Selling to IT
How to get meetings with IT directors who ignore vendors for a living.
IT directors and heads of IT field more vendor approaches than almost anyone. What got a Microsoft partner in front of IT leadership at established law, investment and private equity firms, and what we would tell anyone selling technology into the mid-market.
Samuel Parsons2 min read
You get a meeting with an IT director by asking about a process they already know is broken, not by naming your product. Nobody wakes up wanting Power Automate; they want the onboarding that runs on email, the approvals that queue behind one person and the report that takes three days to stop. Open on that, and the product arrives as the answer to something they have already said out loud.
Why they ignore you
- They are called by every reseller, every SaaS vendor and every agency with a partner badge. A product name is a filter, and you fail it.
- In a mid-market firm the IT director owns the systems, not always the budget for the process. The call has to be worth passing on.
- They have been promised transformation before. A specific, small, measurable problem is more believable than a big one.
What worked
Open on the process.
Is there a process in your team that feels more manual than it should be? How much time goes to onboarding, approvals or Subject Access Requests? If the board asked for last month’s margin, how long would a reliable answer take? Those are questions an IT director answers in a sentence.
Pick a sector with process debt.
The campaign worked 500 UK professional services accounts: law, investment, recruitment and private equity. Established firms with real systems and real workarounds, not start-ups with nothing built.
Aim at the person who decides.
Every meeting was with senior technology leadership - Partner and Head of IT, IT Director, CTO. Nothing had to be passed upwards.
Have a second argument ready.
Reporting reaches a different buyer in the same firm - the finance director or CFO - with the same complaint about slow, fragmented data. Two routes into one account.
What it produced
£180k of pipeline from 500 accounts for HG Technology, with IT leadership at every meeting and further organisations carried into an active funnel after a first conversation. Their product manager’s summary: “We are not looking at other lead generation companies.”
If you sell technology to the mid-market
- Write the opener about the buyer’s week, not your roadmap.
- Choose one sector and learn its workarounds before the first dial.
- Multi-thread: IT, operations and finance inside each account, so one quiet contact does not close it.
- Refresh the data mid-campaign; IT teams move, and a bounced email is a wasted touch.
More on the sector, and the other technology campaigns, is on technology firms and Microsoft partners.
Fifteen minutes. No pitch.
If this describes where you are, fifteen minutes on a call will tell you what outbound would return on your market.
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