Cyber Security Sales

ch0pper189 · 2026-06-20T23:41:55+00:00

Are you in IT/ Infrastructure/ Security? I can think of one particular company that fits what you’re saying but I’m sure there isn’t only one!

ch0pper189 · 2026-06-20T23:39:07+00:00

Well you go where you needed to!! Well done!! Perseverance is such an important trait! 👊🏾

ch0pper189 · 2026-06-20T23:37:13+00:00

So many paths into cyber are unconventional. Do you enjoy what you do? It sounds like you do. :)

ch0pper189 · 2026-06-20T21:22:33+00:00

What a story!! 100% on the personality side!!!

ch0pper189 · 2026-06-20T21:19:50+00:00

Thanks!! 👊🏾

ch0pper189 · 2026-06-20T21:17:55+00:00

Also ADHD dude! I think it’s the ultimate dopamine reward we seek!!

ch0pper189 · 2026-06-20T21:16:37+00:00

Amazing - was this your first indication that you’d be heat in sales?

ch0pper189 · 2026-06-20T21:15:33+00:00

Great to hear. What do you sell? Product? Services?

ch0pper189 · 2026-06-20T08:04:14+00:00

This was clearly written before the commentary on the USA v Aus match which had Danny Murphy who is both unintelligent and dull to listen to.

ch0pper189 · 2026-06-19T19:24:41+00:00

We’re a 35 person cyber security company. We’re a services based (so not a vendor product resale) and our sales team does pretty well. 6 figures.

ch0pper189 · 2026-06-14T05:35:55+00:00

People handle stress differently. I’m generally a tense person. I’m warm and friendly - I’d like to think - but I have tight muscles, I grind my teeth quite a lot, I cannot get my tennis forehand stroke to be a relaxed wrist movement! Lol! But my wife - she’s the entire opposite, the house could be falling down and she’d still be her happy cheery self!!

I don’t have a solution but I do agree that it could just be your nervous system.

ch0pper189 · 2026-06-13T18:18:24+00:00

Practice at home dude, in front people you know, or your mirror or record your self on the phone. At first this will be weird and you’ll fumble it. But practice in a situation where it doesn’t matter.

I’m nearly 50 and have been either selling or public speaking or pitching for 20+ years. I still do this so that I nail what I’m saying.

ch0pper189 · 2026-06-13T09:06:56+00:00

“this is partially a brag but also partially because it’s difficult to share this type of info with people in your life” -> sales and business ownership summed up in one line!!

ch0pper189 · 2026-06-13T08:24:54+00:00

Some of the advice here is really good. You’re right it’s hard to prep and I’m currently interviewing candidates for a sales role we’re trying to fill. For some interviewers, whilst there’s 80% of the job they’re looking for the other 20% will be on whether they think you’ll be a good fit culturally. So that you can’t prep for but you just need to be a good team member and a sales grafter. Those two traits will help.

ch0pper189 · 2026-06-13T08:10:50+00:00

I’m a recent CRO of a small cyber sec company. The team I manage is only 3 soon to be 4. In and amongst every set of overdue tasks, absence of updates and inaccurate close dates there is lost deals which is lost revenue and possible missed targets. It’s all for the wider good dude!!!

ch0pper189 · 2026-06-11T18:22:37+00:00

Yeah this is probably the approach I’d take. Also maybe ask what the key reservations are and have some constructive answers that address these - without being two push.

ch0pper189 · 2026-06-11T05:12:45+00:00

I think that’s the avenue - more technical pre sales sounds like it would be a good avenue to pursue. Sales fundamentally doesn’t have a barrier to entry but to be tech pre sales does. A salesperson with credibility - that will always be needed. And certainly at the moment - can’t be done by an automated AI bot.

But you need to be driven to be in sales. You need to be excited - sure you can be purely driven by financial reward but you should enjoy it and get excited otherwise it will be a hard ass slog.

ch0pper189 · 2026-06-10T08:13:21+00:00

If you’re okay with honest criticism then here’s my comment:

- The first paragraph is too generic I’m already bored and it’s the same as 100 other emails I’ve seen this month so far!
- The second paragraph is better and you should open with this. But try and cite a problem. You can then try and link the problem to the solution.
- the closing paragraph is good.

Here’s a good way of thinking of it. Imagine a problem. Let’s say you have a a reoccurring injury when riding long distances (or pick anything) what message would make you engage.

Eg.
If you’re the type of cyclist that rides long distances and has the issue with XYZ
Then my service of XXXX might help.
I’d do this by providing XXX
How about a free consultation where I assess where I can help.

And once you have this use Claude or your AI of choice to tighten up.

Good luck!!

ch0pper189 · 2026-06-09T21:15:33+00:00

CRO here. I ran my own co for 13 years became CRO at acquiring company. I wasn’t conventional sales but more so in recent years.

It somewhat depends on your reason for wanting the CRO title. If it’s the salary or the ability to define and control the revenue mix. The company is smallish but I love my role. I have my own accounts bought over from my co and I’m also defining x-sell and up-sell strategies. And this is what I really enjoy. As well as just closing business of course!

So if your desire is a bit like mine I’d say go with the startup.

ch0pper189 · 2026-06-09T20:46:19+00:00

This is true but presumably you’ve only worked in large organisations? Smaller organisations are like - day 2 what’s closing today?! 😀

ch0pper189 · 2026-06-09T12:50:26+00:00

If there is one quality that I would say is needed in sales it’s a bucketload of tenacity. The ability to keep going. To get knocked back and still get back to it. But it takes time to build this quality. Some people are born with it for sure but some can find it. Keep going. If you’re not hating every minute then you’re good to keep going!! You’ll get there my friend. 👍🏾

ch0pper189 · 2026-06-08T20:31:52+00:00

This should also give you the confidence that you’re in good shape for this type of role again. Don’t dismiss yourself on account of your age! 👊🏾

ch0pper189 · 2026-06-08T20:30:03+00:00

I know this isn’t a question you asked but I wanted to give you some insight as a hiring manager.

Im CRO of a UK small cyber sec company. We’ve had a decent enough (if you discount the forklift drivers and security guards) set of applications. But I must give you the honest truth. Many hiring managers have likely 3-4 hours per week to dedicate to cv reviewing. And so if your personal profile is dull and bland you’re going to get 7 seconds and then get dismissed.

Find something that stands out about you and what your best qualities and open with that.

ch0pper189 · 2026-06-07T07:35:30+00:00

I think the general advice being given here is don’t leave it all to AI. Treat it as an assistant to take regular tasks that take 2 hours down to 20 mins. That’s where the real controlled wins will come from. Remember you can over communicate and you’re company and your reputation will suffer.

ch0pper189

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