58: Evolving Roles as a Startup Founder


October 11th, 2018

56 mins 38 secs

Your Hosts

About this Episode

Ben and Derrick are joined by Brian Casel, podcaster, cofounder of Big Snow Tiny Conf, and known as “Mr. Process.” The three are fans of podcasts and conferences because they offer time to build relationships with people and talk deeply about things.

In this episode, they share their updates and thoughts on involving others in their day-to-day processes. It brings everyone together to learn from each other, as well as build a community and consensus.

Today’s Topics Include:

  • Hosting and handling logistics for smaller conferences and retreats
  • Ben shipped his Pair Programming Guide that offers tips, tutorials, and resources
  • Guide to serve as top of funnel for Tuple; build an audience, establish expertise, get people together who care about it, and offer them a tool
  • Flipping into different modes (writing, marketing, programming, etc.); in startup mode, you’re trying to make progress and doing everything - even when you have partners
  • More people are live streaming their coding sessions, writing processes, and other tasks - documenting the creation and development of a product or service
  • Build trust with a group of people to build referrals and have them talk about your product; but giving fans access to your product and building a community can be challenging
  • Building a new product; spend money to hire someone to do it fast or take it slow and learn to do it yourself but don’t get paid for your time
  • When building a company or product, it can be fun and frustrating; these days you should know a bit about all the pieces to it - teaching infrastructure is now an industry
  • Coaches and friends can give you advice and let you know just what you need to know
  • Practice Project vs. Real Product Mindsets: Perfecting something that you know won’t be perfect out of the gate, making it as good as possible, or plan first and then execute

Links and resources:

Brian Casel on Twitter

Productize & Scale

Big Snow Tiny Conf



Derrick Reimer Website

Derrick Reimer on Twitter

Ben Orenstein Website

Ben Orenstein on Twitter




Startups for the Rest of Us

Tuple’s Pair Programming Guide

Pairing with Ben Orenstein on the Tuple Pairing Guide (with Adam Wathan)

Jason Fried


Mackenzie Child

Drift and David Cancel

Ruby on Rails