Bootstrapped Web | For Entrepreneurs Bootstrapping Web Startups | Interviews & Business Case Studies  show

Bootstrapped Web | For Entrepreneurs Bootstrapping Web Startups | Interviews & Business Case Studies

Summary: 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.

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Podcasts:

 How is it different? | File Type: audio/mpeg | Duration: 00:49:46

This is two weeks in a row for Brian and Jordan. In today’s episode they’re talking about new toys and tools, Twitter drama, and business talk, specifically Jordan’s newest team member and Brian’s newest product. April 5th is going to be a big week for both Brian and Jordan when it comes to business news.  … Continue reading How is it different?

 Bootstrapped to VC | File Type: audio/mpeg | Duration: 00:47:06

Officially a year after the pandemic started, Brian and Jordan do a bit of reminiscing and chatting about vaccine news before diving into updates about work. Not to mention, Jordan gets his first real haircut of the year. On the business front, things are moving (slow and steady) for Brian. ProcessKit has accumulated a decent … Continue reading Bootstrapped to VC

 Launching from no man’s land | File Type: audio/mpeg | Duration: 00:42:04

Today, Brian and Jordan are talking about what it’s like in no man’s land and their struggles with imposter’s syndrome. Brian shares more details about his newest venture. Jordan talks about his need for structure. They do a deep dive into the launch process and various launch strategies as well as updates on their various … Continue reading Launching from no man’s land

 Who is the customer for this SaaS? | File Type: audio/mpeg | Duration: 00:53:02

Brian and Jordan are back after a short break. Today’s topics involve new developments with Brian, Twitter conversations, and market research for new and current projects. Brian gives us a sneak peak into a new project. Jordan brings his opinions on Twitter and how companies are using their social media profiles for marketing. They briefly … Continue reading Who is the customer for this SaaS?

 New year, new directions | File Type: audio/mpeg | Duration: 00:43:02

Brian and Jordan are back after a bit of a hiatus. Today they’re trying a different format change as each takes center stage for half of the show so they can better update everyone on their progress since the new year started. And what a new year it’s been so far: finishing off some old … Continue reading New year, new directions

 Let’s Be Less Wrong in 2021 | File Type: audio/mpeg | Duration: 00:35:29

Brian and Jordan are rounding out 2020 by looking back and looking into the future. Brian talks about taking a break for the next couple weeks, ProcessKit updates, and looking back to see what he was wrong about when thinking about 2020. Jordan talks about a couple podcasts he was a part of, fun holiday … Continue reading Let’s Be Less Wrong in 2021

 Let’s Be Less Wrong in 2021 | File Type: audio/mpeg | Duration: 00:35:29

Brian and Jordan are rounding out 2020 by looking back and looking into the future. Brian talks about taking a break for the next couple weeks, ProcessKit updates, and looking back to see what he was wrong about when thinking about 2020. Jordan talks about a couple podcasts he was a part of, fun holiday parties, and minimizing risks of wasting hours. They also go over some final thoughts about the holidays, and what they plan on doing on their vacation. [tweetthis]“What were all the things that I was wrong about? In the last year?” - Brian [/tweetthis] Here are today’s conversation points: Taking a break and the importance of stepping awayWhat is burnout?Macro versus micro expectations for ourselvesPodcasts that Jordan has been a part of lately (Greylock, Better Done Than Perfect)Looking back on 2020What happens in ‘21?ProcessKit updates: onboarding flow, new home pages, etc.Holiday parties (and possibly monthly happy hours) using GatherTownThe process for validating products [tweetthis]“I don’t do that many hours of intense work and writing and that sort of thing, but it is the constant thinking and worrying.” - Jordan [/tweetthis] Resources: Greylock (Greymatter): “Mike Duboe | The Rise of Headless Commerce” Better Done Than Perfect: Radical Onboarding Experiments with Jordan Gal Better Done Than Perfect: Launch Lessons & Product Surveys with Rand Fishkin Gather.town SunriseKPI Productize Audience Ops ProcessKit   Carthook  As always, thanks for tuning in. Head here to leave a review on iTunes.

 All the Things | File Type: audio/mpeg | Duration: 00:48:50

Vote for us on the SaaS Podcast Awards! Jordan and Brian are back with new podcasting gear and set-ups. Today’s topics cover a little bit of everything: from making quality content, to morale boosting Zoom meeting activities. They are also talking about Jordan’s experience working with Shopify, Brian’s 2021 goals for consistency, as well as … Continue reading All the Things

 All the Things | File Type: audio/mpeg | Duration: 00:48:50

Vote for us on the SaaS Podcast Awards! Jordan and Brian are back with new podcasting gear and set-ups. Today’s topics cover a little bit of everything: from making quality content, to morale boosting Zoom meeting activities. They are also talking about Jordan’s experience working with Shopify, Brian’s 2021 goals for consistency, as well as a surprise nomination, onboarding and conversion, marketing and tracking, and niche podcasting. [tweetthis]“If you keep hammering on a topic that resonates with people, stuff still sits on the internet and attracts people.” - Brian [/tweetthis] Here are today’s conversation points: Making quality contentFriday snapshots, Spotify Wrapped Year in ReviewBlack Friday and Cyber Monday wrap-upShopify checkouts, quirks, and limitationsNomination for bootstrapper podcastsProcessKit onboarding and the core of the productHow to change from conversion to paid?MarketingMarketing and tracking from two different sourcesPaypal, what?!Focusing your marketing efforts; niching downGoals for 2021: consistencyPodcasting in a niche versus having a wide audience [tweetthis]“When you’re selling in an app store but you have your own website, there is a big disconnect on tracking.” - Jordan [/tweetthis] Resources: Microconf: SaaS Podcast Awards SunriseKPI Productize Audience Ops ProcessKit   Carthook  As always, thanks for tuning in. Head here to leave a review on iTunes.

 Satisfying Customers | File Type: audio/mpeg | Duration: 00:36:24

On this episode of Bootstrapped Web (dubbed the “anything but election talk” episode), Jordan and Brian go over Carthook’s exciting launch in the Shopify App Store and ProcessKit’s visual upgrade. Brian also has a couple of aces up his sleeve when it comes to high level changes as well as day-to-day uses for ProcessKit. Today … Continue reading Satisfying Customers

 Satisfying Customers | File Type: audio/mpeg | Duration: 00:36:24

On this episode of Bootstrapped Web (dubbed the “anything but election talk” episode), Jordan and Brian go over Carthook’s exciting launch in the Shopify App Store and ProcessKit’s visual upgrade. Brian also has a couple of aces up his sleeve when it comes to high level changes as well as day-to-day uses for ProcessKit. Today the focus is all about what it means to satisfy customers: new and existing customers. How do you convert trial customers? How fast should you handle feature requests? How do you deal with the pressures put onto you by customers? How to show your constant level of progress but how do you filter customer feedback/expectations? [tweetthis]“Anytime you’re talking about visual user updates, especially if it affects the entire app (which this did) you get nervous. People don’t like change, even if it’s better change.” - Brian [/tweetthis] Here are today’s conversation points: The Carthook logo is in the Shopify App Store!Team moraleDepartments that need Jordan’s focusUpdates, expectations, and reviewsThe limitations of being both the designer and founder of a productProcessKit upgrades:To dashboard or not to dashboard?Email templates with liquid tags to increase the dynamic changes for these templatesThe pressure of “What’s next?” and prioritizationThe current competitive climate in SaaSPipeMainStreetVisualize Value [tweetthis]“I think we’ve spoken before about how I look at the company as like, ‘Where is the fire burning...the hottest?’ At any point in time it’s not like everything’s on fire or everything requires attention. There’s usually one part of your company where there’s more going on.” - Jordan [/tweetthis] Resources: Jason Lemkin’s post about Dashboards Pipe MainStreet Visualize Value SunriseKPI Productize Audience Ops ProcessKit   Carthook  As always, thanks for tuning in. Head here to leave a review on iTunes.

 Calm Before the Storm | File Type: audio/mpeg | Duration: 00:48:06

Jordan and Brian are back after a few weeks. It is election week; that means a lot of stress and a lot of chaos. But before that stuff hits the fan, Jordan is launching a new Carthook product inside the Shopify app store and Brian has been redesigning the ProcessKit app to fix little frustrations. … Continue reading Calm Before the Storm

 Calm Before the Storm | File Type: audio/mpeg | Duration: 00:48:06

Jordan and Brian are back after a few weeks. It is election week; that means a lot of stress and a lot of chaos. But before that stuff hits the fan, Jordan is launching a new Carthook product inside the Shopify app store and Brian has been redesigning the ProcessKit app to fix little frustrations. They’re also talking about structure, spreadsheets, and the importance of app store reviews [tweetthis]“As we started to add more and more features, the overall structure and experience (and I’m talking about very detailed things) hasn’t kept up and so I wanted to solve for all of these little frustrations in the app that have accumulated.” - Brian [/tweetthis] Here are today’s conversation points:  New Carthook products inside the Shopify App StorePreparations and anticipating the launchSpreadsheets and scenariosThe Prisoner’s DilemmaDynamic pricing and price pointsProcessKit App redesignProgress in SaaS productsCommunity-based promotionsMarketing and funnelingBeing able to separate yourself from your businessThe importance of customer experience and app store reviewsJordan’s new obsession: Cohere [tweetthis]“It is a prisoner’s dilemma. You’re stuck, you don’t have all the information. What you do has a big impact on them, what they do has a big impact on you. But you’re not colluding.” - Jordan [/tweetthis] Resources: How to Price Your SaaS Product by Patrick Campbell Cohere.so Cohere.so/demo SunriseKPI Productize Audience Ops ProcessKit   Carthook  As always, thanks for tuning in. Head here to leave a review on iTunes.

 Good morning | File Type: audio/mpeg | Duration: 00:51:23

Today Brian and Jordan are talking about deadlines, Black Friday, and a little bit of introspection. They go over their love/hate relationship with mornings. They also take a deep dive into hopes, dreams, dedication, and hiring true believers. Here are today’s conversation points: The Carthook deadline How the new ProcessKit developer stepped up Testing features, … Continue reading Good morning

 Good morning | File Type: audio/mpeg | Duration: 00:51:23

Today Brian and Jordan are talking about deadlines, Black Friday, and a little bit of introspection. They go over their love/hate relationship with mornings. They also take a deep dive into hopes, dreams, dedication, and hiring true believers. [tweetthis]“I still really believe in dedicating time to writing tests and for us that really means integration tests and feature tests.” - Brian [/tweetthis] Here are today’s conversation points: The Carthook deadlineHow the new ProcessKit developer stepped upTesting features, web integration expectationsDifferent ways of coping with stressThe importance of mornings:Brian’s morning routineJordan’s morning routineCan you change whether or not you can be a morning person?Hopes, dreams, and dedication“What is the worst case scenario here?”When it is okay to forgo delegating and doing things yourself?Freelancing versus Full-Time EmployeeMarketing projectsHiring a true believer [tweetthis]“When you make a decision, go harder at it.” - Jordan [/tweetthis] SunriseKPI Productize Audience Ops ProcessKit   Carthook  As always, thanks for tuning in. Head here to leave a review on iTunes.

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