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PERSPECTIVE / TECHNOLOGY

THE ENTREPRENEURIAL 
METHODOLOGY:
HOW ENGINEERS CAN HARNESS THE MADNESS
IN A NON‐TECHNICAL START‐UP
WITH

AND

BRANDON VOGT / VP, ENTERPRISE ARCHITECTURE ‐ INSPIRATO

Cloud Elements Meet‐Up
The Entrepreneurial Methodology
DISCLAIMER
THIS IS NOT: 
a platform to debate methodologies

THIS IS: 
a thoughtful discussion about pace and change in a non‐technical 
startup and how to achieve success from a technology perspective

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The Entrepreneurial Methodology

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AGENDA
1. INTRODUCTION TO INSPIRATO
2. KEYS TO SUCCESS (from a technology perspective)
3. OUR FIRST INTEGRATION PROJECT (with cloud elements)

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The Entrepreneurial Methodology

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INTRODUCTION

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The Entrepreneurial Methodology

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INSPIRATO TIMELINE
JAN 2011
Club launches – backed by $11
million of private investment
capital

MAR 2012 Club launches Philanthropic Program “Inspired Giving” ‐ Over $2 
million raised for nonprofit organizations to date
APR 2012 Inspirato named one of Colorado’s “Best Places to Work”

JAN 2012 Club receives $20 million investment from later‐stage venture capital firm 
Institutional Venture Partners (IVP)
NOV 2011 Forbes's names Inspirato one of 
“America’s Most Promising Companies
OCT 2011
Club receives $17.5 million in equity funding led 
by Kleiner Perkins Caufield & Byers (KPCB)

JUL 2012 Club launches “Jaunt” – new last minute deal 
program; club launches “Trios” and “Flex” membership 
products

MAR 2013 Club partners with American Express
APR 2013 Club launches “Inspirato for Business” – a platform based travel 
solution for corporate meetings, incentives and rewards
JUL 2012 Club surpasses 4000 members – becomes 
largest destination club in the world
NOV 2013 Club surpasses 5000 members
DEC 2013 Club announces acquisition of 
competitor Portico

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The Entrepreneurial Methodology

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INSPIRATO TECHNOLOGY TIMELINE
JAN 2011
Club launches – backed by $11
million of private investment
capital

MAR 2012 Club launches Philanthropic Program “Inspired Giving” ‐ Over $2 
million raised for nonprofit organizations to date
APR 2012 Inspirato named one of Colorado’s “Best Places to Work”

JAN 2012 Club receives $20 million investment from later‐stage venture capital firm 
Institutional Venture Partners (IVP)
NOV 2011 Forbes's names Inspirato one of 
“America’s Most Promising Companies
OCT 2011
Club receives $17.5 million in equity funding led 
by Kleiner Perkins Caufield & Byers (KPCB)

JUL 2012 Club launches “Jaunt” – new last minute deal 
program; club launches “Trios” and “Flex” membership 
products

MAR 2013 Club partners with American Express
APR 2013 Club launches “Inspirato for Business” – a platform based travel 
solution for corporate meetings, incentives and rewards
JUL 2012 Club surpasses 4000 members – becomes 
largest destination club in the world
NOV 2013 Club surpasses 5000 members
DEC 2013 Club announces acquisition of 
competitor Portico

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The Entrepreneurial Methodology

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WHERE DO WE START?

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The Entrepreneurial Methodology

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ONE THING

Click on photo to watch video

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The Entrepreneurial Methodology

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PEOPLE
EXPERIENCED IN THE INDUSTRY
Draw from past experiences

EXPERIENCED IN TECHNOLOGY
Generalists (end‐to‐end developers) not specialists

CLEARLY UNDERSTANDS BUSINESS GOALS
Why are we here?

DISCIPLINED
Stay the course; focus; deliver

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The Entrepreneurial Methodology

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FUNDAMENTALS
We are what we repeatedly do.
Excellence then, is not an act, but a habit.
‐Aristotle

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The Entrepreneurial Methodology

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FUNDAMENTALS
ARCHITECTURE
Stick to your principles

CODE
Use patterns and conventions

APPROACH
Don’t get fancy
Go with what you know ‐ with what got you here
Maintain disciplined creativity

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The Entrepreneurial Methodology

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ARCHITECTURAL FUNDAMENTALS
SEPARATION OF CONCERNS 
The idea that a software system must be decomposed into parts that overlap in 
functionality as little as possible
•
•

Promotes rapid development
Minimizes risks associated to change

LOOSE COUPLING
Individual components or systems interacting without dependency
•
•

Reduces risk that a change in one component will cause unwanted changes in another
Minimizes unnecessary interaction among systems

SERVICE ORIENTED ARCHITECTURE (SOA) 
•
•
•
•

Enables loose coupling
Enables quicker response to changing business environment
Enables Best of Breed integration
Enable 3rd party access to key business data and content

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The Entrepreneurial Methodology

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FUNDAMENTALS

Click on photo to watch video

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The Entrepreneurial Methodology

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MINDSET
ATTITUDE
It’s not impossible, it’s aggressive

EMOTION
The difference between and amateur and a professional

LUNCH BUCKET
Bring it every day; self‐motivation

SMALL VICTORIES
Celebrate, then get back to work

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The Entrepreneurial Methodology

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WHAT GOT YOU HERE WON’T GET YOU THERE
LEGACY
The terms “legacy code”, and “legacy process” exist for a reason

THIS ISN’T YOUR DADDY’S RODEO
Embrace change and distribution of systems and data

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The Entrepreneurial Methodology

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HERE (THE CURRENT PROBLEM)
Real Estate Data
(Landord Info, Home Value, 
Size, Etc.)

Pricing & Availability

Reservations, Rules, and 
Restrictions

Occupancy & Satisfaction

Marketing Content
(Photos, Features & 
Amenities, Etc.)

Service Orders
(Issue Tracking & Vendor 
Management)

Docs
(Leases, Contracts, 
ProFormas, Etc.)

Financials
(Revenue & Expenses)

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The Entrepreneurial Methodology

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THERE (THE SOLUTION)

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The Entrepreneurial Methodology

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THERE (THE SOLUTION)

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The Entrepreneurial Methodology

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CONCLUSION
1. HIRE THE RIGHT PEOPLE
2. STICK TO THE FUNDAMENTALS
3. GET YOUR MIND RIGHT
4.

[REMINDER: INSERT PLUG FOR CLOUD ELEMENTS HERE]

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The Entrepreneurial Methodology

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QUESTIONS?
If you are interested in learning more, contact me

bvogt@inspirato.com
@vogtdenver

THANK YOU FOR COMING

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The Entrepreneurial Methodology

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The Entrepreneurial Methodology: How engineers can harness the madness in a non-technical start-up