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Sales & Marketing 
$0-1 Million 
Tyler Bosmeny
The Mystique 
What is Sales? 
• Impossibly charming 
• Well connected 
• Perfect lines 
• Incredible golfers 
• #1 Goal = Get People to a Yes or a No 
• “I’ll give you a maybe without even 
“We’ll just work on the product and 
then hire the salespeople”
The Reality 
• …It’s You 
• “Build or sell - nothing else matters” 
• Pick a founder to own this 
• Founder passion trumps sales experience!
The Almighty Funnel 
1. Prospecting 
2. Conversations 
3. Closing 
4. Revenue / Promised Land
The Mission 
• Find the innovators (2.5%) 
• It’s a numbers game! 
• Reach out to >100 companies 
• Top 3 methods: 
• Your network / conferences / 
cold emails
Conferences
Conferences!
Cold Email 
John – my name is Tyler and I’m the CEO of Clever. My 
company has developed new technology that reduces the 
time spent doing SIS integrations by 80%. 
I figured this might be of interest to you given the 
new middle school reading software Scholastic just 
released. 
I’d love to get your feedback even if you’re not in 
the market for this right now. Do you have 20 minutes 
this week? It looks like I’m open Tuesday at 1 or 2pm 
ET if either may work. 
Tyler
Once You’re On the Phone 
Them 
20% 
You 
80% 
Them 
70% 
You 
30% 
What You’ll Naturally Do How to Win Deals
Religious Follow Up 
introduced 
met in person 
email (no response) 
email (no response) 
email 
schedule a call 
have a call 
email (no response) 
email (no response) 
email 
schedule next call 
pricing call #1 
pricing call #2 
send a quote 
answer ? via email 
send contract 
send references 
send financials 
email (no response) 
email 
redlines #1 
redlines #2 
redlines #3 
redlines #4 
call with ceo 
redlines #5 
agree “we’re close” 
execute contract
Closing Traps: Redlines 
• Final step is to send them an 
agreement. 
• YC has open sourced their template! 
• Don’t quibble over minor points.
Closing Traps: 1 More Feature 
• Usually a polite pass. 
• Building it will not get you the sale! 
• Either: 
• Sign a conditional agreement, or 
• Wait to hear demand from more customers
Closing Traps: Free Trials 
• Early on you need commitment, validation, 
and revenue 
• “Free trial” gets you none of these 
• Instead: Offer a 30 day cancellation period on 
an annual contract
Looking Forward 
• 5 ways to build a big business 
• Flea / Mice / Rabbits – Marketing 
• Deer – Inside Sales 
• Elephants - Field Sales 
k k k k k 
Source: Christoph Janz
Q&A 
tyler@clever.com 
? 
jobs@clever.com

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Y Combinator Startup Class #19 : Sales and Marketing 1/2

  • 1. Sales & Marketing $0-1 Million Tyler Bosmeny
  • 2. The Mystique What is Sales? • Impossibly charming • Well connected • Perfect lines • Incredible golfers • #1 Goal = Get People to a Yes or a No • “I’ll give you a maybe without even “We’ll just work on the product and then hire the salespeople”
  • 3. The Reality • …It’s You • “Build or sell - nothing else matters” • Pick a founder to own this • Founder passion trumps sales experience!
  • 4. The Almighty Funnel 1. Prospecting 2. Conversations 3. Closing 4. Revenue / Promised Land
  • 5. The Mission • Find the innovators (2.5%) • It’s a numbers game! • Reach out to >100 companies • Top 3 methods: • Your network / conferences / cold emails
  • 8. Cold Email John – my name is Tyler and I’m the CEO of Clever. My company has developed new technology that reduces the time spent doing SIS integrations by 80%. I figured this might be of interest to you given the new middle school reading software Scholastic just released. I’d love to get your feedback even if you’re not in the market for this right now. Do you have 20 minutes this week? It looks like I’m open Tuesday at 1 or 2pm ET if either may work. Tyler
  • 9. Once You’re On the Phone Them 20% You 80% Them 70% You 30% What You’ll Naturally Do How to Win Deals
  • 10. Religious Follow Up introduced met in person email (no response) email (no response) email schedule a call have a call email (no response) email (no response) email schedule next call pricing call #1 pricing call #2 send a quote answer ? via email send contract send references send financials email (no response) email redlines #1 redlines #2 redlines #3 redlines #4 call with ceo redlines #5 agree “we’re close” execute contract
  • 11. Closing Traps: Redlines • Final step is to send them an agreement. • YC has open sourced their template! • Don’t quibble over minor points.
  • 12. Closing Traps: 1 More Feature • Usually a polite pass. • Building it will not get you the sale! • Either: • Sign a conditional agreement, or • Wait to hear demand from more customers
  • 13. Closing Traps: Free Trials • Early on you need commitment, validation, and revenue • “Free trial” gets you none of these • Instead: Offer a 30 day cancellation period on an annual contract
  • 14. Looking Forward • 5 ways to build a big business • Flea / Mice / Rabbits – Marketing • Deer – Inside Sales • Elephants - Field Sales k k k k k Source: Christoph Janz
  • 15. Q&A tyler@clever.com ? jobs@clever.com