Bootstrapped Web
By Bootstrapped Web
Listen to a podcast, please open Podcast Republic app. Available on Google Play Store and Apple App Store.
Image by Bootstrapped Web
Category: Business
Open in Apple Podcasts
Open RSS feed
Open Website
Rate for this podcast
Subscribers: 80
Reviews: 0
Episodes: 284
Description
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.
| Episode | Date |
|---|---|
|
Just another Friday on the mics
|
May 30, 2026 |
|
We're back!
|
Feb 21, 2026 |
|
2025 recap & 2026 outlook
|
Dec 17, 2025 |
|
2025 Mid-Year Update
|
Aug 21, 2025 |
|
Our final episode (for now)
|
Jan 09, 2025 |
|
Year-end takeaways & goals
|
Dec 13, 2024 |
|
Bluesky.
|
Dec 06, 2024 |
|
Building out of a job
|
Nov 08, 2024 |
|
"Thank you for solving my problem."
|
Nov 01, 2024 |
|
Probably fine
|
Oct 25, 2024 |
|
Funnels & Moonshots
|
Oct 18, 2024 |
|
Products For Builders
|
Oct 11, 2024 |
|
Pressing Questions
|
Sep 27, 2024 |
|
Onboarding Funnels
|
Sep 20, 2024 |
|
What Customers Want
|
Sep 13, 2024 |
|
Why is SaaS hard?
|
Aug 30, 2024 |
|
If we bootstrapped
|
Aug 22, 2024 |
|
Funnels & Websites
|
Aug 16, 2024 |
|
Networks & Audiences
|
Aug 09, 2024 |
|
Pricing Experiments
|
Aug 02, 2024 |
|
Era of Trying Stuff
|
Jul 18, 2024 |
|
What's Next?
|
Jul 12, 2024 |
|
The Morning After
|
Jun 28, 2024 |
|
Dialing In
|
Jun 21, 2024 |
|
Hey, Rosie
|
Jun 14, 2024 |
|
Prompt Engineering
|
Jun 07, 2024 |
|
Build in public
|
May 31, 2024 |
|
Launch and learn
|
May 24, 2024 |
|
AI Products
|
May 17, 2024 |
|
Product Hunting
|
May 10, 2024 |
|
Startup Names
|
May 03, 2024 |
|
Entrepreneurial Seasons
|
Apr 26, 2024 |
|
Not Selling to SaaS
|
Apr 19, 2024 |
|
Sell to SaaS?
|
Apr 11, 2024 |
|
Make it Rough
|
Apr 05, 2024 |
|
Creating Content & New Product Ideas
|
Mar 29, 2024 |
|
Ideas & Tech Stacks
|
Mar 15, 2024 |
|
The internet is a confusing place
|
Mar 08, 2024 |
|
Charging for Onboarding
|
Feb 23, 2024 |
|
New Directions
|
Feb 16, 2024 |
|
2024 Calculus
|
Feb 02, 2024 |
|
Enough Time
|
Jan 19, 2024 |
|
Pipeline Energy
|
Jan 12, 2024 |
|
Blank Canvas
|
Jan 05, 2024 |
|
What would a young Jordan and Brian say?
|
Dec 15, 2023 |
|
Winning Partnerships
|
Dec 08, 2023 |
|
Operating a Media Company
|
Dec 01, 2023 |
|
News Diets & Work Balance
|
Nov 17, 2023 |
|
FOMO, Focus, and AI
|
Nov 10, 2023 |
|
Compensation, Content, & Speed
|
Nov 03, 2023 |
|
Staring Reality In The Face
|
Oct 27, 2023 |
|
Product Growth Levers
|
Sep 15, 2023 |
|
Getting Outside Help
|
Sep 08, 2023 |
|
Context Switching
|
Aug 25, 2023 |
|
Learning to do business (over and over)
|
Aug 11, 2023 |
|
An appropriate level of mud slinging
|
Jul 21, 2023 |
|
Launching mobile apps, sales cadence, and summer work-life.
|
Jul 07, 2023 |
|
Sales Breakthroughs & In-Person Growth Strategy
|
Jun 09, 2023 |
|
High status vs. low status customers
|
Jun 02, 2023 |
|
Founder Shadowing
|
May 19, 2023 |
|
Starting Up Sooner vs. Later
|
May 12, 2023 |
|
Knowing what we know now...
|
May 05, 2023 |
|
Hangovers & Chaos
|
Apr 28, 2023 |
|
Raising Funding (& Pricing)
|
Apr 21, 2023 |
|
Artificial Intelligent Business
|
Mar 29, 2023 |
|
Websites & Taxes
|
Mar 22, 2023 |
|
ZipMessage has a new name...
|
Mar 14, 2023 |
|
Putting in the hours
|
Mar 08, 2023 |
|
All the Things
|
Feb 23, 2023 |
|
Projections… What Are They Good For?
|
Feb 06, 2023 |
|
Communicating What's Next
|
Jan 31, 2023 |
|
Product in Market (Is How We Learn)
|
Jan 24, 2023 |
|
Building in public… More.
|
Jan 18, 2023 |
|
Another Year
|
Jan 03, 2023 |
|
Hey ChatGPT, what should we talk about?
|
Dec 13, 2022 |
|
Twitter Takes (and Some Business Talk)
|
Nov 09, 2022 |
|
Q4 Energy
|
Oct 17, 2022 |
|
Tools & People
|
Sep 28, 2022 |
|
What We'd Build (If Not This)
|
Sep 20, 2022 |
|
Work-Life (Hour-by-Hour), Explained
|
Sep 08, 2022 |
|
Research, Roadmaps, People, and Product
|
Aug 31, 2022 |
|
Company as a Product
|
Aug 10, 2022 |
|
Product vs. Pipeline
|
Jul 11, 2022 |
|
Talking to Customers
|
Jun 07, 2022 |
|
Marketing in 2022
|
Apr 28, 2022 |
|
Traction... Then what?
|
Apr 08, 2022 |
|
Everything Must Go
|
Apr 08, 2022 |
|
CartHook Acquired!
|
Apr 06, 2022 |
|
Tokenizing
|
Feb 22, 2022 |
|
So Meta
|
Feb 09, 2022 |
|
Wheels Are Turning
|
Jan 18, 2022 |
|
2021/2022 New Year reflections
|
Jan 18, 2022 |
|
The Chaos
|
Jan 10, 2022 |
|
Define Traction
|
Jan 10, 2022 |
|
Chicken or Egg Development
|
Dec 08, 2021 |
|
Go to Market vs. Marketing
|
Nov 09, 2021 |
|
How to Fund a Startup
|
Nov 09, 2021 |
|
Should We Rename the Podcast?
|
Oct 27, 2021 |
|
Audience Ops Changes Hands
|
Sep 23, 2021 |
|
Marketing ideas
|
Aug 19, 2021 |
|
Back and Running
|
Aug 05, 2021 |
|
Metrics & Hiring Funnels
|
Jun 24, 2021 |
|
Hiring Media Creators
|
Jun 17, 2021 |
|
Raising The Bar
|
Jun 03, 2021 |
|
Rally On
|
May 20, 2021 |
|
Bugs vs. Customers
|
May 06, 2021 |
|
Staying positive
|
Apr 29, 2021 |
|
Never Fast Enough
|
Apr 15, 2021 |
|
Let’s Be Less Wrong in 2021
|
Dec 24, 2020 |
|
All the Things
|
Dec 10, 2020 |
|
Satisfying Customers
|
Nov 12, 2020 |
|
Calm Before the Storm
|
Nov 05, 2020 |
|
Good morning
|
Oct 15, 2020 |
|
Talkin shop with Ian Landsman
|
Oct 08, 2020 |
|
Company Design
|
Oct 01, 2020 |
|
Should You Audience?
|
Sep 17, 2020 |
|
The Next Chapter in the Product
|
Sep 10, 2020 |
|
Chicken or Egg or Fundraise
|
Aug 20, 2020 |
|
Hello Competitors
|
Aug 06, 2020 |
|
What does VC really mean? And marketing.
|
Jul 23, 2020 |
|
What Should We Talk About?
|
Jul 02, 2020 |
|
Heyyy + People-ing, Building & Marketing
|
Jun 25, 2020 |
|
SaaS Onboarding & Recruiting at Scale
|
Jun 18, 2020 |
|
Navigating Stress & Distractions
|
Jun 04, 2020 |
|
What if we take some off the table?
|
May 28, 2020 |
|
Managing Customers & Managing Teams
|
May 21, 2020 |
|
Value of a Coach / Hiring Spree / Launching in Public
|
Apr 26, 2018 |
|
Value of a Coach / Hiring Spree / Launching in Public
|
Apr 26, 2018 |
|
What If We Ran Your Business (For the Fun of It)?
|
Apr 19, 2018 |
|
What If We Ran Your Business (For the Fun of It)?
|
Apr 19, 2018 |
|
The Carthook Team Talks Product Development Process
|
Apr 12, 2018 |
|
The Carthook Team Talks Product Development Process
|
Apr 12, 2018 |
|
Launching a Podcasting Service / Learning to Code / Partner Webinars
|
Apr 05, 2018 |
|
Launching a Podcasting Service / Learning to Code / Partner Webinars
|
Apr 05, 2018 |
|
Charging For Attention / Elusive Product-Market-Fit
|
Mar 15, 2018 |
|
Conference Strategy, Webinar Funnels, & Lead Developers
|
Mar 01, 2018 |
|
Sherry Walling Helps Us Keep Our Sh*t Together
|
Feb 08, 2018 |
|
Holiday Hustle vs. Rest And Community Marketing
|
Jan 11, 2018 |
|
Our 2017 Review & 2018 Preview
|
Dec 21, 2017 |
|
Our 2017 Review & 2018 Preview
|
Dec 21, 2017 |
|
Running a Black Friday Sale / Development Process
|
Dec 07, 2017 |
|
Running a Black Friday Sale / Development Process
|
Dec 07, 2017 |
|
"Fattening" Your Company and... Freemium?
|
Nov 16, 2017 |
|
"Fattening" Your Company and... Freemium?
|
Nov 16, 2017 |
|
First Customer Demos, Paid Marketing Funnels, Team Communication
|
Oct 05, 2017 |
|
First Customer Demos, Paid Marketing Funnels, Team Communication
|
Oct 05, 2017 |
|
Pricing Page Teardown, Employee Onboarding, Company Transparency
|
Sep 21, 2017 |
|
Pricing Page Teardown, Employee Onboarding, Company Transparency
|
Sep 21, 2017 |
|
SaaS Momentum, Servicing Demand, & Why Amazon Bought WholeFoods
|
Jul 27, 2017 |
|
A Formula for Individual Success Metrics + Building a Hiring Engine
|
Jul 06, 2017 |
|
KPI Dashboards, Hiring Sales vs. Customer Success, & Solo Founders
|
Jun 22, 2017 |
|
Customer Overwhelm, Hiring & Firing Teammates
|
Jun 08, 2017 |
|
YouTube Content, Creating Webinars, Team Retreats
|
May 25, 2017 |
|
Back from MicroConf! More Signups! Facebook Ads Funnels!
|
May 11, 2017 |
|
Onboarding First SaaS Customers
|
Mar 30, 2017 |
|
Launching a New Service in 5 Days & Hitting Your Product Stride
|
Mar 09, 2017 |
|
Updates Facebook Ads, Public Speaking, & Entrepreneurial Parenting
|
Feb 23, 2017 |
|
Get-to-Launch Roadmap, Hiring (more) Developers, When to Work on Marketing
|
Feb 16, 2017 |
|
2016 Recap & 2017 Goals
|
Dec 22, 2016 |
|
Updates: Redesign, Marketing Multiple Products, & Selling Services
|
Dec 15, 2016 |
|
Family & Entrepreneurship
|
Dec 08, 2016 |
|
Launching 2nd Products w/ Ruben Gamez
|
Nov 24, 2016 |
|
Updates: Validating a Consulting Offer / Self-Funding a New SaaS
|
Nov 17, 2016 |
|
Taking a Big Shot vs. Lots of Little Shots
|
Nov 10, 2016 |
|
Pricing Questions / SaaS vs. Service
|
Oct 27, 2016 |
|
Adding Service to Software / Marketing Pre-MVP
|
Oct 13, 2016 |
|
Updates: Dev Process, MRR Milestones, Remote vs. Office
|
Oct 06, 2016 |
|
Going Global: Team Travel, Tiny Confs, & Remote Lifestyle
|
Sep 29, 2016 |
|
Going Global: Team Travel, Tiny Confs, & Remote Lifestyle
|
Sep 29, 2016 |
|
Going Global: Team Travel, Tiny Confs, & Remote Lifestyle
|
Sep 29, 2016 |
|
Pre-selling and Planning to Build 'Audience Ops Calendar'
|
Sep 22, 2016 |
|
Pre-selling and Planning to Build 'Audience Ops Calendar'
|
Sep 22, 2016 |
|
Cofounders - w/ Rob Walling and Ben Fisher
|
Sep 01, 2016 |
|
Cofounders - w/ Rob Walling and Ben Fisher
|
Sep 01, 2016 |
|
New Products First Steps & Next Steps
|
Aug 25, 2016 |
|
New Products First Steps & Next Steps
|
Aug 25, 2016 |
|
New Products First Steps & Next Steps
|
Aug 25, 2016 |
|
Pricing
|
Aug 11, 2016 |
|
Planning vs. Execution
|
Aug 04, 2016 |
|
Tools
|
Jul 28, 2016 |
|
The Bootstrapper's Search For Meaning
|
Jul 21, 2016 |
|
Playing the Long Game
|
Jul 14, 2016 |
|
Growing The Product Line & Shifting Priorities
|
Jul 07, 2016 |
|
Growing The Product Line & Shifting Priorities
|
Jul 07, 2016 |
|
Questions on Pricing, Charging a Percentage, and Why Podcast?
|
Jun 30, 2016 |
|
[112] Do Entrepreneurs Get to Have Hobbies? And Other Updates...
|
Jun 23, 2016 |
|
[111] How to Audit Your Design, UI & UX w/ Jane Portman
|
Jun 16, 2016 |
|
[110] Learning to Manage a Team / Launching a New Sales Strategy
|
Jun 09, 2016 |
|
[109] Behind Jordan's Rollercoaster New Product Launch
|
Jun 02, 2016 |
|
[108] Growing Families And Growing Businesses
|
May 29, 2016 |
|
[107] Our Recap of MicroConf 2016
|
Apr 28, 2016 |
|
[106] Launch Updates, Goals for a New Hire & Optimal Work Environments
|
Mar 24, 2016 |
|
[105] Crafting Your Sales Process w/ Damian Thompson
|
Mar 17, 2016 |
|
[104] Updates: A Stealth Launch, A Public Launch, & Hiring for a New Role
|
Mar 10, 2016 |
|
[103] The E-Commerce Episode
|
Mar 04, 2016 |
|
[102] Updates: Remote Company Culture & Bandwidth for Big Customers
|
Feb 26, 2016 |
|
[101] Evolving Your Sales Systems
|
Feb 18, 2016 |
|
[100] Updates: Repeatable Marketing Ideas, Outsourcing Sales, & "Secret" SaaS Tiers
|
Feb 11, 2016 |
|
[99] Updates De-Bottlenecking, Productize Relaunch, & Firing a Client
|
Jan 21, 2016 |
|
[98] Website Teardowns! a Form Builder, Invoicing, and WordPress products
|
Jan 14, 2016 |
|
[97] Problems to Solve in 2016
|
Jan 07, 2016 |
|
[96] Our 2015 Recap and 2016 Goals
|
Dec 31, 2015 |
|
[95] Rollercoaster Entrepreneurial Emotions, Working with Partners & Hiring Fast Enough
|
Dec 24, 2015 |
|
[94] From "Accidental Solution" to $50K Launch of a Productized Service, with Dan Schwartz
|
Dec 17, 2015 |
|
[93] 80/20 Hacks That Move the Needle for Us
|
Dec 10, 2015 |
|
[92] Updates! Plugin Launch Results, High Value Customer Triggers, & Seasonality
|
Dec 03, 2015 |
|
[91] Figuring Out Who Your Target Customer Is (And Why)
|
Nov 26, 2015 |
|
[90] Staying Accountable With Teammates and Launching a Plugin Product
|
Nov 19, 2015 |
|
[89] Making the Most of Outbound Sales Tools
|
Nov 12, 2015 |
|
[88] Staying Focused and Getting Things Prioritized
|
Nov 05, 2015 |
|
[87] Productized Services with Craig Hewitt of Podcast Motor
|
Oct 29, 2015 |
|
[86] Masterminds, Content Production, and Getting Things Done
|
Oct 08, 2015 |
|
[85] Refocusing and Getting Things Done in Less Time
|
Oct 01, 2015 |
|
[84] MicroConf Europe 2015 Recap Show
|
Sep 10, 2015 |
|
[83] Thomas Smale on Selling Your Online Business
|
Aug 27, 2015 |
|
[82] Growing Our Teams, New Initiatives, and Your Questions
|
Aug 13, 2015 |
|
[81] Scaling Our Businesses Through Process, Team and Procedures
|
Jul 30, 2015 |
|
[80] Brecht Palombo on Longterm Travel as an Entrepreneur
|
Jul 23, 2015 |
|
[79] Building Awesome Online Courses with Keith Perhac of Summit Evergreen
|
Jul 20, 2015 |
|
[78] Changing the Course of Our Businesses
|
Jul 13, 2015 |
|
[77] Justin McGill on the Importance of Visibility as a Founder
|
Jun 25, 2015 |
|
[76] Tim Conley on Entrepreneur Coaching
|
Jun 12, 2015 |
|
[75] Pricing Strategy, Marketing Focus, and Launch Updates
|
Jun 08, 2015 |
|
[74] Effective Positioning with Philip Morgan
|
May 28, 2015 |
|
[73] Taylor Pearson on The End of Jobs
|
May 21, 2015 |
|
[72] Updates on AudienceOps and Carthook
|
May 14, 2015 |
|
[71] The Reveal: Brian's New Business
|
May 07, 2015 |
|
[70] The MicroConf 2015 Recap Show
|
Apr 30, 2015 |
|
[69] Liam Martin on Building a Distributed Team and Lessons Learned Scaling
|
Apr 16, 2015 |
|
[68] Mike Taber on Life as a Single Founder
|
Apr 09, 2015 |
|
[67] What Our Past Failures Taught Us
|
Apr 02, 2015 |
|
[66] Decision Making to Move Your Startup Forward
|
Mar 26, 2015 |
|
[65] Rob Walling on Drip, Microconf, and the Future of Bootstrapped Startups
|
Mar 19, 2015 |
|
[64] Giving Customers What They (Really) Want w/ Robert Williams of Workshop
|
Mar 12, 2015 |
|
[63] Content Consumption to Fuel Our Work
|
Mar 09, 2015 |
|
[62] Transitioning From One Business to the Next
|
Feb 27, 2015 |
|
[61] What Makes a Podcast Irresistible? w/ Adam Clark
|
Feb 20, 2015 |
|
[60] From Leads to Trials to Customers
|
Feb 12, 2015 |
|
[59] The Dark Art of Product Validation
|
Feb 06, 2015 |
|
[58] Product vs. Marketing. Which to Focus on Right Now?
|
Jan 29, 2015 |
|
[57] Is $99 The New $19 in SaaS?
|
Jan 22, 2015 |
|
[56] How to Hire for Customer Support
|
Jan 15, 2015 |
|
[55] Leveraging Other People as a Solo Founder
|
Jan 08, 2015 |
|
[54] Our 2014 Recap & 2015 Goals
|
Jan 01, 2015 |
|
[53] Get More Leads with Brennan Dunn
|
Dec 18, 2014 |
|
[52] Exactly How to Build a Sales Funnel From Scratch, and Why
|
Dec 11, 2014 |
|
[51] Crush Every Goal You Set with Clint Warren
|
Dec 04, 2014 |
|
[50] Getting First Customers For a SaaS, Pricing Your Product, & Other Listener Questions
|
Nov 27, 2014 |
|
[49] Allan Branch Joins us to Talk Less, Life, Focus & SaaS
|
Nov 20, 2014 |
|
[48] Launch Sequence & a Case Study of Brian's Productize Course Launch
|
Nov 13, 2014 |
|
[47] Business Models for Bootstrappers
|
Nov 06, 2014 |
|
[46] Family Business
|
Oct 30, 2014 |
|
[45] To Build An Audience Or...
|
Oct 24, 2014 |
|
[44] How to Build a Productized Service Business w/ Nick Disabato (Draft Revise)
|
Oct 16, 2014 |
|
[43] How to Raise Prices, Outsourcing, and Other Listener Questions
|
Oct 09, 2014 |
|
[42] Using Webinars as a Bootstrapper
|
Oct 02, 2014 |
|
[41] Outsourcing: When, Why & How?
|
Sep 25, 2014 |
|
[40] Doing Customer Research
|
Sep 18, 2014 |
|
[39] Doing Things Manually
|
Sep 11, 2014 |
|
[38] Building an Audience-Based Business with Justin Jackson
|
Sep 04, 2014 |
|
[37] Thinking BIG
|
Aug 28, 2014 |
|
[36] Building a Business From Your Passion w/ Sean McCabe (seanwes)
|
Aug 21, 2014 |
|
[35] Why Do an Info Product?
|
Aug 14, 2014 |
|
[34] Hacking Productivity by Leveraging Pressure
|
Aug 07, 2014 |
|
[33] Launch Your Product Business... By Getting a Job?
|
Jul 31, 2014 |
|
[32] From The Verge to Niche Startups: Dann Berg talks Audience Focus
|
Jul 24, 2014 |
|
[31] Mastermind Groups. What, Who, How, and Why?
|
Jul 17, 2014 |
|
[30] Learn How to Systematize Like The Big Boys
|
Jul 10, 2014 |
|
[27] Let’s Dissect This Email Marketing Automation Sequence with Daniel Faggella (Science of Skill)
|
Jun 05, 2014 |
|
[19] Selling a Web Agency to Focus on Products w/ Brent Weaver (UGurus)
|
Apr 03, 2014 |
|
[14] Consulting vs. Products (or both?) with Brad Touesnard
|
Dec 05, 2013 |
|
[13] Case Study: Sacha Greif on His Redesign of Folyo.me
|
Oct 24, 2013 |
|
[12] Can a Consultancy Be Systemized? Let's Ask The Expert, Kelly Azevedo (She's Got Systems)
|
Sep 13, 2013 |
|
[11] From Idea to 10 Paying Customers in Less Than a Week - w/ Dan Norris (WP Curve)
|
Sep 02, 2013 |
|
[10] Rob Walling Shares His Approach to Scaling a Portfolio of Startups
|
Aug 12, 2013 |
|
[9] Becoming a 5-Tool Blogger
|
Jul 29, 2013 |
|
[8] Adii Pienaar (WooThemes & PublicBeta) on Starting Again From The Ground Up
|
Jul 22, 2013 |
|
[7] Nathan Barry Explains How His Very 1st Book Sold $12k on Day One... And more
|
Jul 15, 2013 |
|
[6] 10 First-Year Mistakes & Lessons Learned Bootstrapping a Startup - [Free Report]
|
Jul 08, 2013 |
|
[5] How I Transitioned From Consulting to Products, Full-Time
|
Jul 01, 2013 |
|
[4] 2 Years, 77+ Different Products?! An Inside Look at Pippin Williamson's WordPress Plugins Business
|
Jun 24, 2013 |
|
[3] How Brennan Dunn Leverages His Best Marketing Asset: His List
|
Jun 17, 2013 |
|
[2] How Choosing The Right Feedback Leads To Greater Product Focus - w/ Dan Norris of Inform.ly
|
Jun 10, 2013 |
|
[1] The Bootstrapper's Mindset — How Bootstrappers Learn by Doing
|
May 31, 2013 |