between podcasting back in 2012 when he started, to 2022, and beyond. In short: what worked then doesn't work now.Από τον Sarah St John
 
- Problem Discovery for Calm SaaS Businesses - Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course This episode is sponsored by MicroAcquire. You can also watch this episode as a video on YouTube.Από τον Arvid Kahl
 
Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped Web episode yet? How do you navigate the Catch-22 that is operations versus growth? If you were to jump into a completely different niche or industry right now, what business would you …
 
Brian and Jordan are back behind the mic and are powered by the chilly fall weather and some pretty strong cold brew. Are you ready for the most random Bootstrapped Web episode yet? How do you navigate the Catch-22 that is operations versus growth? If you were to jump into a completely different niche or industry right now, what business would you …
 
- Market Analysis for Calm SaaS Businesses - Find your Following, my Twitter course — now with Find your Following Essentials, the 7-day Twitter crash course This episode is sponsored by MicroAcquire. You can also watch this episode as a video on YouTube.Από τον Arvid Kahl
 
I catch up with my frequent co-host, Ed Freyfogle, after a long summer break. Amongst other topics, we discuss how bad customer support will lose you customers. We also talk about yet more payment problems - a common theme on this podcast, and for SaaS businesses in general. Mentioned in this episode: Steve’s company, Feature Upvote Ed’s company, O…
 
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