Posted by sieep 12/21/2025
Ask HN: Resources to get better at outbound sales?
I run a small custom software company in Michigan.
I want to get better at outbound sales beyond just cold emailing or messaging people through LinkedIn.
We’re about to start publishing case studies and doing some outreach, so I want to take some time to study outbound sales and improve my skills.
Any recommended courses, books, or frameworks for B2B outbound sales, consultative selling, or building effective outreach pipelines?
Thanks!
2 - Understand what is the problem you're solving and how companies can benefit from it
3 - Understand how companies actually do procurement
4 - Outbound sales are the ones that sucks the most. A rejection is just a rejection, don't take it personally (one part of having actual sales people is being a more impersonal process - they care about the sales but a rejection is taken less personally)
Ex. I never did more than 1k whatsapp messages with 20% open rate in a month ...
Know a friend who is doing 190k MRR with 12k whatsapp messages open rate 40%-60% (no AI SDRs!, fake avatars, etc) and what to double it next year. All he wants to talk is outbound ... and how it will make rich and how it should cost no more than 20% revenue.
99,999% hates outbound with passion, want to dump on someone else, can't retain SDRs for more than 6 months, etc
In no particular order, and please keep in mind this is off the top of my head:
* Influence (the classic)
* YC videos (e.g. https://youtu.be/0fKYVl12VTA?si=I9uylXSRyOf1nXRv, https://youtu.be/DH7REvnQ1y4?si=Ke858PmaaBr5ar-e, https://youtu.be/hyYCn_kAngI?si=sO_co6kbDaNn3cql, etc)
* Thinking Fast and Slow
* Purple Cow
* Clayton Christensen stuff
* Spin Selling
* Challenger Sale
* Guerrilla marketing (for the mental muscle)
* Jeffrey Gitomer (basic but useful)
* Lean Startup (for positioning)
* Charisma Myth
* Minimalist Entrepreneur (bits and pieces)
* The presentation secrets of steve jobs (just a good book on presentations, framed around Steve Jobs to sell more)
For what its worth this question comes up fairly often. It seems like technical people would like a "technical people" guide on how to do Sales and marketing. Does that sound useful to anyone?
- Make two (nested) lists - the people you know in real life- and the people they might know. Now, can any of these people be your potential buyers? if they are in first list, good, just talk to them, if they are in second list, ask for an introduction from your connection in first list.
- Advertise where your potential buyers might notice.
Because to solve someone's problems, they have to tell you their problems.
Or to put it another way, the thing you do is to solve the actual problems other people have. That's what you need to sell. You aren't selling the fact that you know how to use a hammer. You are selling the idea that you can build the right hammer for the job.
So sales is not "out reach." It is "what do you need?" and you will probably do better by optimizing for getting to that conversation, not through optimizing for low effort on your part.
Linked-in is best used for networking not push notification. Networking is about trust. Maybe you can't help with someone's problem but you know someone who can.
Finally, you can't sell desperately. Good luck.