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VC 201: The Investment Memo (and what you should understand as
a Founder)
Drew Russ
Principal, Startup & Venture Capital, Business Development
@drewWruss
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
About Me
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Today’s Agenda
• Quick review of what we covered in VC 101
• The Investment Memo: A mechanism for us to examine what VCs assess
– Part 1: The Problem & The Solution (The Purpose)
– Part 2: The Details & Terms
– Part 3: The Recommendation
• Concluding remarks
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Quick Review of VC 101
• Venture Capital: The Definition, The Theory
• Venture Capital Mechanics: Fund Structure, Time as a Factor, How VCs Make
Money, Roles and Responsibilities and Deal Sourcing
• Venture Capital: The Deal and the Bargain
• The Other Flavors of Venture Capital and Corporate VC
• A Glimpse of VC 201 (no need, because you are here!)
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
What is an investment memo, really?
• A mechanism to provide an OBJECTIVE, FACT based assessment of an
investment opportunity
• Enlightens pessimists and optimists in equal measure – it both the defense and
the prosecution
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
But, why are we talking about Investment Memos?
• I know. I know. Memos = boring
• Act as a reference architecture of a potential investment
• For example:
– Product – what is it and why does it matter?
– Business model -- how do they (or plan to) make money?
– Financial health – and what do they do with this (and their investors) money?
– Management pedigree – have they done it before? What makes them suitable?
– Risk & Concerns – what goes wrong?
– Valuation and Exit – when do we lose money? When do we make money?
• We are going to use that reference architecture to help us understand why VCs
decide to invest or not invest*
*	Not	all	investment	decisions	
are	made	equally
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Real World Example: YouTube Memo, 2005
• Pros:
– Publically available example of how one of the best VC firms reviews investments
(and one of the best individual investors)
– Detailed and well structured – perfect for our needs
• Con: No detail on internal debate; had to move quickly on deal
• Will supplement where needed
• YouTube raised a seed round in November 2005, then raised only $11.5mm
and sold to Google in August 2006 for $1.7bn
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 1: The Purpose
• The Problem
– Is it real?
– Is it painful?
– Is it widespread (or will be)?
• The Solution
– How does it work?
– Why does it work?
– Why is it better?
&
- Roelof Botha
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 1: The Purpose (problem & solution)
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 1: Is it Widespread?
Market	specifically	targeted	by	your	
product
Total	Market	Demand
Market	Share	of	SAM
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 1: Who else is doing this?
• Competitors and existing
players
• Size, strategy, product
differentiation
• SWOT Analysis of competition
– Strengths, Weakness,
Opportunities, Threats
• Relative positioning
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: The Details
• Product Roadmap and Development
• Revenue / Sales & Distribution
• Team
• The Deal & Terms: Valuation and Capitalization
• Other: hiring plans, need for re-organization, company location etc
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Product Development & Roadmap
• Going beyond core
functionality
• Dive deeper on
how the product
interacts with users
• Getting from Point
A to Point B (to
Point C)
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Sales & Distribution
• Monetization = how you generate
revenue
• Youtube:
– Advertising
– Pay-for distribution
– Premium content
– Premium features
Advertiser
Viewer
Content	
Creator
Youtube
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: The Team
• The earlier the investment
the more important the team
• What have they done? Who
vouches for them? Where
do they come from?
• Are they familiar to the VC
firm or a trusted colleague of
the VC firm?
• PayPal Mafia…
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Team (contd.)
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Valuation and Capitalization
• Three topics
– Premoney vs. Postmoney
– Cap Table
– Investor preferences
• Definitions
– Valuation: process of determining the current worth of an asset or a company; there are many
techniques used to determine value
– Capitalization: sum of a corporation's stock, long-term debt and retained earnings. Capitalization
also refers to the number of outstanding shares multiplied by share price
– Liquidity/Exit: event that allows initial investors in a company to cash out some or all of their
ownership shares and is considered an exit strategy for an illiquid investment. Liquidity events are
typically used in conjunction with venture capital/angel investors or private equity firms, which will
aim to reach one within a reasonable amount of time after initially making an investment
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Pre-money vs. Post-money
Pre-money
The	valuation	of	a	business	prior	to	
any	additional	investment	of	capital
Post-money
The	valuation	of	the	business	PLUS	
additional	capital	invested
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Valuation & Capitalization (a few equations)
(1) Pre-money Valuation = Post-money Valuation – Venture Capital Investment
(2) Post-money Valuation = Venture Capital Investment
Example: Fund invests $1mm into a company with premoney valuation of $4mm. The Venture fund
owns 20% of the company. 1,000,000 / 0.20 = 5,000,000
(3) Share Price = Pre-money Valuation
(4) New Shares Issued = Venture Capital Investment
Venture	Capital
Fund Ownership	%
# Pre-money	shares
# Shares
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: An Example
• StartupZee is a newly formed business and is seeking to raise $1mm seed
round in the form of Venture Capital
• StartupZee has authorized 10,000,000 shares and have allocated those shares
between two co-founders 50/50
• A term sheet is accepted from VeeCee Capital and VeeCee Capital has put the
pre-money value of StartupZee at $3mm
• So….
– What is the post money?
– What % of the company will VeeCee Capital own?
– What is the share price?
– How many shares will be issued to VeeCee Capital?
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: An Example (contd.)
Share Price = Pre-money Valuation/Number of Pre-money shares.
3,000,000 / 10,000,000 = 0.30/share
New Shares Issued = Venture Capital Investment/Share Price
1,000,000 / 0.30 = 3,333,333.33 shares
Ownership % = shares owned / shares outstanding
3,333,333 /(10,000,000) + (3,333,333) = 25%
Post-money Valuation = Venture Capital Investment/Venture Capital Fund Ownership
Percentage
1,000,000 / 0.25 = 4,000,000
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Convertible Debt (sidebar)
• There are two types of capital: debt & equity
• Traditional VC is equity (shares)
• Convertible note is technically a primisorry note (debt)
• Why use a convertible note?
– Bridge loan – simpler way to extend runway for later stage deals
– First financing – defers discussion of valuation and retain control
• Characteristics
– “Converts” from debt to equity in next round of financing
– Discount
– Valuation Cap
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Example (convertible note)
• StartupZee is a newly formed business and is seeking to raise $1mm seed
round in the form of Venture Capital
• StartupZee has authorized 10,000,000 shares and have allocated those shares
between two co-founders 50/50
• A term sheet for a convertible note is accepted
– $5mm valuation cap
– 20% discount
• So….
– What happens when StartupZee raises $3mm Series A at a $6.5mm premoney 18
months later?
• How much do the convertible note investors own?
• How much do the new Series A Investors own?
• How much do the founders own?
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Example (convertible note)
• First need to determine the valuation at which the holders of the convertible
note convert their debt into equity…
• Convert at the lower of either
– Series A pre-money with the discount
OR
– The valuation cap
• Discount is 20%
– $6.5mm x (1-0.20) = 5.2mm
• Valuation Cap = $5mm
$5mm	valuation	
for	convertible	
note!
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Example (convertible note)
41% 41%
59%
19%
41%
0%
10%
20%
30%
40%
50%
60%
70%
80%
90%
100%
1 2
New	Series	A
Converted	to	Series	A
Total	Series	A
Total	Founder	Common
Note	
converts	
into	Series	A	
at	valuation	
of	$5mm	
pre-money
New	Equity	(70%	
of	Series	A)
Converted	Equity	(30%	
of	Series	A)
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Convertible	Note,	Series	A %	Ownership
Shares	outstanding 10,000,000																				
Valutaion	Cap 5,000,000																						
Series	A	Premoney 6,500,000																						
Convert	Investment 1,000,000$																				
Series	A	Investment 3,000,000$																				
Convert	PPS 0.50$																														
Series	A 0.65$																														
Convert	Shares 2,000,000	 12%
Series	A	Shares 4,615,385																						 28%
Total	New	A	Issued 6,615,385																						
Shares	post	financing 16,615,385																				
Founders	Shares 10,000,000																				 60%
Series	A	Share	(including	convert) 6,615,385																						 40%
TOTAL 16,615,385																				 100%
Seed	Equtiy,	Series	A %	Ownership
Shares	outstanding 10,000,000								
Seed	Valuation 5,000,000										
Seed	Investment 1,000,000.00$		
Seed	Price	per	Share 0.50$																		
Seed	Shares	Issued 2,000,000										 17%
Founders	Common	Shares 10,000,000								 83%
Total	Shares	Outstanding 12,000,000								 100%
Series	A	Valuation 6,500,000$								
Series	A	Investment 3,000,000$								
Series	A	Price	per	Share 0.54$																		
Series	A	Issued 5,538,462										
Shares	post	financing 17,538,462								
Founder	Shares 10,000,000								 57%
Seed	Shares 2,000,000										 11%
Series	A	Shares 5,538,462										 32%
TOTAL	OUTSTANDING 17,538,462								 100%
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: YouTube Valuation & Terms
• Going to invest $5mm over a
two-tranche investment
• Milestone specific
• Can we back into the valuation?
• 5,000,000/0.30 = $16.6mm
post-money
• $11.6mm pre-money
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Cap Table as a Mathematical Proof
EXAMPLE:	Cap	Table
Name Money Shares Current	% Post	%
Founder	1 $																									- 3,333,333.33	 33%
Founder	2 $																									- 3,333,333.33	 33%
Founder	3 $																									- 3,333,333.33	 33%
Total $																									- 10,000,000	 100%
Pre-money $11,600,000.00	
Pre-money	Price	per	Share $																			1.160	
Investment $				5,000,000.00	
Post	Money $		16,600,000.00	
New	Investors
VeeCee $																									- - 0%
Total $																									- 10,000,000	 100%
- The	knowns	or	the	assumed:	
- 10mm	authorized	shares	
(assumed)
- $5mm	investment	(known)
- Investor	will	own	30%	of	
company	after	$5mm	
investment	(known)
- Option	Pool	will	be	17%	of	
common	shares	outstanding	
after	investment	(known)
- Only	investor	participating	in	
the	round	(assumed)
Post	Financing
VeeCee $			5,000,000.00	 4,310,345	 30%
Founder	1 2,523,810	 18%
Founder	2 2,523,810	 18%
Founder	3 2,523,810	 18%
Option	Pool 2,428,571	 17%
Total $			5,000,000.00	 14,310,344.83	 100%
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Terms of a deal (things to look for in a term sheet)
• Liquidation Preference:
– is frequently used in venture capital contracts to specify which investors get paid first and
how much they get paid in the event of a liquidation event, such as the sale of the
company.
• Participating Preferred & Cap:
– A cap on participation limits the amount received by the preferred stock to a fixed
amount. The cap is typically fixed as a multiple of the original investment, such as 2x or 3x.
Once holders of preferred stock have received the cap amount, they will stop
participating in distributions with the common stock, or convert.
• All preferred shares have the right to convert to common shares on a 1:1 basis
• Wait…don’t you just own part of a company and just get that percentage?
– Well, sometimes…
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: The Waterfall
• Not	all	exits	are	as	straightforward	as	they	
appear
• Example:	
• VC	invested	$5mm
• 1x	Liquidation	preference
• Participation	rights	with	2x	cap
• VC	owns	40%	of	company
• Company	sells	for	$20mm
• What	is	the	return	to	VC?
$10mm!
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 2: Waterfall (contd).
• Here is why:
Scenario	1:	Convert	to	
Common
• Always	an	option
• You	convert	at	the	rate	of	
1:1	preferred	for	common
• VC	would	receive	40%	of	
sale
• 40%	of	$20mm	is…
$8mm!
Scenario	2:	Participate	
Fully
• Take	your	liquidation	
preference	off	the	top:	
$5mm
• THEN	YOU	CONVERT	and	
own	40%	of	remaining	
common	stock	or	40%	of	
15mm.
• But	capped	at	2x	of	total	
investment,	so…
$10mm!
Scenario	2:	Imagine	no	
cap!
• Take	your	liquidation	
preference	off	the	top:	
$5mm
• THEN	YOU	CONVERT	and	
own	40%	of	remaining	
common	stock	(40%	of	
15mm	=	$6mm)
• But	not	capped,	so	VC	gets	
$5mm	+	$6mm…
$11mm!
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 3: The Risks, The Exit & The Recommendation
• Should we invest?
• What needs to happen to make this work?
• What goes wrong?
• What type of return can we approximate if all goes well?
• What are the factors to closing the deal?
– Timing?
• Competitive deal
• Capital requirements
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 3: The Risks
• The	10-k	principle	–
many	risks	are	
characterized	as	the	
absence	of	achieving	
goals
• Generic	risk	vs.	specific	
risk
• The	known	unknowns
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 3: The Exit
• Acquisition?	IPO?	
• Use	comparable	exits	of	similar	companies	or	multiples	of	publicly	traded	
companies
• Or,	just	be	right,	a	lot…
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Part 3: The Recommendation
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Conclusion (and some things I did not touch on)
• Board of Directors
• Term sheet (a deeper dive)
• Lead investor vs. Syndicate?
• Maybe good content for VC 301?
• And….we are done!
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
Sources & Recommended Resources
References:
• YouTube Memo https://www.slideshare.net/zebs/sequoias-investment-memo-on-youtube
• Sequoia Capital website: https://www.sequoiacap.com/
Books & Posts
• Venture Deals: Be Smarter Than Your Lawyer and Venture Capitalist
• Term Sheets & Valuations: A line by line look at the Intricacies of Term Sheets and Valuations
• Chris Dixon’s Blog post http://cdixon.org/2015/06/07/the-babe-ruth-effect-in-venture-capital/
Blogs & Newsletters
• Dan Primack’s Term Sheet
• Mark Suster’s Both Sides of the Table
• Fred Wilson’s AVC
• CB Insights
• Product Hunt
• The Creator’s Code by Amy Wilkinson
• A16z Newsletter
Tweets
• @awsstartups
• @firstround – solid early stage fund, platform
• @karaswisher– Re/Code, breaks a lot of news
• @benedictevans – A16Z, data hound
©	2017,	Amazon	Web	Services,	Inc.	or	its	Affiliates.	All	rights	reserved
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