Bootstrapped Web

Bootstrapped Web

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.

Episodes

Title Duration Published Consumed
So Meta 00:34:28 2022-01-27 12:00
Wheels Are Turning 00:40:52 2022-01-20 12:00
2021/2022 New Year reflections 00:38:53 2022-01-11 08:30
Define Traction 00:35:48 2021-12-16 12:00
The Chaos 00:42:57 2021-12-09 12:00
Chicken or Egg Development 00:30:57 2021-11-11 12:00
How to Fund a Startup 00:48:42 2021-10-28 12:00
Go to Market vs. Marketing 00:38:22 2021-10-14 12:00
Should We Rename the Podcast? 00:41:51 2021-09-30 12:00
Audience Ops Changes Hands 00:56:55 2021-09-23 12:00
Marketing ideas 00:38:03 2021-08-19 12:00
Back and Running 00:38:52 2021-08-05 12:00
Metrics & Hiring Funnels 00:44:45 2021-06-24 12:00
Hiring Media Creators 00:33:57 2021-06-17 12:00
Raising The Bar 00:39:55 2021-06-03 12:00
Rally On 00:58:59 2021-05-20 12:00
Bugs vs. Customers 00:34:52 2021-05-06 12:00
Staying positive 00:46:50 2021-04-29 12:00
Never Fast Enough 00:42:22 2021-04-15 12:00
Know Thyself 00:42:15 2021-04-01 12:00
How is it different? 00:49:46 2021-03-25 11:00
Bootstrapped to VC 00:47:06 2021-03-18 11:00
Launching from no man’s land 00:42:04 2021-03-04 12:00
Who is the customer for this SaaS? 00:53:02 2021-02-18 12:00
New year, new directions 00:43:02 2021-01-28 12:00
Let’s Be Less Wrong in 2021 00:35:29 2020-12-24 12:00
All the Things 00:48:50 2020-12-10 12:00
Satisfying Customers 00:36:24 2020-11-12 12:00
Calm Before the Storm 00:48:06 2020-11-05 12:00
Good morning 00:51:23 2020-10-15 12:00
Talkin shop with Ian Landsman 01:06:23 2020-10-08 11:10
Company Design 00:48:51 2020-10-01 11:34
Should You Audience? 00:52:41 2020-09-17 11:00
The Next Chapter in the Product 00:45:59 2020-09-10 12:00
Chicken or Egg or Fundraise 00:41:30 2020-08-20 11:00
Hello Competitors 00:38:02 2020-08-06 12:00
What does VC really mean? And marketing. 00:51:11 2020-07-23 12:00
What Should We Talk About? 00:44:04 2020-07-02 12:00
Heyyy + People-ing, Building & Marketing 00:59:31 2020-06-25 12:00
SaaS Onboarding & Recruiting at Scale 00:42:59 2020-06-18 12:00
Navigating Stress & Distractions 00:44:47 2020-06-04 12:00
What if we take some off the table? 00:41:50 2020-05-28 12:00
Managing Customers & Managing Teams 00:44:26 2020-05-21 12:00
Remotely Working on Working Remotely 00:40:17 2020-05-14 12:00
Trailer: The Productize Podcast returns in 2020 00:02:25 2020-05-05 12:06
Raising Our Game 00:48:45 2020-04-30 12:00
People and Process 00:43:39 2020-04-23 16:15
Scrambled 00:47:28 2020-04-16 12:00
Day by Day 00:46:23 2020-04-09 12:00
Compartmentalizing 00:41:31 2020-04-02 12:00
What Now? 00:51:08 2020-03-26 11:00
What is Marketing? 00:48:58 2020-03-12 11:00
Viruses and Positioning 00:52:07 2020-03-05 12:00
Sales and Therapy 00:35:31 2020-02-20 12:00
Culture & Onboarding 00:59:49 2020-01-23 12:00
Positioning and Profitability 00:53:03 2020-01-16 12:00
Back At It 00:57:40 2020-01-09 12:00
Marketing Plans for 2020 00:50:42 2019-12-19 12:00
Marketing Loose Ends & Funding Gaps 00:41:34 2019-11-28 11:00
Post-Launch & Code Freezes 00:31:12 2019-11-07 12:00
Product Brain vs Marketing Brain 00:41:16 2019-10-31 11:00
So Much for That Plan 00:48:41 2019-10-17 12:00
Continuous Adjustments 00:40:02 2019-10-03 12:00
Never Enough MRR 00:47:42 2019-09-19 12:00
Rabbit Holes Within Rabbit Holes 00:45:09 2019-09-12 12:00
Move It up and Accelerate the Plan 00:45:19 2019-08-22 12:00
What Is a “Launch”, Really? w/ Ben Orenstein 00:38:52 2019-08-15 12:00
Starvation or Indigestion? 00:44:03 2019-07-25 12:00
Navigating First Customers / Making a Big Price Change 00:57:00 2019-07-18 12:00
Inviting First Customers / App Stores 00:46:07 2019-06-07 00:00
Inviting First Users & Profitable Team Growth 00:42:21 2019-05-09 12:00
The “Strings” Attached to VC 00:41:51 2019-05-02 14:30
Selling to Teams & Hiring an Assistant 00:53:22 2019-04-11 12:00
When Customer Support Does & Doesn’t Pay 00:39:32 2019-03-28 11:00
Pricing Per User or…? 00:57:47 2019-03-21 11:00
Hiring (or not?) 00:42:11 2019-03-07 12:00
Who Is Selling the Product? 00:47:09 2019-02-21 12:00
Sales to Onboarding Process / Profitable Side Projects 00:38:24 2019-02-14 12:00
Churn and Onboarding. Onboarding and Churn. 00:56:09 2019-02-07 12:00
Speaking Our Minds in 2019 / How Not to Increase Prices 00:50:30 2019-01-17 12:00
More Questions Than Answers in 2019 00:47:44 2018-12-27 16:00
Team Equity / A New App / The Next App 00:38:33 2018-12-20 12:00
Surviving & Thriving Through Black Friday / Building an App in a Week 00:39:45 2018-12-06 12:00
Launching a New Product in a Month / VIP Customer Sales 00:49:55 2018-11-22 12:00
Ben Orenstein Joins us to Talk Bootstrapping 00:52:40 2018-11-08 12:00
Building in Public / Case Study Marketing / TinySeed 00:45:30 2018-11-01 11:00
Bootstrapping Reality / Technical cofounders / New Management 00:53:48 2018-10-11 12:00
ProcessKit Early Access / Celebrating Growth / CTO Questions 00:57:01 2018-09-13 12:00
Learning Rails vs. Laravel / Branding / Education Marketing 00:40:51 2018-07-12 12:00
Winning Time Back / (Not) Moving Offices / Learning to Code 00:52:04 2018-06-07 12:00
Conference Hopping / Hiring Mistakes / Busting Growth Plateaus 00:41:17 2018-05-24 12:00
Value of a Coach / Hiring Spree / Launching in Public 00:51:56 2018-04-26 12:00
What If We Ran Your Business (For the Fun of It)? 00:48:23 2018-04-19 12:00
The Carthook Team Talks Product Development Process 00:53:46 2018-04-12 12:00
Launching a Podcasting Service / Learning to Code / Partner Webinars 00:55:37 2018-04-05 12:00
Charging For Attention / Elusive Product-Market-Fit 00:28:44 2018-03-15 11:00
Conference Strategy, Webinar Funnels, & Lead Developers 00:59:29 2018-03-01 12:00
Sherry Walling Helps Us Keep Our Sh*t Together 00:43:28 2018-02-08 12:00
Holiday Hustle vs. Rest And Community Marketing 00:44:44 2018-01-11 12:00
Our 2017 Review & 2018 Preview 00:43:55 2017-12-21 12:00
Running a Black Friday Sale / Development Process 00:46:47 2017-12-07 11:15
“Fattening” Your Company and… Freemium? 00:54:54 2017-11-16 12:00
First Customer Demos, Paid Marketing Funnels, Team Communication 00:52:29 2017-10-05 16:00
Pricing Page Teardown, Employee Onboarding, Company Transparency 00:47:48 2017-09-21 16:00
Catching up! Managing Runway, Marketing Assets & Team Growth 00:41:05 2017-09-14 16:00
SaaS Momentum, Servicing Demand, & Why Amazon Bought WholeFoods 00:45:16 2017-07-27 16:00
A Formula for Individual Success Metrics + Building a Hiring Engine 00:37:51 2017-07-06 16:00
KPI Dashboards, Hiring Sales vs. Customer Success, & Solo Founders 00:38:28 2017-06-22 16:00
Customer Overwhelm, Hiring & Firing Teammates 01:00:55 2017-06-08 16:00
YouTube Content, Creating Webinars, Team Retreats 00:45:27 2017-05-25 16:00
Back from MicroConf! More Signups! Facebook Ads Funnels! 00:59:08 2017-05-11 16:00
Onboarding First SaaS Customers 00:45:14 2017-03-30 16:00
Launching a New Service in 5 Days & Hitting Your Product Stride 00:48:57 2017-03-09 16:00
Updates Facebook Ads, Public Speaking, & Entrepreneurial Parenting 00:37:16 2017-02-23 16:00
Get-to-Launch Roadmap, Hiring (more) Developers, When to Work on Marketing 00:44:18 2017-02-16 16:00
We’re back! Working Vacation, Too Much Transparency, & Product Updates 00:45:47 2017-02-09 15:00
2016 Recap & 2017 Goals 01:04:30 2016-12-22 15:00
Updates: Redesign, Marketing Multiple Products, & Selling Services 00:56:16 2016-12-15 15:00
Family & Entrepreneurship 00:44:43 2016-12-08 15:00
Launching 2nd Products w/ Ruben Gamez 00:58:17 2016-11-24 15:00
Updates: Validating a Consulting Offer / Self-Funding a New SaaS 00:46:01 2016-11-17 15:00
Taking a Big Shot vs. Lots of Little Shots 01:07:42 2016-11-10 15:00
Managing a Development Process w Rob Walling 00:46:09 2016-11-03 15:00
Pricing Questions / SaaS vs. Service 00:43:51 2016-10-27 15:00
To Copy or Compete (or Both?) 00:40:29 2016-10-20 15:00
Adding Service to Software / Marketing Pre-MVP 00:45:24 2016-10-13 15:00
Updates: Dev Process, MRR Milestones, Remote vs. Office 00:45:31 2016-10-06 16:00
Going Global: Team Travel, Tiny Confs, & Remote Lifestyle 00:48:38 2016-09-29 16:00
Pre-selling and Planning to Build ‘Audience Ops Calendar’ 00:51:32 2016-09-22 16:00
Cofounders – w/ Rob Walling and Ben Fisher 00:44:53 2016-09-01 15:00
New Products First Steps & Next Steps 00:47:45 2016-08-25 16:00
Pricing 2016-08-11 16:00
Planning vs. Execution 2016-08-04 16:00
Tools 2016-07-28 16:00
The Bootstrapper’s Search For Meaning 2016-07-21 16:00
Playing the Long Game 2016-07-14 16:00
Growing The Product Line & Shifting Priorities 2016-07-07 16:00
Questions on Pricing, Charging a Percentage, and Why Podcast? 2016-06-30 16:00
[112] Do Entrepreneurs Get to Have Hobbies? And Other Updates… 2016-06-23 16:00
[111] How to Audit Your Design, UI & UX w/ Jane Portman 2016-06-16 16:00
[110] Learning to Manage a Team / Launching a New Sales Strategy 2016-06-09 16:00
[109] Behind Jordan’s Rollercoaster New Product Launch 2016-06-02 16:00
[108] Growing Families And Growing Businesses 2016-05-29 16:04
[107] Our Recap of MicroConf 2016 2016-04-28 16:00
[106] Launch Updates, Goals for a New Hire & Optimal Work Environments 2016-03-24 15:00
[105] Crafting Your Sales Process w/ Damian Thompson 2016-03-17 15:00
[104] Updates: A Stealth Launch, A Public Launch, & Hiring for a New Role 2016-03-10 16:00
[103] The E-Commerce Episode 2016-03-04 17:38
[102] Updates: Remote Company Culture & Bandwidth for Big Customers 2016-02-26 18:16
[101] Evolving Your Sales Systems 2016-02-18 16:00
[100] Updates: Repeatable Marketing Ideas, Outsourcing Sales, & “Secret” SaaS Tiers 2016-02-11 16:00
[99] Updates De-Bottlenecking, Productize Relaunch, & Firing a Client 2016-01-21 16:00
[98] Website Teardowns! a Form Builder, Invoicing, and WordPress products 2016-01-14 12:00
[97] Problems to Solve in 2016 2016-01-07 12:00
[96] Our 2015 Recap and 2016 Goals 2015-12-31 12:00
[95] Rollercoaster Entrepreneurial Emotions, Working with Partners & Hiring Fast Enough 2015-12-24 12:00
[94] From “Accidental Solution” to $50K Launch of a Productized Service, with Dan Schwartz 2015-12-17 12:00
[93] 80/20 Hacks That Move the Needle for Us 2015-12-10 12:00
[92] Updates! Plugin Launch Results, High Value Customer Triggers, & Seasonality 2015-12-03 12:00
[91] Figuring Out Who Your Target Customer Is (And Why) 2015-11-26 12:00
[90] Staying Accountable With Teammates and Launching a Plugin Product 2015-11-19 12:00
[89] Making the Most of Outbound Sales Tools 2015-11-12 12:00
[88] Staying Focused and Getting Things Prioritized 2015-11-05 12:00
[87] Productized Services with Craig Hewitt of Podcast Motor 2015-10-29 12:00
[86] Masterminds, Content Production, and Getting Things Done 2015-10-08 12:00
[85] Refocusing and Getting Things Done in Less Time 2015-10-01 12:00
[84] MicroConf Europe 2015 Recap Show 2015-09-10 12:00
[83] Thomas Smale on Selling Your Online Business 2015-08-27 12:00
[82] Growing Our Teams, New Initiatives, and Your Questions 2015-08-13 12:00
[81] Scaling Our Businesses Through Process, Team and Procedures 2015-07-30 12:00
[80] Brecht Palombo on Longterm Travel as an Entrepreneur 2015-07-23 18:06
[79] Building Awesome Online Courses with Keith Perhac of Summit Evergreen 2015-07-20 12:00
[78] Changing the Course of Our Businesses 2015-07-13 12:00
[77] Justin McGill on the Importance of Visibility as a Founder 2015-06-25 12:00
[76]  Tim Conley on Entrepreneur Coaching 2015-06-12 12:00
[75] Pricing Strategy, Marketing Focus, and Launch Updates 2015-06-08 12:00
[74] Effective Positioning with Philip Morgan 2015-05-28 12:00
[73]  Taylor Pearson on The End of Jobs 2015-05-21 12:00
[72] Updates on AudienceOps and Carthook 2015-05-14 12:00
[71] The Reveal: Brian’s New Business 2015-05-07 12:00
[70] The MicroConf 2015 Recap Show 2015-04-30 12:00
[69] Liam Martin on Building a Distributed Team and Lessons Learned Scaling 2015-04-16 12:00
[68] Mike Taber on Life as a Single Founder 2015-04-09 12:00
[67] What Our Past Failures Taught Us 2015-04-02 12:00
[66] Decision Making to Move Your Startup Forward 2015-03-26 11:00
[65] Rob Walling on Drip, Microconf, and the Future of Bootstrapped Startups 2015-03-19 11:00
[64] Giving Customers What They (Really) Want w/ Robert Williams of Workshop 2015-03-12 12:00
[63] Content Consumption to Fuel Our Work 2015-03-09 15:08
[62] Transitioning From One Business to the Next 2015-02-28 00:58
[61] What Makes a Podcast Irresistible? w/ Adam Clark 2015-02-20 15:39
[60] From Leads to Trials to Customers 2015-02-12 13:00
[59] The Dark Art of Product Validation 2015-02-07 00:41
[58] Product vs. Marketing. Which to Focus on Right Now? 2015-01-29 13:00
[57] Is $99 The New $19 in SaaS? 2015-01-22 13:00
[56] How to Hire for Customer Support 2015-01-16 00:01
[55] Leveraging Other People as a Solo Founder 2015-01-08 13:00
[54] Our 2014 Recap & 2015 Goals 2015-01-01 13:00
[53] Get More Leads with Brennan Dunn 2014-12-18 21:56
[52] Exactly How to Build a Sales Funnel From Scratch, and Why 2014-12-11 13:00
[51] Crush Every Goal You Set with Clint Warren 2014-12-04 13:00
[50] Getting First Customers For a SaaS, Pricing Your Product, & Other Listener Questions 2014-11-27 13:00
[49] Allan Branch Joins us to Talk Less, Life, Focus & SaaS 2014-11-20 13:00
[48] Launch Sequence & a Case Study of Brian’s Productize Course Launch 2014-11-13 13:00
[47] Business Models for Bootstrappers 2014-11-06 13:00
[46] Family Business 2014-10-30 12:00
[45] To Build An Audience Or… 2014-10-24 15:54
[44] How to Build a Productized Service Business w/ Nick Disabato (Draft Revise) 2014-10-17 00:01
[43] How to Raise Prices, Outsourcing, and Other Listener Questions 2014-10-09 13:00
[42] Using Webinars as a Bootstrapper 2014-10-02 13:00
[41] Outsourcing: When, Why & How? 2014-09-25 13:06
[40] Doing Customer Research 2014-09-18 12:55
[39] Doing Things Manually 2014-09-11 13:00
[38] Building an Audience-Based Business with Justin Jackson 2014-09-04 13:00
[37] Thinking BIG 2014-08-28 13:10
[36] Building a Business From Your Passion w/ Sean McCabe (seanwes) 2014-08-21 13:00
[35] Why Do an Info Product? 2014-08-14 12:00
[34] Hacking Productivity by Leveraging Pressure 2014-08-07 12:24
[33] Launch Your Product Business… By Getting a Job? 2014-07-31 13:00
[32] From The Verge to Niche Startups: Dann Berg talks Audience Focus 2014-07-24 12:15
[31] Mastermind Groups. What, Who, How, and Why? 2014-07-17 13:40
[30] Learn How to Systematize Like The Big Boys 2014-07-10 13:56
[27] Let’s Dissect This Email Marketing Automation Sequence with Daniel Faggella (Science of Skill) 2014-06-05 13:11
[19] Selling a Web Agency to Focus on Products w/ Brent Weaver (UGurus) 2014-04-03 12:45
[14] Consulting vs. Products (or both?) with Brad Touesnard 2013-12-05 13:01
[13] Case Study: Sacha Greif on His Redesign of Folyo.me 2013-10-24 12:21
[12] Can a Consultancy Be Systemized? Let’s Ask The Expert, Kelly Azevedo (She’s Got Systems) 2013-09-13 21:38
[11] From Idea to 10 Paying Customers in Less Than a Week – w/ Dan Norris (WP Curve) 2013-09-02 12:29
[10] Rob Walling Shares His Approach to Scaling a Portfolio of Startups 2013-08-12 12:35
[9] Becoming a 5-Tool Blogger 2013-07-29 12:43
[8] Adii Pienaar (WooThemes & PublicBeta) on Starting Again From The Ground Up 2013-07-22 12:00
[7] Nathan Barry Explains How His Very 1st Book Sold $12k on Day One… And more 2013-07-15 12:00
[6] 10 First-Year Mistakes & Lessons Learned Bootstrapping a Startup – [Free Report] 2013-07-08 11:45
[5] How I Transitioned From Consulting to Products, Full-Time 2013-07-01 11:45
[4] 2 Years, 77+ Different Products?! An Inside Look at Pippin Williamson’s WordPress Plugins Business 2013-06-24 12:00
[3] How Brennan Dunn Leverages His Best Marketing Asset: His List 2013-06-17 12:00
[2] How Choosing The Right Feedback Leads To Greater Product Focus – w/ Dan Norris of Inform.ly 2013-06-10 11:16
[1] The Bootstrapper’s Mindset — How Bootstrappers Learn by Doing 2013-06-01 05:12