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In this episode, Erasmus Elsner is talking to Chon Tang, the founding GP of the Skydeck Fund. Chon is an experienced Silicon Valley engineer, entrepreneur and investor. He was formerly founding partner and Managing Director of Junzi Capital Engineering, a leading quantitative hedge fund investing in the commodity space. He has been actively investing in Silicon Valley startups for 12 years, and has personal investments in over 25 deals with multiple IPOs and exits.
00:00 Intro
03:40 Starting a tech company in 2000
09:27 Founder-investor transition
17:51 The art of talent arbitrage
22:09 Raising Fund II
27:00 Portfolio construction
30:40 Skydeck Fund entry point
32:50 Success stories
37:00 Skydeck Accelerator Program + Challenges
41:00 The accidental VC
45:00 Next Skydeck batch
In this episode, Erasmus Elsner is talking to Richard White, the serial entrepreneur behind Uservoice and Fathom.video. Richard is a design engineer and product visionary who has been in the first YC batch with Justin Khan and Emmett Shear for Kiko (YC S05) and most recently came back to the YC W21 to see how startup kids are doing the tricks today.
00:00 Intro
00:51 Who is Richard White
03:40 The power of cold emails
05:09 Kiko (YC S05)
08:53 The UserVoice journey
12:09 Traction and funding
16:09 UserVoice today
$18:16 Starting Fathom
22:28 The Fathom product
27:35 Fathom customer profile
30:27 Fathom in remote orgs
32:03 Richard's own use of Fathom
33:57 Fathom integrations
36:14 Zoom Marketplace + platform risk $
39:20 Going through YC (again)
42:57 Fathom seed round
46:11 The fun of fundraising
47:28 Vision for Fathom
In this episode, Erasmus Elsner is talking to Drew Oetting, founding partner of 8VC, about building a multi-billion venture firm from the ground up with Joe Lonsdale.
00:00 Intro
01:05 Operation Mask
06:33 Resilience
12:54 Views on Venture
20:06 Building 8VC / Addepar
26:30 Raising the maiden fund
30:48 8VC Investment Thesis
40:01 Drew as a VC
50:53 Silicon Hills
In this episode, Erasmus Elsner is talking to Seth Sternberg the co-founder and CEO of Honor, which is a managed marketplace for in-home care that has recently announced a USD 370m Series E led by Baillie Gifford.
01:19 Elevator pitch
02:19 Original inspiration
05:28 The Meebo experience
08:06 Serial founder problems
09:06 Getting the founder team together
10:52 The Honor MVP and marketplace model
14:52 Marketplace supply side
19:44 Marketplace demand side
21:57 Fundraising journey
25:07 Growth capital rounds
27:07 Expansion strategy
28:56 Homestead acquisition
31:45 Competitive landscape
31:45 Competitive landscape
34:08 GTM and growth strategies
In this episode, Erasmus Elsner is talking to Jordan Nof of Tusk Venture Partners, a venture firm that invests in early-stage consumer technology startups operating in heavily regulated markets.
00:00 Intro
01:39 Investment thesis 2022
02:36 Lithic
05:02 Tusk Venture Partners
08:46 Meeting Bradley Tusk
12:52 Regulatory investment thesis
14:58 The role of regulations in startups
16:37 Fanduel / repeal of PAPSA
17:33 Tusk entry stage
19:01 Consumer vs. Enterprise
19:43 Roman - men’s health
21:34 Alma - mental health care
23:31 Out of scope areas
25:14 Bird - scooter wars
29:36 First mover vs. fast follower
32:50 Sunday - DTC lawn care
37:11 Focus areas 2022
41:02 How to get in touch
In this episode, Erasmus Elsner is talking to Casey Fenton, founder of Couchsurfing and Upstock, about the early days for Couchsurfing when Casey was pioneering what has since become known as the “sharing economy” and how is is now bringing the sharing economy to the cap table with Upstock.
00:00 Intro
01:13 The Couchsurfing proof-of-concept
02:46 The first Couchsurfing stay
03:49 501(c)3 non-profit status
06:34 The mechanics of the benchmark Series A
06:34 The mechanics of the benchmark Series A
08:27 The Couchsurfing MVP
10:38 The donation-based model
11:58 The demand side monetization model
15:34 The chicken-and-egg question
17:11 Casey’s philosophy on ego hacking
21:11 Building for the internet without ego
23:57 Upstock
28:34 Ideal customer moment
30:20 Switching costs
31:09 Competitors and integrations
33:40 Milestone-based equity kickers
35:03 Following Casey’s work
In this episode, Erasmus Elsner is talking to Andrew Gazdecki, founder of MicroAcquire. The episode was recorded when MicroAcquire was still a fully bootstrapped one person company. A few weeks later MicroAcquire announced that it had raised a $6.3m Seed round led by Bessemer Ventures.
00:00 Intro
01:09 What is MicroAcquire?
02:55 Buying a micro-SaaS as a learning experience
05:15 Andrew’s own founder path
10:40 Key bootstrapper metrics
14:53 Solving the chicken-and-egg problem
19:17 Supply side: company profiles
20:24 Marketplace discovery vs. transaction facilitation
22:45 Microacquire marketplace monetisation
26:51 Microacquire as a curated marketplace
30:12 Dealing with inflated seller asks
33:25 Disrupting the business broker industry
35:45 Competitor marketplaces
36:50 Scaling Microacquire
38:10 Raising venture capital vs. bootstrapping
In this episode, Erasmus Elsner is talking to Queenly co-founders Trisha Bantigue and Kathy Zhou about building a consumer marketplace and tackling the formalwear industry.
00:00 Intro
00:56 The Queenly Elevator Pitch
01:52 Launching Queenly during lockdown
04:04 The pageant dress market
08:06 Formal wear resale market microstructure
10:16 The Queenly minimum viable product
12:37 Go to market strategy
14:56 Queenly marketplace metrics
16:36 The Queenly fundraising journey
20:40 Raising $6.3m From Andressen Horowitz
22:58 Solving the marketplace chicken and egg problem
24:58 Unlocking supply
27:02 Offering power seller tools to boost supply
28:15 Cracking the demand side
29:12 Facilitating Marketplace Transactions
31:36 Marketplace take rate
32:43 Competition And Playbook
35:16 Formal wear Price dynamics
38:22 The Queenly Vision
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