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Library · what we read & recommend 24 items · updated quarterly

The reading list we'd hand to a new hire on day one.

Books, essays, podcasts, and talks that shaped how the team thinks about outbound, building a small company, and the craft of being an operator. Each item has a one-line "why this matters" from whoever on the team recommended it. Not a SEO list — every item earned its spot by being mentioned in an actual Slack thread we had about a real decision.

Jump to Outbound & sales 7 Small companies 6 Operator thinking 6 Design & craft 5
OB
Outbound & sales motion

If a new GTM hire reads one section first, it's this one. None of the books pretend to be playbooks — the books that promise playbooks usually age the fastest. These age well because they're about how to think, not what to send Tuesday.

Book 1988
SPIN Selling
by Neil Rackham
The original research-backed look at how complex B2B sales actually work. The 4-question structure (Situation / Problem / Implication / Need-payoff) is the skeleton under every disco call we run.
Rec by Asif Wikipedia
Book 2011
The Challenger Sale
by Brent Adamson & Matthew Dixon
Half of it has aged poorly. The other half — teaching, tailoring, taking control as a frame — is the closest thing in print to what our best AEs do without naming it.
Rec by Asif Amazon
Essay archive 2013–now
Stratechery
by Ben Thompson
Not about outbound, but the only consistently good source on why specific B2B markets get won by specific kinds of companies. The "aggregation theory" pieces shape how we think about our own competitive moat.
Rec by Co-founder Subscribe
Podcast Ongoing
Lenny's Podcast · sales episodes
hosted by Lenny Rachitsky
The episodes with founding sales leaders at Stripe, Notion, and Linear are the best mid-stage GTM listening on the internet. Skip the PMF episodes — go straight to the sales ones.
Rec by Head of Data Listen
Essay collection 2018–now
julian.com — sales essays
by Julian Shapiro
The post on "how to write a cold email" single-handedly defined how a generation of founders think about outbound. Reading it is faster than spending six months learning the same lessons in production.
Rec by Asif Read
Book 2015
The Sales Acceleration Formula
by Mark Roberge
The HubSpot CRO's actual hiring rubric, comp plan, and onboarding curriculum. Best practical book on scaling a SaaS sales team — every chapter has something you can lift directly.
Rec by Co-founder Amazon
Talk archive Various
Jason Lemkin's SaaStr talks
on YouTube
Specifically the "first 100 customers" and "founder-led sales" talks. He's repeating himself across years — that repetition is the point; the principles are stable.
Rec by Asif YouTube
SC
Building a small company

The frame we operate on. Not the Y-Combinator scale-or-die frame — the profitable, durable, smaller-on-purpose frame. These books shaped the 10-year argument in the manifesto and the runway plan on /open.

OP
Operator thinking

Decision-making, systems thinking, second-order effects. These don't tell you what to do — they help you think about what you're already doing. The team revisits these annually.

DC
Design & craft

If you've noticed that the site doesn't look like a typical B2B SaaS landing page — the long honest pages, the operator voice, the rose-bordered "what we don't do" callouts — these are the inputs.

Something missing that obviously belongs here? If a book or essay shaped how you think about outbound, building small, or operator craft — and we haven't listed it — email it over. We re-read every quarter and revise the list publicly with credit.
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