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Startups For the Rest of Us

Episode 837 | How Do You Learn Product? and Optimizing Your Trial Funnel (with Ruben Gamez)

43 min episode · 2 min read
·
Ruben Gamez

Episode

43 min

Read time

2 min

Topics

Startups, Design & UX, Software Development

AI-Generated Summary

Key Takeaways

  • Trial friction by product type: Friction improves conversions for Bidsketch because proposal software carries user anxiety and longer time-to-value, making educational pre-trial nurturing effective. SignWell saw a consistent drop in paid upgrades when friction was added, because e-signature users arrive already past the decision stage and prioritize speed over guidance.
  • Google OAuth as friction eliminator: SignWell routes approximately 95% of sign-ups through a single Google login button, reducing the entire registration process to two clicks with zero data entry. When Gamez tested blocking Gmail addresses to capture business emails, sign-ups dropped 30% and paid conversions dropped a matching 30%, with no offsetting benefit.
  • Randomized form fields as conversion lifts: A tactic from Noah Kagan involves adding a required but seemingly irrelevant question — such as "do you like tacos?" — to opt-in forms. Gamez tested this on Bidsketch template downloads and saw a conversion increase with no clear explanation, suggesting low-volume products should test counterintuitive friction before dismissing it.
  • Two distinct product skills to develop separately: Founders need two separable product competencies — deciding what to build next from a prioritized roadmap, and designing individual features with UX elegance. A developer without the second skill builds features literally, requiring documentation to use. Gamez recommends studying Shreyas Doshi's Product Sense course and free YouTube content to decompose and build each skill deliberately.
  • Building product sense through customer immersion: A fractional CPO Gamez brought in developed accurate product intuition for SignWell rapidly by grinding through large volumes of feature requests one by one, reading exact customer language and asking clarifying questions. The process had no shortcuts but compressed what typically takes years into weeks through concentrated, structured customer data exposure.

What It Covers

Rob Walling and Ruben Gamez examine two topics from listener questions: how friction in trial funnels affects conversion rates differently across SaaS products, using Bidsketch and SignWell as contrasting case studies, and how founders develop product intuition across the two core disciplines of UX and feature prioritization.

Key Questions Answered

  • Trial friction by product type: Friction improves conversions for Bidsketch because proposal software carries user anxiety and longer time-to-value, making educational pre-trial nurturing effective. SignWell saw a consistent drop in paid upgrades when friction was added, because e-signature users arrive already past the decision stage and prioritize speed over guidance.
  • Google OAuth as friction eliminator: SignWell routes approximately 95% of sign-ups through a single Google login button, reducing the entire registration process to two clicks with zero data entry. When Gamez tested blocking Gmail addresses to capture business emails, sign-ups dropped 30% and paid conversions dropped a matching 30%, with no offsetting benefit.
  • Randomized form fields as conversion lifts: A tactic from Noah Kagan involves adding a required but seemingly irrelevant question — such as "do you like tacos?" — to opt-in forms. Gamez tested this on Bidsketch template downloads and saw a conversion increase with no clear explanation, suggesting low-volume products should test counterintuitive friction before dismissing it.
  • Two distinct product skills to develop separately: Founders need two separable product competencies — deciding what to build next from a prioritized roadmap, and designing individual features with UX elegance. A developer without the second skill builds features literally, requiring documentation to use. Gamez recommends studying Shreyas Doshi's Product Sense course and free YouTube content to decompose and build each skill deliberately.
  • Building product sense through customer immersion: A fractional CPO Gamez brought in developed accurate product intuition for SignWell rapidly by grinding through large volumes of feature requests one by one, reading exact customer language and asking clarifying questions. The process had no shortcuts but compressed what typically takes years into weeks through concentrated, structured customer data exposure.

Notable Moment

Gamez describes watching an experienced product leader build accurate product intuition for SignWell surprisingly fast — not through frameworks or shortcuts, but by manually reading through an unusually large volume of feature requests and customer language until pattern recognition developed on its own.

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Episode Transcript

Welcome back to another episode of Startups for the Rest of Us. I'm Rob Walling. And in this episode, I have fan favorite Ruben Gomes back on the show, and we answer some listener questions. And in this episode, I actually earmarked five questions that we were gonna run through, and we only made it through two because we went so deep on these. First question was about optimizing a trial funnel, when to add friction, when that works, when it doesn't, because Ruben runs two different SaaS companies, Bidsketch and SignWell, and different levels of friction work differently for those two companies. So he has a lot to say on the topic. And then we dive into a question about the core four SaaS skills, dev, sales, marketing, and product. And someone asked me, how do you learn product? And so we spend, I don't even remember, $10.15 minutes talking through how we learned how to make product decisions. I think it turned out to be a great episode. Before we dive in, I wanna let you know about the SaaS Institute Cancun retreat we're having in early December. So it's gonna be a two and a half day high level knowledge sharing event exclusively for 7 and 8 figure SaaS founders. I know how hard it is for founders at your level, at 7 and 8 figures, to find a group that is at or ahead of them, and this event will be that. You're the average of the people you spend time with, and the SaaS Institute Cancun retreat is gonna be filled with ambitious people who are executing. It's a small group retreat focused on founders sharing real behind the scenes knowledge on what's working, building relationships, and taking a step away from the day to day to figure out the next big picture move. It's gonna be at one of the top resorts in Cancun close to the airport, December fifth through the seventh. And as I mentioned, while this event will be focused on SAS Institute founders, there is a chance we might open a limited number of tickets to other qualified 7 figure founders. You can email tracy@tinyseed.com if you wanna get on that wait list. It's gonna be a great event. I'm really looking forward to it. And finally, if your company serves SaaS founders, we have a few sponsorship opportunities open right now, including this podcast at MicroConf Iceland and in our micro newsletter. It's a great way to get your business in front of thousands of SaaS founders who are actively building and growing their companies. We're definitely selective about who we work with. We actually turn quite a few sponsors away because we want it to be a strong fit for our audience. And if you're interested, reach out to producer Ron who's heading up all our partnerships, and that's sponsors at tinyseed.com. That's sponsors at tinyseed.com, and it'll go directly to producer Ron. And with that, let's dive …

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Books, tools, and gear mentioned in this episode

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Products

  • BidsketchBy guest
    Friction improves conversions for Bidsketch because proposal software carries user anxiety and longer time-to-value, making educational pre-trial nurturing effective.
  • SignWellBy guest
    SignWell saw a consistent drop in paid upgrades when friction was added, because e-signature users arrive already past the decision stage and prioritize speed over guidance.

course

  • Product SenseRecommended

    by Shreyas Doshi

    Gamez recommends studying Shreyas Doshi's Product Sense course and free YouTube content to decompose and build each skill deliberately.

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