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

Brian and Jordan are back to back-to-back weeks before vacation and travel plans kick in because… It’s summertime! While Jordan deals with a minor lacrosse injury, they both gush over Matt Medeiros, and give updates on their latest business endeavors. They talk about the progress on the search for a media creator for both Rally … Continue reading Metrics & Hiring Funnels

Brian and Jordan are back to back-to-back weeks before vacation and travel plans kick in because… It’s summertime! While Jordan deals with a minor lacrosse injury, they both gush over Matt Medeiros, and give updates on their latest business endeavors. They talk about the progress on the search for a media creator for both Rally and ZipMessage, hiring funnels and hiring hurdles, getting feedback, and ways to get out of a funk. If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here.  “I saw a ZipMessage pop up in my Slack the other day. I love seeing it organically used because that’s the tool that fits.” – Jordan Powered By the Tweet This PluginTweet This Here are today’s conversation points: Matt Medeiros and the media creator roleThe technical side of ZipMessageReading stats and getting feedbackGetting out of a funkCompleting tasks, self-induced stress, and forgivenessFiguring out the right workflow and the right peopleHiring funnels, hurdles, testimonials, and role-specific adjustments “People get value from it and they don’t tell you they’re getting value from it. It’s just happening and you don’t see it right in front of you. You have to see the stats.” – Brian Powered By the Tweet This PluginTweet This Mentioned on today’s episode: Matt Medeiros’ Twitter Thread on the media creator role ChartMogul DynamiteJobs

Brian and Jordan are back with updates about diving headfirst into team sports with an “old man lacrosse leagues,” to celebrating 10-year wedding anniversaries, job postings, and creating messages that resonate with customers. They’re covering a little bit of everything today. Brian shares a couple of interesting job openings based on ZipMessage: a media creator … Continue reading Hiring Media Creators

Brian and Jordan are back with updates about diving headfirst into team sports with an “old man lacrosse leagues,” to celebrating 10-year wedding anniversaries, job postings, and creating messages that resonate with customers. They’re covering a little bit of everything today. Brian shares a couple of interesting job openings based on ZipMessage: a media creator and a technical marketer. Check out the job opening for media creator if you love to create content, are comfortable telling stories, and coming up with creative new ideas. He is also looking for a technical marketer who will work on distribution and optimizing channels and SaaS funnels. If you are interested in either job position, use the links below to apply. Media Creator   Technical Marketer If you have any questions, comments, or topic ideas for Bootstrapped Web, leave a message here “You want the authentic version of the media and the audience and value, and then allowing for a bridge from there, over to the product.” – Jordan Powered By the Tweet This PluginTweet This Here are today’s conversation points: ZipMessage Updates:Growth and skepticism Job openings:Media creatorTechnical marketerCreating a communityThe Bloomberg ModelAxiosConversations and conveying the Rally messageWhat to lead withHow to make your message resonateShopify opinionsBrian is hiring for 2 roles: Media Creator   Technical Marketer “If you want an engaged community where they interact with each other, the audience has to come first.” – Brian Powered By the Tweet This Plugin

Brian and Jordan are back with no excuses and plenty of updates for both Rally and ZipMessage. Today’s topics are all about roadmaps, leading tech teams, and ecommerce marketing. While ecommerce has been around for a while, SaaS is evolving in the way it is marketed and sold. What are your thoughts on SaaS marketing … Continue reading Raising The Bar

Brian and Jordan are back with no excuses and plenty of updates for both Rally and ZipMessage. Today’s topics are all about roadmaps, leading tech teams, and ecommerce marketing. While ecommerce has been around for a while, SaaS is evolving in the way it is marketed and sold. What are your thoughts on SaaS marketing strategies? Do you prefer leading a large tech team or would you rather keep your team small and easily manageable? What are your thoughts on the importance of communication for teams who work remotely? If you have any questions, comments, or topic ideas for Brian or Jordan, leave a message here. “When you start to talk about a bunch of people, all in coordination, all in different time zones, all on different things, that stuff is just magic to me.” – Jordan Powered By the Tweet This PluginTweet This Here are today’s conversation points: The next step for RallyThe many uses for ZipMessageCombining live Zoom calls with asynchronous follow-upsDirect Slack integrationsThe ZipMessage roadmapLeading a tech teamRequirements for leadershipThe importance of communicationDifferent strategies for marketing “The way that I think about integrations generally is, it’s more about, ‘Does it solve a customer problem and customer conversion?’” – Brian Powered By the Tweet This PluginTweet This Mentioned on today’s episode:

It’s a big day here at Bootstrapped Web now that Jordan can talk more openly about his newest endeavor: Rally. Brian and Jordan talk about what Rally is, breakdown Rally’s elevator pitch, as well as the steps Jordan has taken up to this point. They also get into a few updates with ZipMessage. Brian talks … Continue reading Rally On

It’s a big day here at Bootstrapped Web now that Jordan can talk more openly about his newest endeavor: Rally. Brian and Jordan talk about what Rally is, breakdown Rally’s elevator pitch, as well as the steps Jordan has taken up to this point. They also get into a few updates with ZipMessage. Brian talks about the possibility of building a small team and the stigma around hiring a team full of contractors.  Are you a freelancer looking for a little work? Are you a marketing specialist? If you have any questions, comments, or topic ideas for Bootstrapped Web, leave us a message here “I’m in the middle of that thing that happens if you post a Twitter thread just at the right time. It’s fun. You have to remember to enjoy the fun days. This is one of those fun days.” – Jordan Powered By the Tweet This PluginTweet This Here are today’s conversation points: Rally and RallyOn.comWhat does Rally do for customers?What does it mean to go headless?Definition of “Modern brands”What makes Rally different?Enjoying and being in the momentThe importance of elevator pitches and headlinesMultiple fits and building relationshipsThe next step and roadmap for RallyZipMessage updatesDoing everything yourself vs. building a small teamContractors and freelancers vs. employeesThe stigma behind hiring overseas Creating your perfect company culture Brian’s marketing talent wishlist:Technical marketer (Google analytics, SEO, etc.) Media producer (podcasting, interviews, etc.) “I’m already all in in terms of hours. But to really go all in, I need a team with me.” – Brian Powered By the Tweet This Plugin

Brian and Jordan are back behind the mic for the second week in a row. Today they’re focusing on bugs over customers, or should it be the other way around? After some project and business updates, they talk about the early stages of development and launch for a new product. How do you decide if … Continue reading Bugs vs. Customers

Brian and Jordan are back behind the mic for the second week in a row. Today they’re focusing on bugs over customers, or should it be the other way around? After some project and business updates, they talk about the early stages of development and launch for a new product. How do you decide if this new project is worth it? How do you find people who are as excited about it as you are?  If you have any questions, comments, or topic ideas for Bootstrapped Web, leave a message for Brian and Jordan on their ZipMessage account at https://zipmessage.com/bootstrappedweb. “I’m slowed down by the product and the bug-fixes.” – Brian Powered By the Tweet This PluginTweet This Here are today’s conversation points: Project and business updates: marketing, development, and not moving fast enoughTalking with partners and agencies versus potential customersTaking a position and what that means for a businessHow to decide whether a project or a product is worth the time?The Catch-22 of starting and growing a new businessHow to evaluate a “head-of-growth” expertPivotal moments in ZipMessage and secret projectsGrowth hacks for ZipMessage “My favorite thing (the thing that I’m good at) is articulating that future vision clearly.” – Jordan Powered By the Tweet This PluginTweet This Resources: ZipMessage SunriseKPI  Productize  Audience Ops ProcessKit   Carthook   As always, thanks for tuning in. Head here to leave a review on

Brian and Jordan are back with big news about both of their newest projects. Today they’re doing a deep dive into some of the mental struggles when you start something new. Some touchy-feely topics, some logistics, and back to touchy-feely topics: a typical Bootstrapped Web episode. If you have any questions, comments, or topic ideas … Continue reading Staying positive

Brian and Jordan are back with big news about both of their newest projects. Today they’re doing a deep dive into some of the mental struggles when you start something new. Some touchy-feely topics, some logistics, and back to touchy-feely topics: a typical Bootstrapped Web episode. If you have any questions, comments, or topic ideas for Bootstrapped Web, leave a message for Brian and Jordan on their ZipMessage account at https://zipmessage.com/bootstrappedweb. “We need to complement each other more. Because everyone asks for feedback, nobody asks for compliments.” – Jordan Powered By the Tweet This PluginTweet This Here are today’s conversation points: Updates on Jordan’s secret productFeeling down and (surprising) external motivatorsWhat founders do and the meaning of being a founderThe importance of compliments and empathyUpdates, changes, and uses for ZipMessageFramework and patterns in successful niche SaaS productsThree-phase process: enter, lean-in, all-in “For founders, literally all we do is solve problems. What’s the next problem to solve? What’s the next thing that’s not working? Every single day.” – Brian Powered By the Tweet This PluginTweet This Resources ZipMessage New! zipmessage.com/bootstrappedweb Productize  Audience Ops ProcessKit   Carthook As always, thanks for tuning in. Head here to leave a review on

Brian and Jordan are back before Brian leaves to scratch his travel itch. Today, they are talking about the things they can control (launching ZipMessage and Jordan’s new company), while also touching on a couple things they can’t control (vaccines and concerts). They also spend a little time talking about Josh Pigford’s amazing public journey, … Continue reading Never Fast Enough

Brian and Jordan are back before Brian leaves to scratch his travel itch. Today, they are talking about the things they can control (launching ZipMessage and Jordan’s new company), while also touching on a couple things they can’t control (vaccines and concerts). They also spend a little time talking about Josh Pigford’s amazing public journey, from exiting Baremetrics to starting his own company for modern financial planning & wealth management. How do you handle your professional persona? Are you an open book on your social media accounts? Are you strategic about what you post? Brian and Jordan discuss Josh’s strategic and surprisingly open discussions on Twitter and how they differ in their social media personas. “I did want to step in and reiterate some of my larger goals and priorities to the team on Audience Ops, about what makes Audience Ops great. Kat really did that well, but I want to make sure that the team really knows, ‘This is why things work so well here. Let’s keep this going.’” – Brian Powered By the Tweet This PluginTweet This Here are today’s conversation points: The roller coaster of ZipMessage onboardingFinalizing copy and launching landing pagesAudience Ops team changes and transitionsThe vision at Audience OpsExpectations, emotions, and performative reactions during Monday morning callsThe importance of understanding the “Why”Josh Pigford’s exit from Baremetrics and his professional trajectory…in publicAngel investing and asking for money “If you have an audience and you want to start a company, at this point, you can just ask for money. You can legally, publicly ask for money.” – Jordan Powered By the Tweet This Plugin

Will this be the week that Jordan finally gets to talk about crypto? In this episode of Bootstrapped Web, Brian and Jordan give us some updates on their businesses. Is Brian running late with ZipMessage? What has been going on behind the scenes of Jordan’s secret project? They also talk indepth about discipline and productivity. … Continue reading Know Thyself