#136 COO Modern Treasury, Rachel Pike: Golden Ticket
Grit1 Touko 2023

#136 COO Modern Treasury, Rachel Pike: Golden Ticket

Guest: Rachel Pike, COO at Modern Treasury

Payment operations startup Modern Treasury is not afraid to do things in “our own weird way,” says COO Rachel Pike. Its values statement is a 150 word essay, it has gone viral by writing about nerdy ACH payments minutiae, and it has an unusual rule for quarterly internal reviews: No slides. Instead, departments have to write one to two page essay, which are packaged together and then shared company-wide, and with the board. In previous jobs, Rachel laments, she and her coworkers would waste time “pushing pixels” around 50-slide decks. “It [the essay] actually takes more thinking and less hours to put together a summary of, ‘where have we been?’” she says.

In this episode, Rachel and Joubin discuss the state of San Francisco, the value of tradition, hunger to learn, the Draper Fisher Jurvetson split, the opportunity cost of staying put, HIPAA and startups, two-entrepreneur households, career transition coaching, “try before you buy” hiring, learning to be remote, the downside of grasping, and fixing inequalities in compensation.

In this episode, we cover:

  • Why Rachel doesn’t like talking about herself (01:20)
  • Job-hopping and the Bay Area (02:38)
  • Early adopters vs. brilliant innovators (05:16)
  • Why Rachel left academia (07:44)
  • “I got a phD in startups” (10:24)
  • The “nights and weekends” gig at AngelList (14:05)
  • Describing startups to aliens (16:50)
  • Four years at Grand Rounds (18:28)
  • What makes Modern Treasury “modern” (21:51)
  • How she got hired as employee #1 (24:16)
  • Advice for wannabe early-stage startup workers (30:18)
  • “Wonder is contagious” (32:00)
  • “Do it right the first time” (35:09)
  • Hacker News and other growth levers (38:20)
  • The excitement of scaling (40:49)
  • Advisors and quarterly planning essays (44:02)
  • Forced prioritization (49:20)
  • Hard feedback (51:50)
  • The working with Rachel doc (54:19)
  • How Modern Treasury does comp and bonuses (57:21)
  • What’s past is prologue (59:43)
  • Who Modern Treasury is hiring and what “Grit” means to Rachel (01:02:00)

Links:

Jaksot(282)

HubSpot CEO on the Future of SaaS, AI, & Leading Through Change

HubSpot CEO on the Future of SaaS, AI, & Leading Through Change

From a 350-square-foot home in South India to leading HubSpot, a $30B CRM powerhouse, Yamini Rangan’s journey is nothing short of remarkable. In this episode, Yamini shares how she’s guiding HubSpot t...

5 Touko 20251h 17min

From White House to Wall Street: David Rubenstein

From White House to Wall Street: David Rubenstein

David Rubenstein helped pioneer modern private equity—building The Carlyle Group into a $400B global investment firm from a modest D.C. office and a relentless fundraising streak. But beyond PE, his l...

28 Huhti 20251h 11min

No Reset Button: Reinventing Amplitude in a Post-AI World (Spenser Skates)

No Reset Button: Reinventing Amplitude in a Post-AI World (Spenser Skates)

Amplitude helped define the modern analytics stack, powering digital products with deep behavioral insights. But in a world shifting toward agentic interfaces and vertically integrated AI, even a cate...

21 Huhti 20251h 17min

Flexport’s Third Act: Winning in a Broken Global Trade System

Flexport’s Third Act: Winning in a Broken Global Trade System

Flexport was a breakout success—reimagining global trade with tech at its core. But when the freight market cooled and efficiency overtook service, things started to unravel. Founder Ryan Petersen ste...

14 Huhti 20251h 43min

Brex 3.0: Inside the Radical Turnaround with Pedro Franceschi

Brex 3.0: Inside the Radical Turnaround with Pedro Franceschi

Guest: Pedro FranceschiPedro Franceschi is the co-founder and CEO of Brex, a fintech company reshaping how businesses manage their finances.Originally from Brazil, Pedro went from teenage hacker to le...

7 Huhti 20251h 35min

From India to Silicon Valley: The Jay Chaudhry & Zscaler Story

From India to Silicon Valley: The Jay Chaudhry & Zscaler Story

Before Zscaler was a $32B cloud security giant, it was just 10 engineers—half in Bangalore, half in a borrowed U.S. office.As founder and CEO of Zscaler, Jay Chaudhry bet $50M of his own money on one ...

31 Maalis 202556min

The Unlikely Path to Building a Billion-Dollar Gov Tech Company | Zac Bookman

The Unlikely Path to Building a Billion-Dollar Gov Tech Company | Zac Bookman

Guest: Zac Bookman, CEO and Co-Founder of OpenGovThirteen years after co-founding the government transparency startup OpenGov, Zac Bookman is still finding ways to surprise people. In 2024, Cox Enterp...

24 Maalis 20251h 16min

Bootstrapped to $12B: Mailchimp’s Ben Chestnut on Life After the Exit

Bootstrapped to $12B: Mailchimp’s Ben Chestnut on Life After the Exit

Guest: Ben Chestnut, Former CEO and Co-Founder of MailchimpIf you find yourself selling your startup, then Mailchimp co-founder Ben Chestnut has some important advice for you: Get a dog. When Intuit b...

17 Maalis 20251h 11min

Suosittua kategoriassa Liike-elämä ja talous

sijotuskasti
mimmit-sijoittaa
rss-rahapodi
psykopodiaa-podcast
herrasmieshakkerit
rss-lahtijat
leadcast
rahapuhetta
rss-seuraava-potilas
ostan-asuntoja-podcast
inderespodi
rss-rahamania
rss-porssipuhetta
rss-laakispodi
rss-vaikuttavan-opettajan-vierella
rss-karon-grilli
rss-juurisyy-johtamisesta-kilpailuetua
rss-40-ajatusta-aanesta
rss-porssipodi
rss-johtoajatuksia