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John Knific
CEO, DecisionDesk
john@decisiondesk.com
Becoming an Enterprise SaaS Company
December 3, 2015
DecisionDesk is a team of EdTech veterans and former admissions
professionals who excel at collaborative SaaS solutions by streamlining any
digital admissions process through intuitive submission, review, and
decisioning technology. This enables institutions to efficiently yield the best
applicants and retain that data for student retention, unlike static, legacy
systems that can’t adjust to a shifting technology landscape.
What is DecisionDesk (today)?
Let’s go back…
Founded by three college friends
Our journey began with a fairly common college startup combination…no experience, lots of
passion. While the company is run by a different team now, with many pivots and learnings
along the way, having a ‘hacker, hustler, hipster’ foundation was ESSENTIAL to execution
Social networks were all the rage
The initial ‘spark’ was not based on solving any practical pain points. We were trying to build a social network for creative
professionals. But the necessity to survive put us in front of universities, in an attempt to target college students. Now we
understand the term customer development, but then, we were just trying to ‘sell something’. It turned out the universities
we approached saw something we didn’t. They needed help managing the review of portfolios from applying students.
2010
Online Portfolios
First business model
Avg. $7,500 ARR
We had great success during our first two years as an online portfolio provider, scaling to $500k+ in
recurring revenue. This was a SMB SaaS play, with short setup times, and a fairly ‘out of the box’
application and review process for our customers.
The first pivot
One problem… we were becoming kings of a molehill. Higher Ed is a great market, ripe for disruption, but
the market dynamics require you to drive lots of value per customer. There are simply not enough schools
to build a venture-backed company at SMB average deal sizes.
The first pivot
So we pivoted. It was a bad year. I had to take a machete to the organization. With weeks of cash left, we
cut half the staff, assembled a bridge round, and were faced with some tough decisions.
Lev Gonick
Former CIO at Case
Western Reserve
University, EdTech
thought leader
Jason Palmer
Deputy Director, Bill and
Melinda Gates Foundation,
formerly Microsoft,
SchoolNet, Kaplan
James Werner, EVP Sales
10+ Yrs Education Sales
Blackboard, SunGard HE
Kate Volzer, VP BD
Director Admission, U
Chicago
MBA, Chicago Booth
Talent 2.0 - Industry Focus
Jon Boyle, (former) VP Products
2x Entrepreneur/
Product Lead
Tim Downs, VP Technology
HubSpot, Mongoose
Metrics
Then came something great. Focus. We recruited a series of high caliber executives and board members
with a much better understanding of the Higher Ed market place, and experience with larger SaaS deal
sizes. That year, we held OpEx stable, and doubled revenue.
2013
Online Admissions
Avg. $35,000 ARR
Second business model
We targeted universities with a solution to manage the end-to-end application and review process for all
admissions, not just portfolios. Things were looking up.
Then a new problem surfaced. We may have had a better business model and focused execution, but
there was increasing competition in the EdTech marketplace. An important strategic question emerged…
how do we drive 6-figures of value per customer and avoid becoming a commoditized product?
2015
Enterprise

Decision Management
Our Story
$Xm | 5-Year Contract
Through a combination of timing, having the right people, and luck, we were short listed for a massive
state system RFP. Then the impossible, we won, beating massive enterprise names in the market.
DecisionDesk had it’s first 7-figure enterprise-wide contract.
Big win
We felt like badasses…
In the course of 6 months we attempted to…
• Implement a customer 6x larger than our next largest
• Rewrite our product from scratch
• Still grow revenue by 100%
• Not lose any customers
…then we took inventory of action items
Uh oh
Suffice to say, the heat was turned up and we felt like the ones in the explosion
What are the (hard) lessons we
have learned pivoting into
Enterprise SaaS?
Don’t rewrite your product from scratch
…and pray at the alter of incrementalism
Pivot lesson #1
Ok, this statement is a bit extreme. But rarely has a company said “well that went well” after initiating a
re-write. There are years worth of incremental decisions to keep customers delighted in a product.
These are often not factored into the decisioning process. Most times, the decisions to re-write can be
accomplished with less drastic measured, and can be phased.
Vision: Decisioning Hub
Decisioning

(Insights)
Application Data
Review Data
CRM Data
SIS Data
Doc Mgmt Data
The re-write did help us hone our vision, to become something bigger than an application company
Module Based Approach
ADMINAPPLICATION REVIEW Portfolio
API, Data Warehouse
Configuration, Users, Global Preferences
Connector ConnectorConnector Connector
After some trial and error, we landed on an approach that decoupled the various web applications we
were offering, and our data/integration/analytics IP, which has become fundamental to driving enterprise
value (and positioning us to do some very interesting things in the market)
Discovery earlier is much much cheaper
than discovery later
Pivot lesson #2
Month
Week 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4
b b b b b b b b b b b b b b b b
b b b b b b b b b b b b b b b b
b b b b b b
d d d d d d d d d d d d d d d d d d
d d d d d d
d d d d d d d
s s s s s s s s
s s s s s s
s s s s
N2N Implementation
Review Handoff
UIS UAT
Test Connection
Review Handoff
UIS UAT
Configuration
Review Handoff
UIS UAT
Review Specs
Approve Approach Document
Implementation
Review Handoff
UIS UAT
Security Touchpoints
2
1
2 b b
5 b b b b b b
July Aug Sept Oct Nov Dec Jan Feb
DecisionDesk Onsite (If Required)
Project Deliverables
BOULDER
Grad
Undergrad
Continuing Education
DENVER
Grad
Undergrad
Continuing Education
COLORADO SPRINGS
Grad
Undergrad
Continuing Education
INTEGRATIONS AND SECURITY
Campus Solutions
SSO Admin
Scope SSO Undergrad If required in scoping
Nelnet
Singularity
Security Audit and Final UIS UAT
Production Switch Over
CONTRACT DEADLINES
11/1/2015
Feature complete stage environment.
Feature UAT completed by select
campuses, approving Core Product portion
of Scope. Remaining functional team work
limited to Configuraiton UAT
3/1/2016
Latest deadline for full go live of remaining
schools, contingent on UIS final testing,
and one month window for production
switch over
Implementation Deliverables
Boulder
Grad
Review 1 General Grad Program Spec
1 Completed Program Handoff
Feature Focused UAT
Document remaining program specs
Far too much of our initial discovery was post contract, and that puts everyone at risk; you, the customer, and your team.
This is a screen shot of our project deliverables. While we can’t share the details, it’s clear the scope became far more
complex than originally anticipated. This was a very important lesson to be successful in the enterprise market, and create
repeatability in our approach.
Field	Sales	
Solu=on	Engineer	
The Deal Trio
Account	Manager	
SME	
•  Primary client contact
•  Manages relationship
•  Understands decision making unit
Or
•  Interprets client requests into DD
terminology (“Ah, that would be a
Bin, and this is how it works”)
•  Answers approaches to integration
and implementation
•  Describes case studies and the
benefits of a solution
•  Injects thought leadership into the
conversation
Super
Demos
Identify
Pain
Points
Verify
Solution
Draft
Solution
Proposal
Deal Trio
We crafted a much stronger sales and solutions process as a result
Don’t split the baby, pick a market focus
Pivot lesson #3
SMB Enterprise
84 Customers
~$10,000 ARR + 1 Yr
13 Customers
~$90,000 ARR + 3 Yrs
•30-day implementation
•3-month sales cycle
•Inside Sales
•120-day implementation
•6-9 month sales cycle
•BDR + Field Sales + SE
Our new focus required fundamental change throughout the organization, including marketing, sales,
and customer success. This was managed well, but has been no small undertaking.
Scrappy is good, experience is better
Pivot lesson #4
I’ve heard the term ‘Navy Seal Team’ used when describing the select group of people who will navigate,
win, and execute really massive contracts. As a startup, still feeling its way into the market, an Ocean’s
Eleven operation was a more apt analogy.
Create role ownership
Subject Matter
Expert
Solutions
Manager
Product
Manager
Engineering
Manager
Enterprise Sales
Lead
Customer
Success
Platform
Manager
Understanding the balance of skills needed for enterprise contracts was a critical moment for the
organization. Startups usually have a mix of talents with strengths and weaknesses, all adapting to the
needs of their customers. While that won’t go away, you need to have ownership of key areas to
properly execute an enterprise contract. Missing one of these components will hurt, causing you to either
lose the deal, or worse, win a deal that will sink you because it’s not the right fit.
Create role ownership
Subject Matter
Expert
Solutions
Manager
Product
Manager
Engineering
Manager
Enterprise Sales
Lead
Customer
Success
Manager
Platform
Manager
Relationship/
Owns DMU
Interpret Needs/
Implementation
Integrations/
Security/
Relationship Post
Sale/ Growth
Here are a breakdown of the skills needed in each of these roles
The reinforcing products process, with a Subject Matter Expert (SME), Engineering Manager (Scrum
Master), and Product Manager (Product Owner) is what creates visibility and predictability. Enterprise
contracts are never done being implemented. They grow, change shape, and require constant
nurturing. Lacking a good product process can be very demoralizing to your team, as they will get lost in
the trees (field mapping, custom code, etc) and lose track of the forest (your vision and the customer
outcomes)
It’s ok to be picky (with deal flow)
Pivot lesson #5
You can waste tremendous time with leads at the wrong decision-making level. It ties up your resources, and
results in fewer sales qualified leads (SQLs) that will convert into material opportunities. Remember the note
about understanding your decisioning making unit (DMU)? Focusing on a smaller batch of targets with the
right decision makers is a game changer. A VP-level prospect, for example, will focus on long term outcomes
and be less price sensitive. Director-level will be more tactical, tending to nickel and dime over features.
Enterprise software requires discipline to avoid price feature trench ware fare. After taking the time to hone our
messaging and be more discerning over pipe, we saw a massive uptick in pipeline.
In Summary
• Be careful before executing a product re-write, there are generally more wrong
reasons than right ones
• Be vigilant about the customer/solution discovery process, and understand your
customer’s decision making unit
• Elevate your scrappy team with the right experience, an enterprise deal
requires you to build a navy seal (or Ocean’s Eleven) team
• Be picky over deal flow, never stop honing your targeting
Our customers are now much happier, we are better positioned to scale, and have a better view of the
‘forest’.
John Knific
CEO, DecisionDesk
john@decisiondesk.com
Becoming an Enterprise SaaS Company
December 3, 2015

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Becoming an Enterprise SaaS Company | DecisionDesk @ TechPint

  • 1. John Knific CEO, DecisionDesk john@decisiondesk.com Becoming an Enterprise SaaS Company December 3, 2015
  • 2. DecisionDesk is a team of EdTech veterans and former admissions professionals who excel at collaborative SaaS solutions by streamlining any digital admissions process through intuitive submission, review, and decisioning technology. This enables institutions to efficiently yield the best applicants and retain that data for student retention, unlike static, legacy systems that can’t adjust to a shifting technology landscape. What is DecisionDesk (today)?
  • 4. Founded by three college friends Our journey began with a fairly common college startup combination…no experience, lots of passion. While the company is run by a different team now, with many pivots and learnings along the way, having a ‘hacker, hustler, hipster’ foundation was ESSENTIAL to execution
  • 5. Social networks were all the rage The initial ‘spark’ was not based on solving any practical pain points. We were trying to build a social network for creative professionals. But the necessity to survive put us in front of universities, in an attempt to target college students. Now we understand the term customer development, but then, we were just trying to ‘sell something’. It turned out the universities we approached saw something we didn’t. They needed help managing the review of portfolios from applying students.
  • 6. 2010 Online Portfolios First business model Avg. $7,500 ARR We had great success during our first two years as an online portfolio provider, scaling to $500k+ in recurring revenue. This was a SMB SaaS play, with short setup times, and a fairly ‘out of the box’ application and review process for our customers.
  • 7. The first pivot One problem… we were becoming kings of a molehill. Higher Ed is a great market, ripe for disruption, but the market dynamics require you to drive lots of value per customer. There are simply not enough schools to build a venture-backed company at SMB average deal sizes.
  • 8. The first pivot So we pivoted. It was a bad year. I had to take a machete to the organization. With weeks of cash left, we cut half the staff, assembled a bridge round, and were faced with some tough decisions.
  • 9. Lev Gonick Former CIO at Case Western Reserve University, EdTech thought leader Jason Palmer Deputy Director, Bill and Melinda Gates Foundation, formerly Microsoft, SchoolNet, Kaplan James Werner, EVP Sales 10+ Yrs Education Sales Blackboard, SunGard HE Kate Volzer, VP BD Director Admission, U Chicago MBA, Chicago Booth Talent 2.0 - Industry Focus Jon Boyle, (former) VP Products 2x Entrepreneur/ Product Lead Tim Downs, VP Technology HubSpot, Mongoose Metrics Then came something great. Focus. We recruited a series of high caliber executives and board members with a much better understanding of the Higher Ed market place, and experience with larger SaaS deal sizes. That year, we held OpEx stable, and doubled revenue.
  • 10. 2013 Online Admissions Avg. $35,000 ARR Second business model We targeted universities with a solution to manage the end-to-end application and review process for all admissions, not just portfolios. Things were looking up.
  • 11. Then a new problem surfaced. We may have had a better business model and focused execution, but there was increasing competition in the EdTech marketplace. An important strategic question emerged… how do we drive 6-figures of value per customer and avoid becoming a commoditized product?
  • 12. 2015 Enterprise
 Decision Management Our Story $Xm | 5-Year Contract Through a combination of timing, having the right people, and luck, we were short listed for a massive state system RFP. Then the impossible, we won, beating massive enterprise names in the market. DecisionDesk had it’s first 7-figure enterprise-wide contract.
  • 13. Big win We felt like badasses…
  • 14. In the course of 6 months we attempted to… • Implement a customer 6x larger than our next largest • Rewrite our product from scratch • Still grow revenue by 100% • Not lose any customers …then we took inventory of action items
  • 15. Uh oh Suffice to say, the heat was turned up and we felt like the ones in the explosion
  • 16. What are the (hard) lessons we have learned pivoting into Enterprise SaaS?
  • 17. Don’t rewrite your product from scratch …and pray at the alter of incrementalism Pivot lesson #1 Ok, this statement is a bit extreme. But rarely has a company said “well that went well” after initiating a re-write. There are years worth of incremental decisions to keep customers delighted in a product. These are often not factored into the decisioning process. Most times, the decisions to re-write can be accomplished with less drastic measured, and can be phased.
  • 18. Vision: Decisioning Hub Decisioning
 (Insights) Application Data Review Data CRM Data SIS Data Doc Mgmt Data The re-write did help us hone our vision, to become something bigger than an application company
  • 19. Module Based Approach ADMINAPPLICATION REVIEW Portfolio API, Data Warehouse Configuration, Users, Global Preferences Connector ConnectorConnector Connector After some trial and error, we landed on an approach that decoupled the various web applications we were offering, and our data/integration/analytics IP, which has become fundamental to driving enterprise value (and positioning us to do some very interesting things in the market)
  • 20. Discovery earlier is much much cheaper than discovery later Pivot lesson #2
  • 21. Month Week 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 1 2 3 4 b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b b d d d d d d d d d d d d d d d d d d d d d d d d d d d d d d d s s s s s s s s s s s s s s s s s s N2N Implementation Review Handoff UIS UAT Test Connection Review Handoff UIS UAT Configuration Review Handoff UIS UAT Review Specs Approve Approach Document Implementation Review Handoff UIS UAT Security Touchpoints 2 1 2 b b 5 b b b b b b July Aug Sept Oct Nov Dec Jan Feb DecisionDesk Onsite (If Required) Project Deliverables BOULDER Grad Undergrad Continuing Education DENVER Grad Undergrad Continuing Education COLORADO SPRINGS Grad Undergrad Continuing Education INTEGRATIONS AND SECURITY Campus Solutions SSO Admin Scope SSO Undergrad If required in scoping Nelnet Singularity Security Audit and Final UIS UAT Production Switch Over CONTRACT DEADLINES 11/1/2015 Feature complete stage environment. Feature UAT completed by select campuses, approving Core Product portion of Scope. Remaining functional team work limited to Configuraiton UAT 3/1/2016 Latest deadline for full go live of remaining schools, contingent on UIS final testing, and one month window for production switch over Implementation Deliverables Boulder Grad Review 1 General Grad Program Spec 1 Completed Program Handoff Feature Focused UAT Document remaining program specs Far too much of our initial discovery was post contract, and that puts everyone at risk; you, the customer, and your team. This is a screen shot of our project deliverables. While we can’t share the details, it’s clear the scope became far more complex than originally anticipated. This was a very important lesson to be successful in the enterprise market, and create repeatability in our approach.
  • 22. Field Sales Solu=on Engineer The Deal Trio Account Manager SME •  Primary client contact •  Manages relationship •  Understands decision making unit Or •  Interprets client requests into DD terminology (“Ah, that would be a Bin, and this is how it works”) •  Answers approaches to integration and implementation •  Describes case studies and the benefits of a solution •  Injects thought leadership into the conversation Super Demos Identify Pain Points Verify Solution Draft Solution Proposal Deal Trio We crafted a much stronger sales and solutions process as a result
  • 23. Don’t split the baby, pick a market focus Pivot lesson #3
  • 24. SMB Enterprise 84 Customers ~$10,000 ARR + 1 Yr 13 Customers ~$90,000 ARR + 3 Yrs •30-day implementation •3-month sales cycle •Inside Sales •120-day implementation •6-9 month sales cycle •BDR + Field Sales + SE Our new focus required fundamental change throughout the organization, including marketing, sales, and customer success. This was managed well, but has been no small undertaking.
  • 25. Scrappy is good, experience is better Pivot lesson #4
  • 26. I’ve heard the term ‘Navy Seal Team’ used when describing the select group of people who will navigate, win, and execute really massive contracts. As a startup, still feeling its way into the market, an Ocean’s Eleven operation was a more apt analogy.
  • 27. Create role ownership Subject Matter Expert Solutions Manager Product Manager Engineering Manager Enterprise Sales Lead Customer Success Platform Manager Understanding the balance of skills needed for enterprise contracts was a critical moment for the organization. Startups usually have a mix of talents with strengths and weaknesses, all adapting to the needs of their customers. While that won’t go away, you need to have ownership of key areas to properly execute an enterprise contract. Missing one of these components will hurt, causing you to either lose the deal, or worse, win a deal that will sink you because it’s not the right fit.
  • 28. Create role ownership Subject Matter Expert Solutions Manager Product Manager Engineering Manager Enterprise Sales Lead Customer Success Manager Platform Manager Relationship/ Owns DMU Interpret Needs/ Implementation Integrations/ Security/ Relationship Post Sale/ Growth Here are a breakdown of the skills needed in each of these roles
  • 29. The reinforcing products process, with a Subject Matter Expert (SME), Engineering Manager (Scrum Master), and Product Manager (Product Owner) is what creates visibility and predictability. Enterprise contracts are never done being implemented. They grow, change shape, and require constant nurturing. Lacking a good product process can be very demoralizing to your team, as they will get lost in the trees (field mapping, custom code, etc) and lose track of the forest (your vision and the customer outcomes)
  • 30. It’s ok to be picky (with deal flow) Pivot lesson #5
  • 31. You can waste tremendous time with leads at the wrong decision-making level. It ties up your resources, and results in fewer sales qualified leads (SQLs) that will convert into material opportunities. Remember the note about understanding your decisioning making unit (DMU)? Focusing on a smaller batch of targets with the right decision makers is a game changer. A VP-level prospect, for example, will focus on long term outcomes and be less price sensitive. Director-level will be more tactical, tending to nickel and dime over features. Enterprise software requires discipline to avoid price feature trench ware fare. After taking the time to hone our messaging and be more discerning over pipe, we saw a massive uptick in pipeline.
  • 32. In Summary • Be careful before executing a product re-write, there are generally more wrong reasons than right ones • Be vigilant about the customer/solution discovery process, and understand your customer’s decision making unit • Elevate your scrappy team with the right experience, an enterprise deal requires you to build a navy seal (or Ocean’s Eleven) team • Be picky over deal flow, never stop honing your targeting Our customers are now much happier, we are better positioned to scale, and have a better view of the ‘forest’.
  • 33. John Knific CEO, DecisionDesk john@decisiondesk.com Becoming an Enterprise SaaS Company December 3, 2015