Digital Domination Series: Featuring Rob Walling

Rob Walling started the blog softwarebyrob.com which is followed by over 25,000 web enterprenuers. He operates a number of software products including HitTail.com, getdrip.com, and DotNetInvoice.com just to name a few.

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Presentation: Lessons Learned as Serial Entrepreneur

#1: Be Realistic

Applied to Y combinator with 2 Yale MBA’s and 3 big ideas did not get off the ground

Lessons learned?

#2 : Learn faster

Things to watch out for when acquiring

EX: ApprenticeLinemanJobs
JustBeachTowels
CMSThemer
WeddingToolbox
DotNetInvoice

#3 : Wrote a book Start Small, Stay Small and turned into Micropreneur.com

Why did I write a book? Did it work out as I thought?
What are the hardest parts about a membership site?

#4: Parlay your skills (HitTail.com)

Biggest lesson while growing
What worked that I did not expect

#5 : Validate Your Idea (GetDrip.com)

How did I know to turn it into a business?

#6 : Juggling

Productivity hacks to manage properties at once (TheNumaGroup.com)
Balancing work and family
How do I do it all and not go insane?

FUN FACT:
Rob was the lead singer and guitarist in a punk band in LA called Courtesy flush.

Business Mentors, Tools, Books mentioned:
MicroConf
HitTail
GetDrip
Start Small Stay Small

Background:

Rob Walling is a startup founder, angel investor, author, and advisor.

He blogs to 25,000 web entrepreneurs at www.softwarebyrob.com and co-hosts a podcast about how to launch a startup at www.startupsfortherestofus.com. Rob also wrote one of the seminal books on starting a startup with no outside funding: www.StartupBook.net.

He founded MicroConf which is a conference for self funded startups that attracts some of the best speakers and attendees around.

He is an ASP.NET web application developer by trade, but for the past several years I’ve launched, acquired and operated a number of software products, including www.GetDrip.com, www.HitTail.com and www.DotNetInvoice.com.

Rob Walling has been starting companies for most of his life and is author of the book Start Small, Stay Small: A Developer’s Guide to Launching a Startup.

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