Bootstrapped Web

Hiring Media Creators

17 Jun 2021

Contributed by Lukas

Brian and Jordan are back with updates about diving headfirst into team sports with an “old man lacrosse leagues,” to celebrating 10-year wedding ...

Raising The Bar

03 Jun 2021

Contributed by Lukas

Brian and Jordan are back with no excuses and plenty of updates for both Rally and ZipMessage. Today’s topics are all about roadmaps, leading tech t...

Rally On

20 May 2021

Contributed by Lukas

It’s a big day here at Bootstrapped Web now that Jordan can talk more openly about his newest endeavor: Rally. Brian and Jordan talk about what Rall...

Bugs vs. Customers

06 May 2021

Contributed by Lukas

Brian and Jordan are back behind the mic for the second week in a row. Today they’re focusing on bugs over customers, or should it be the other way ...

Staying positive

29 Apr 2021

Contributed by Lukas

Brian and Jordan are back with big news about both of their newest projects. Today they’re doing a deep dive into some of the mental struggles when ...

Never Fast Enough

15 Apr 2021

Contributed by Lukas

Brian and Jordan are back before Brian leaves to scratch his travel itch. Today, they are talking about the things they can control (launching ZipMess...

Let’s Be Less Wrong in 2021

24 Dec 2020

Contributed by Lukas

Brian and Jordan are rounding out 2020 by looking back and looking into the future. Brian talks about taking a break for the next couple weeks, Proces...

All the Things

10 Dec 2020

Contributed by Lukas

Vote for us on the SaaS Podcast Awards! Jordan and Brian are back with new podcasting gear and set-ups. Today’s topics cover a little bit of e...

Satisfying Customers

12 Nov 2020

Contributed by Lukas

On this episode of Bootstrapped Web (dubbed the “anything but election talk” episode), Jordan and Brian go over Carthook’s exciting launch in th...

Calm Before the Storm

05 Nov 2020

Contributed by Lukas

Jordan and Brian are back after a few weeks. It is election week; that means a lot of stress and a lot of chaos. But before that stuff hits the fan, J...

Good morning

15 Oct 2020

Contributed by Lukas

Today Brian and Jordan are talking about deadlines, Black Friday, and a little bit of introspection. They go over their love/hate relationship with mo...

Talkin shop with Ian Landsman

08 Oct 2020

Contributed by Lukas

On today’s episode of Bootstrapped Web, Brian and Jordan are joined by Ian Landsman from HelpSpot. Ian has made product after product over the years...

Company Design

01 Oct 2020

Contributed by Lukas

We’re in a great mood on today here atf Bootstrapped Web. We’re talking about drive-in movies, apple picking, AirBnB’s, Twitter, and business up...

Should You Audience?

17 Sep 2020

Contributed by Lukas

Brian and Jordan are back behind the (brand new) mics. They’re reminiscing about the beginning of the podcast, the fires in the west coast, and catc...

The Next Chapter in the Product

10 Sep 2020

Contributed by Lukas

It’s been a little while but Brian and Jordan are back behind the mics. On today’s episode, they’re talking about vacations, a long first week b...

Chicken or Egg or Fundraise

20 Aug 2020

Contributed by Lukas

We’re back with “Boo-strapped Web”. We’re behind the mic talking about stress, marketing, executing decisions, and guilt over new hire experie...

Hello Competitors

06 Aug 2020

Contributed by Lukas

Today we’re talking about camping ratios, COVID and Black Friday, the eCommerce boom due to COVID, emotions versus moods, Twitter, and competitors. ...

What does VC really mean? And marketing.

23 Jul 2020

Contributed by Lukas

We’re back after a two-week break. More specifically, a camping and Niagra Falls break. Today we go over two kinds of VC: vacations and venture capi...

What Should We Talk About?

02 Jul 2020

Contributed by Lukas

We’re back in the studio with a very special agenda… in that we don’t have an agenda today. So we turned to Twitter to ask listeners and followe...

Heyyy + People-ing, Building & Marketing

25 Jun 2020

Contributed by Lukas

We’re back and we have so much to talk about. First off, we’d like to dedicate this episode to Ian Landsman and his twitter account. “Hey” see...

SaaS Onboarding & Recruiting at Scale

18 Jun 2020

Contributed by Lukas

We’re back behind the mic today after a one-week hiatus. We had originally recorded an episode last week (which addressed current events) but decide...

Navigating Stress & Distractions

04 Jun 2020

Contributed by Lukas

The world is in chaos but we’re still here. Today we’re talking about some of the trends and the future of podcasting after some big news with The...

What if we take some off the table?

28 May 2020

Contributed by Lukas

In today’s episode we’re talking about socializing with family friends and work during the pandemic, as well as the latest news and questions on o...

Managing Customers & Managing Teams

21 May 2020

Contributed by Lukas

Welcome back! Brian and Jordan are back behind the mic. We’re talking about ProcessKit’s best month, and Brian’s excitement about moving forward...

Value of a Coach / Hiring Spree / Launching in Public

26 Apr 2018

Contributed by Lukas

Value of a Coach / Hiring Spree / Launching in Public

26 Apr 2018

Contributed by Lukas

On today’s episode, we discuss the real value of a business coach. Jordan has announced that he would like to try his hand at it and Brian shares hi...

What If We Ran Your Business (For the Fun of It)?

19 Apr 2018

Contributed by Lukas

What If We Ran Your Business (For the Fun of It)?

19 Apr 2018

Contributed by Lukas

Things are getting back to normal in our respective business worlds. Brian has launched his podcasting service and Jordan is back to business as usual...

The Carthook Team Talks Product Development Process

12 Apr 2018

Contributed by Lukas

The Carthook Team Talks Product Development Process

12 Apr 2018

Contributed by Lukas

We welcome Team Carthook to the podcast today! Jordan has brought two of his senior team members to discuss the evolution and future evolution of Cart...

Launching a Podcasting Service / Learning to Code / Partner Webinars

05 Apr 2018

Contributed by Lukas

MicroConf is right around the corner and Jordan is gearing up for his talk for the event. He bounces some topic ideas off Brian and reveals how his to...

Launching a Podcasting Service / Learning to Code / Partner Webinars

05 Apr 2018

Contributed by Lukas

Charging For Attention / Elusive Product-Market-Fit

15 Mar 2018

Contributed by Lukas

Conference Strategy, Webinar Funnels, & Lead Developers

01 Mar 2018

Contributed by Lukas

Sherry Walling Helps Us Keep Our Sh*t Together

08 Feb 2018

Contributed by Lukas

Holiday Hustle vs. Rest And Community Marketing

11 Jan 2018

Contributed by Lukas

Our 2017 Review & 2018 Preview

21 Dec 2017

Contributed by Lukas

Our 2017 Review & 2018 Preview

21 Dec 2017

Contributed by Lukas

2017 is coming to a close and Jordan and Brian are looking back on this explosive year. They also share their plans for 2018. Audience Ops and Carthoo...

Running a Black Friday Sale / Development Process

07 Dec 2017

Contributed by Lukas

2017 has been a phenomenal year for Jordan and Brian. On today’s episode, they give the audience an update on the businesses and offer a glimpse int...

Running a Black Friday Sale / Development Process

07 Dec 2017

Contributed by Lukas

"Fattening" Your Company and... Freemium?

16 Nov 2017

Contributed by Lukas

"Fattening" Your Company and... Freemium?

16 Nov 2017

Contributed by Lukas

Welcome back to Bootstrapped Web! Today we share progress reports about our respective businesses and ask the question, “Should you go freemium or n...

First Customer Demos, Paid Marketing Funnels, Team Communication

05 Oct 2017

Contributed by Lukas

First Customer Demos, Paid Marketing Funnels, Team Communication

05 Oct 2017

Contributed by Lukas

We have both reached a turning point in our marketing campaigns. Jordan has launched a new marketing funnel for Carthook’s Shopify tool. Brian has b...

Pricing Page Teardown, Employee Onboarding, Company Transparency

21 Sep 2017

Contributed by Lukas

Today on Bootstrapped Web Jordan and Brian discuss what’s going on in their individual businesses. Brian is setting up Ops Calendar and takes toda...

Pricing Page Teardown, Employee Onboarding, Company Transparency

21 Sep 2017

Contributed by Lukas

SaaS Momentum, Servicing Demand, & Why Amazon Bought WholeFoods

27 Jul 2017

Contributed by Lukas

We cover a lot in this episode of Bootstrapped Web. We give our listeners an update on both companies’ progress and we discuss some exciting news in...

A Formula for Individual Success Metrics + Building a Hiring Engine

06 Jul 2017

Contributed by Lukas

Happily, our client loads are increasing, but our staffs are starting to feel the increased workload. So, we need to hire more people to keep up. It’...

KPI Dashboards, Hiring Sales vs. Customer Success, & Solo Founders

22 Jun 2017

Contributed by Lukas

Today Brian and Jordan discuss growth. In Jordan’s case he is dealing with sudden growth, and in Brian’s case, he is planning for growth. Both sha...

Customer Overwhelm, Hiring & Firing Teammates

08 Jun 2017

Contributed by Lukas

We are both hitting some major growth right now in our businesses, and that means a lot of excitement and a lot of restructuring. We talk about projec...

YouTube Content, Creating Webinars, Team Retreats

25 May 2017

Contributed by Lukas

We are back discussing our businesses and the progress that we have been making. On the personal front Jordan is heading off to Europe and Slovenia to...

Back from MicroConf! More Signups! Facebook Ads Funnels!

11 May 2017

Contributed by Lukas

We are back from MicroConf and on this episode we share our takeaways and also update the important things going on in our businesses. Jordan shares...

Onboarding First SaaS Customers

30 Mar 2017

Contributed by Lukas

Today we discuss how our respective businesses have begun on-boarding customers to our new products. The Shopify checkout app is growing and Jordan an...

Launching a New Service in 5 Days & Hitting Your Product Stride

09 Mar 2017

Contributed by Lukas

We have some big news coming up the following weeks. Brian discussed his recent experience with Facebook ads and the pros and cons of marketing on the...

Updates Facebook Ads, Public Speaking, & Entrepreneurial Parenting

23 Feb 2017

Contributed by Lukas

Welcome back to Bootstrapped Web. On today’s episode we cover a lot of subjects that are both business and personal nature. We update you on Brian’...

Get-to-Launch Roadmap, Hiring (more) Developers, When to Work on Marketing

16 Feb 2017

Contributed by Lukas

We talk about Big Snow Tiny Conf and team growth today. Brian had a great time up at Vermont’s Big Snow Tiny Conf and has some awesome take-a-ways t...

2016 Recap & 2017 Goals

22 Dec 2016

Contributed by Lukas

Well, 2016 is coming to an end. Today we’ll compare our goal lists from last year and reflect back on what went wrong  and what went right.   Car...

Updates: Redesign, Marketing Multiple Products, & Selling Services

15 Dec 2016

Contributed by Lukas

Today’s Bootstrapped Web is going  to be an up-date episode. We both have a lot to talk  about with what we’re working at the moment. Audience O...

Family & Entrepreneurship

08 Dec 2016

Contributed by Lukas

Hey we’ve got a party episode with Rob and Sherry Walling from the podcast ZenFounder. We are going to discuss how to balance life with kids and ent...

Launching 2nd Products w/ Ruben Gamez

24 Nov 2016

Contributed by Lukas

Welcome back to Bootstrapped Web. Our guest today is Ruben Gamez, the founder of Bidsketch.com. We are talking to Ruben today because Bidsketch is get...

Updates: Validating a Consulting Offer / Self-Funding a New SaaS

17 Nov 2016

Contributed by Lukas

Today’s episode is an update episode. Jordan tells us about finding his customer base for the funnel tool. Brian discusses how he is working with hi...

Taking a Big Shot vs. Lots of Little Shots

10 Nov 2016

Contributed by Lukas

On today’s episode, we welcome Craig Hewitt and Justin Jackson to the podcast. Jordan is having some time away. On today’s episode Craig, Justin, ...

Pricing Questions / SaaS vs. Service

27 Oct 2016

Contributed by Lukas

We’ve got a party episode today. We welcome Rob Williams of Workshop and Folyo. Allan Branch joins us later on in the episode when we discuss his ti...

Adding Service to Software / Marketing Pre-MVP

13 Oct 2016

Contributed by Lukas

Today’s episode is basically a therapy session for us both. We lay out our current issues and talk each other though the options. Jordan is dealing ...

Updates: Dev Process, MRR Milestones, Remote vs. Office

06 Oct 2016

Contributed by Lukas

Today is a basic update episode, but we have a special guest as well. Justin McGill is the co-founder of LeadFuze and co-host of the podcast Zero to S...

Going Global: Team Travel, Tiny Confs, & Remote Lifestyle

29 Sep 2016

Contributed by Lukas

Going Global: Team Travel, Tiny Confs, & Remote Lifestyle

29 Sep 2016

Contributed by Lukas

Going Global: Team Travel, Tiny Confs, & Remote Lifestyle

29 Sep 2016

Contributed by Lukas

We’re are having a “party” episode with some special guests today. We’ve got Dave Rodenbaugh, Craig Hewitt, and later on Brad Touesnard joinin...

Pre-selling and Planning to Build 'Audience Ops Calendar'

22 Sep 2016

Contributed by Lukas

Pre-selling and Planning to Build 'Audience Ops Calendar'

22 Sep 2016

Contributed by Lukas

Today on Bootstrapped Web we talk about a new product from Audience Ops. Brian has developed a software product called Audience Ops Calendar. He has o...

Cofounders - w/ Rob Walling and Ben Fisher

01 Sep 2016

Contributed by Lukas

Cofounders - w/ Rob Walling and Ben Fisher

01 Sep 2016

Contributed by Lukas

We welcome Rob Walling and Ben Fisher to the podcast today. We are going to discuss the topic of co-founders. Rob is the original founder of Drip, but...

New Products First Steps & Next Steps

25 Aug 2016

Contributed by Lukas

New Products First Steps & Next Steps

25 Aug 2016

Contributed by Lukas

New Products First Steps & Next Steps

25 Aug 2016

Contributed by Lukas

Well the launch for our new products are getting nearer. Today we give a general update on things and we talk about where we are on the new products. ...

Pricing

11 Aug 2016

Contributed by Lukas

Planning vs. Execution

04 Aug 2016

Contributed by Lukas

Tools

28 Jul 2016

Contributed by Lukas

The Bootstrapper's Search For Meaning

21 Jul 2016

Contributed by Lukas

Playing the Long Game

14 Jul 2016

Contributed by Lukas

Growing The Product Line & Shifting Priorities

07 Jul 2016

Contributed by Lukas

Growing The Product Line & Shifting Priorities

07 Jul 2016

Contributed by Lukas

Questions on Pricing, Charging a Percentage, and Why Podcast?

30 Jun 2016

Contributed by Lukas

[112] Do Entrepreneurs Get to Have Hobbies? And Other Updates...

23 Jun 2016

Contributed by Lukas

[111] How to Audit Your Design, UI & UX w/ Jane Portman

16 Jun 2016

Contributed by Lukas

[110] Learning to Manage a Team / Launching a New Sales Strategy

09 Jun 2016

Contributed by Lukas

[109] Behind Jordan's Rollercoaster New Product Launch

02 Jun 2016

Contributed by Lukas

[108] Growing Families And Growing Businesses

29 May 2016

Contributed by Lukas

[107] Our Recap of MicroConf 2016

28 Apr 2016

Contributed by Lukas

[106] Launch Updates, Goals for a New Hire & Optimal Work Environments

24 Mar 2016

Contributed by Lukas

[105] Crafting Your Sales Process w/ Damian Thompson

17 Mar 2016

Contributed by Lukas

[104] Updates: A Stealth Launch, A Public Launch, & Hiring for a New Role

10 Mar 2016

Contributed by Lukas

[103] The E-Commerce Episode

04 Mar 2016

Contributed by Lukas

[102] Updates: Remote Company Culture & Bandwidth for Big Customers

26 Feb 2016

Contributed by Lukas

[101] Evolving Your Sales Systems

18 Feb 2016

Contributed by Lukas

[100] Updates: Repeatable Marketing Ideas, Outsourcing Sales, & "Secret" SaaS Tiers

11 Feb 2016

Contributed by Lukas

[99] Updates De-Bottlenecking, Productize Relaunch, & Firing a Client

21 Jan 2016

Contributed by Lukas

[98] Website Teardowns! a Form Builder, Invoicing, and WordPress products

14 Jan 2016

Contributed by Lukas

[97] Problems to Solve in 2016

07 Jan 2016

Contributed by Lukas

[96] Our 2015 Recap and 2016 Goals

31 Dec 2015

Contributed by Lukas