The Benjamin Boman Podcast

Benjamin Boman

Actionable marketing ideas and techniques in practice for Indie Hackers and maker-creators. blog.benjaminboman.com

  1. 12/29/2025

    When Free Works (and When It Doesn’t): A Practical Decision Framework for SaaS Founders

    Freemium vs paid pricing is not a “which is better” debate - it’s a commitment question. Joe Wilkinson (AI product growth strategist; ex-Director of Growth at Lucid) breaks down when free works, when it backfires, and how to convert the right users without reducing trust. In this episode * How to decide free vs paid vs freemium vs trial based on your business * Why free users can give bad product signal (and how to find the paying 20%) * The $1 pricing move: why $1→$5 is easier than free→paid * How PLG can “sell the service layer” Chapters:01:00 Free vs paid02:40 When free makes sense05:00 Why “broad free” often produces no monetization06:00 Using free users for QA vs getting misleading feedback07:00 The “freeness” problem08:00 The third path09:05 How to find the paying segment 12:00 How many responses you need14:00 Example teardown18:00 Customer research19:05 Pricing signals20:35 Why raising prices is easier than going from free to paid21:45 Should you start at $1/month?22:45 Freemium vs fully paid26:55 Rolling out paid upgrades29:00 Avoiding product drift32:00 B2B/enterprise differences37:15 AI pricing in 202640:40 Where to find Joe Resources & links - Joe Wilkinson: Artisan Growth Strategies- Joe on X/Twitter: @artisangrowth If you want to apply this * Audit your current model: are you truly building the free engine or funding paid acquisition? * Talk to 5 users: “What happened before/after using the product?” * Add a net-new paid SKU and try to get a real pre-purchase. Subscribe / follow!If you want more episodes on pricing, PLG, and growth strategy for founders, follow the show so new episodes land in your feed. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit blog.benjaminboman.com

    41 min
  2. How to Create Engaging Product Explainer Videos That Convert (While Bootstrapping) | Justin Halsall

    04/27/2023

    How to Create Engaging Product Explainer Videos That Convert (While Bootstrapping) | Justin Halsall

    Recent data found that 79% of people say watching a video has convinced them to sign up for an app. But too many of my favorite products don't even have one. Hunting for best practices, I connected with Justin Halsall , who explained: * What exactly to put in the video * How (bootstrappers) can put one together * Annoying mistakes to avoid * And how to give your video the X factor Here are the details: Important note: The following is a summary written by me based on the interview, not quotes. Please listen to the audio version for the exact wording. What to put in your video? 👉 Here are some tips want to put in the video itself: * Start with the main problem. There can be a temptation to add too many ideas to the same video. Stay focused on the main benefit or problem first. * Talk about sub-benefits after. After covering the main point, you will be able to detail the sub-benefits related to this problem. for example, your main problem may be dealing with too many emails, and your product solves this. After covering how you solve that, you can show the extra features that add usability or value. * Try to hook them in the first 15 seconds. More on how to do this below. * Aim for 30 seconds to 1min, 30 seconds. This is the optimal length. If not possible, aim to keep the video under 2 minutes long. You may be able to extend the time that people will pay attention by including a human face, but this will increase production of quality and inconsequence the budget required. Avoid these common mistakes: * Giving product tours. This wastes valuable time from communicating your main benefit or how you solve the main problem. Skip the login screen. This is definitely TMI. * Not showing the product. Motion graphics can be interesting, but you need to show the product being used. * Burying the video. The video needs to be placed in a location where it can actually be seen by users and affect your conversion Rates, like your home page. How to find your hook? You will find your hook by talking to your customers and prospects. You need to find the idea that really resonates with them. What big benefit do they get from solving a particular pain point? Focus on that. 👉 How you present that hook depends on your creativity. * You could go full infomercial, such as “Are you struggling with X?” which is less cool, but it works. 🤷 * Framer has a good example of a creative hook. They present the idea as asking you to imagine a few different ideas combined. See below: Video endings Here are some tips on how to end your video: * One sentence recap. Especially if you have a hero video that's a bit long a one-sentence recap at the end allows you to end on a high note that people will remember. * Splash screens with a Try The Product Now button is a nice way to prompt people to engage more. How to create your hero video Here are the steps to creating your hero video: * Create the ‘script’. Not the script probably like like you have in your mind right now but one based on high-level ideas written on post-its to prompt you through the recording. This will be flexible enough to re-arrange as you go based on what you learn from the process. * Write down the problem that you're going to address, describe the main benefit, and then describe the sub-benefits that you'd like to like to like to touch on. * Work out what you're going to show in your UI. In your video, you're going to click through different stages, etc. You will also need some assets to show this, like a demo or account with data in it already. Etc. Jot this down on a notepad. * Practice. You can practice this first just by talking it through and looking at your notes. You want to check that it makes sense. * Record and edit. Note that you want to record your audio separately from your video because that will remove a lot of the retakes. Tips: * Use the correct screen resolution. You want to record something that will also work on mobile when somebody is watching on mobile. So if you have a 30-inch screen, you're going to have to change the resolution so that it's more like a 720p display. * Turn on Do Not Disturb, turn off your notifications, and maybe start a new user profile that doesn't have a ton of extensions in Chrome. * Have the right sound environment. If you want, you can type out what you want to say, and then record that in a quiet environment. * Speak with higher energy. As is the general thumb in public speaking, bring your own self plus 10%. Testing your work Before promoting your video, one method among many to get feedback is to use hallway user testing. 👉 Ask people where you work or whom you encounter for feedback on whether the key messages were conveyed. “Hey, we just finished this video. Do you mind checking it out? After, chat with them to see: * Do they think the product actually does anything that would be useful for them or their company? * What problem do they think it would solve? ⚠️ If the value proposition is a complete and utter disconnect from what your messaging was supposed to be, then you have some work to do. Adding an X-factor One way to add an X-factor to your video is to make use of humor. tl;dv used this to create a cost-effective video with an influencer which won them Product of the Day, 5th Product of the Month and Best Product Video of the Year. Big budgets vs. small budgets The difference between big and small budgets is the production quality of your audio, graphics and production help: Audio * With small budgets, you're probably going to be asking your friend who has a nice, clean, neutral English accent to do the voiceovers for you. * If you have a lot of budget, you can get a professional voice actor to do it. Graphics * For small budgets, the amount of motion graphics that you're going to be using is very limited. You might spend nothing or you're going to like Fiverr or a cheaper country to do that. * For bigger budgets, you can actually go ahead and get some decent cameras and actually get a human being filmed as part of your video, which will make it more engaging, which will make it more interesting. Studio and help * With bigger budgets, you could go out all out hire a studio, and hire people to actually help you with the script. You're going to be writing it together with them. What an agency is going to do is they're going to rebuild your whole app in After Effects. That way they don't have to go through the grind of recording too many multiple takes. Having someone that can basically raise their hand when they're super confused about what you're doing is quite helpful, too. Product Hunt launch videos For a product hunt, it's very much a teaser. You want them to go to the web page. So getting people excited is incredibly important. Hero videos that do very well there also have pretty high production value. But if you don't have the budget for that, then it's totally fine to make a longer-form video that's a bit more in-depth. Timing consideration Knowing when to create or update a hero video depends on a product's stability. Try to think ahead and see when you might be making a big change in the product or doing a big shift. You would like your video to last as long as possible, so being early would be ideal so that you can avoid having to too soon. Key links * RecordOnce - Create video tutorials with Justin's product * Justin on Twitter, LinkedIn * How We Won Product Hunt “Video of the Year” and 2.3k upvotes as a Total Newcomer 🏆😻 - The tl;dv story * Best product hunt videos of 2022 - a good reference list and analysis by Grant Shaddick If you've discovered my marketing case studies, analyses, and interviews for the first time, please consider subscribing to be notified of the next one. Click the button below, or check out a list of my other pieces here. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit blog.benjaminboman.com

    37 min

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Actionable marketing ideas and techniques in practice for Indie Hackers and maker-creators. blog.benjaminboman.com