Grumpy Old Salesman....

Grumpy Old Salesman....

I’ve been in sales since I was 20, back when ‘SDR’ was just called telemarketing and your ‘tech stack’ was a phone, a pen, and a call sheet. I’ve done it all, from smiling and dialling to running sales teams. What keeps me interested isn’t the LinkedIn-influencer nonsense about ‘crushing it’ - it’s the psychology of selling: building real relationships, earning trust and helping the next generation of sellers cut through the noise. Don’t believe everything you read on LinkedIn. Most of those so-called gurus wouldn’t last a week on the phones.

I’ve been in sales long enough to remember when the height of technology was a Nokia brick phone and a Filofax. Fast-forward 30 years, and now everyone’s telling me AI is going to replace salespeople altogether. Spoiler: it won’t.

Here’s the thing, AI is a fantastic tool, but like any tool, it depends on the person holding it. Give a monkey a chainsaw and you’ve got chaos. Give a good carpenter a chainsaw, and you’ve got a fine piece of furniture. Sales is no different.

Where AI Actually Helps

  • Research: AI can do in 30 seconds what used to take me an afternoon of digging - pulling together company news, sector challenges and even hints about a prospect’s buying signals.
  • Prep: Drafting email skeletons, call outlines, and LinkedIn messages. Notice I said skeletons. AI gives you a framework; you still need to inject your own tone, insight and humanity.
  • Admin: If AI can take notes, update CRM and write call summaries so you don’t spend Sunday night catching up, that’s a win.

Where AI Is Useless (and Dangerous)

  • Cold Outreach: Those soulless, copy-paste AI emails flooding inboxes? They scream “I don’t care enough to write to you properly.” You might get replies - but usually from people telling you where to stick your pitch.
  • Building Trust: You don’t win a six-figure deal because a robot wrote a nice email. You win it because you listened, you understood and you built confidence. No shortcut exists.
  • Negotiation: When the CFO is squeezing you on margin, you can’t exactly say, “Hang on, let me ask ChatGPT what I should do.”

The Bottom Line

AI is like a rookie SDR: eager, fast, but doesn’t understand nuance. Left unchecked, it’ll embarrass you. But managed well, it can take grunt work off your plate and give you back the time to do what actually closes deals - conversations, relationships, trust.

So, next time someone tells you AI is the future of sales, smile politely and remember: the future of sales is still you. AI just makes sure you’ve got more hours in the day to do the stuff that matters.


💡 Practical Tip of the Week: Next time you’re writing a prospecting email, try letting AI draft the first pass. Then, rewrite the opening line as if you were sending it to your best mate. You’ll be amazed at how much more human it sounds.

James Robson

Data Protection Officer | Data Sharing Specialist | Speaker | Host | More Soon!

1w

Really liked this!

Michelle Blee

Director of Sales UK & Ireland at ePac Flexibles / Digital Printing / Flexible Packaging @epacflexiblepackaging

1w

Love this !

Agam Chaudhary

Founder & CEO – Two99 | Creator – Binary Wall & GenShark

1w

This is refreshingly honest AI as the over-eager rookie SDR is a perfect analogy. Tech can assist, but trust and empathy remain irreplaceable. Do you think the next generation of sales leaders will treat AI as a crutch or as a genuine force multiplier?

Jon Burman

Head of Industrial and Distribution Sales - UK & I

1w

Listening is becoming a forgotten art, Phil..! Enjoyable read. 😉

Rob Finney

Head of Sales at ITB Ltd | Cyber Security | IT Security Solutions | Data Protection

1w

You’re certainly a grumpy old something mate! Love this, agree with just about every word you’ve put. Only thing that I’d add, is that the only way AI can sell to a customer, is if the customer 100% knows a) what they want and b) how to procure it. Since very few customers ever tick both boxes, they’ll always be a need for sales people!

To view or add a comment, sign in

Explore content categories