Prove the business case

This is the first thing to try to do. It should be focused on the financial aspects, i.e. how to generate more money or spend less. It can be about driving efficiency within the organisation too. Show how digital adds value.

Take the boss to a good conference / event

And not one where you are going to be constantly pitched to by feverish suppliers. Learning-based events are the best.

Connect him with his peers

You can do this both online and offline. Econsultancy runs roundtable-based events such as Digital Cream (in the UK, Dubai and Singapore) and Peer Summit in the US, which allow client-side people to get their heads together for knowledge-sharing in a relatively informal setting. It works very well.

Show him the business data to prove effectiveness

Ideally yours, or otherwise a competitor’s (which you can glean from annual reports, interviews and case studies).

Present a case study

You can look at the big picture, or you can go niche and focus on one particular topic. Remember to bring it back to the numbers wherever possible.

Explain that we live in a multichannel world

More than 40% of Boots customers buy online and collect in store. 58% of UK shoppers check products out in store, then buy online. Around 19% of shoppers use their mobiles while out shopping to look up product information, reviews and pricing. 39% of shoppers always research products online before heading to the high street to buy. I have so many more… the point is that consumers don’t think in terms of ‘channels’, and perceive brands as single entities (which they are). Businesses need to wake up to this, and fast.

Overload him with stats

If statistics and trends are his game then download our Internet Stats Compendium and allow him to fill his boots.

Benchmark and evaluate the competition

Numbers aside, you can demonstrate what your competitors are doing. Show the boss websites, apps, Facebook pages, Twitter profiles, Google placements, blogs, and so on. Some of these things will be great (make the boss jealous). Others will suck (tell him that you can crush your competitors like a bug). Find opportunities and mine the gaps.

Set the boss a challenge to find something they know nothing about

Sit back and watch as he turns to digital channels for the answers. If he finds the answer via some other non-digital process then show how him how digital offers a quicker, easier route to knowledge.

Demonstrate scale

Show realtime results on Google. Show Twitter trends (choose carefully!). Watch them quickly stream down his monitor screen. If scale doesn’t get him excited then he may be a lost cause.

Talk in a common language

Using the above example, and if your boss runs an old school retail business, then why not describe all this realtime user activity as ‘footfall’?

Avoid jargon at all costs

Don’t do it. You’ll alienate him, and you won’t sound big and clever.

Identify potential clients via keyword research

Find prospective clients / leads on Google, on Twitter, in forums. Then demonstrate how easy it is to start talking to them. Have a conversation with somebody you don’t know on Twitter by responding to a tweet or searching for a relevant question to answer. Prove how straightforward it can be to interact and influence people.

Show him the Google data

The actual numbers. Use Google’s keyword tool to highlight how many people search on keyphrases relevant to your business. Make the boss aware of Google’s mindblowing reach. Scale normally raises the excitement levels of senior management.

Now show him your Google Analytics data

Assuming you have a website, that is. In my experience, allowing newbies to play around with your visitor data is one of the more engaging things you can do. Show them what kind of things can be measured, and explain why these things matter. Then you’ll be able to talk about how to improve those numbers.

Talk about best practice

This follows on from the analytics data. How do you reduce bounce rates? How can you convince more people to convert? You might need to make some contextual real world analogies that make sense to the boss. Don’t blind him with science.

Set the boss a task and empathise, e.g. ‘buy something online’

Watch as he gets frustrated (as we all do). Feel his pain. Explain that these are the barriers that need to be smashed in order to create a great customer experience. Identify the parts of your website that need attention. Websites don’t have to suck.

Prove the concept first

There are low barriers to entry for digital. Start small, start cheap. Launch a blog. Set up a Twitter account. Plug in Google Analytics if you haven’t already. And then give the boss a presentation on your progress.

Show the human side to digital

Many digital aliens believe that the internet is a place for techies, or the tech-savvy, when in fact this isn’t really the case at all. There’s also an animal side to digital, in the event your boss is a cat fanatic.

Bring in an evangelist

You might need a wingman. If you go down this route be sure to opt for a personable, charming, straight-talking type, rather than a hellfire mile-a-minute fearmonger.

Send him great web links on his favourite topics

Vintage cars. Cigars. Golf. Money. You know, the things a boss likes. Whatever floats his boat. Usage is an essential component in attitudinal change.

Send the boss to an Econsultancy training session

This wasn’t even my idea but our Fast Track Digital Marketing Training is about the best thing any beginner can do (we send all of our new non-digital hires onto it). We also provide in-company training if you have a platoon of digital dodgers. And we run training courses all over the world.

Put together a daily digest of web trends / hot stories

“Even if one link a day is clicked on it cumulatively changes culture,” says @neilmajor.

Play the BMW augmented reality ad

“Get him to love it first, and then talk about implementation,” suggests @MagdaFrankowska.

Show him the ropes

The actual ropes. @David_Abreu suggests that you can “help him learn by doing”. For example, demonstrating how Twitter might work within the organisation by using an internal microblogging service like Yammer. Or perhaps you can publish something onto a blog (“it’s easier than using Microsoft Word…”). Be careful though as some people’s eyes might glaze over if you push too hard, too soon (despite how ridiculously easy it is to use these tools). Theory first, practical stuff later.

Buy your boss an iPad

It is a great interface for consuming the web and there’s a lot to be said for gestural user interfaces: they can make the user more at ease. Point and click using your finger is much more intuitive than by using a mouse.

Explain the Zappos story

This is about proving how important the customer experience is, and showing how customer satisfaction leads to loyalty, advocacy and a much more profitable business. The key number is that 75% of Zappos business is generated by repeat customers. And remember that once upon a time they said you could never sell shoes online!

“Get him an Econsultancy membership…”

We think you’re great, @peweedesign. If you go down this route then point him at our beginner’s guides and business cases, rather than the best practice guide to technical SEO.

Multiple tips of the hat to all who responded to the call for ideas on Twitter, notably @jonnychallenger, @WebgainsUK, @Koozai_Mike, @KamPullar, @akronsound, @iancreek, @ryanpaultaylor, @zacklinyoung and @katefairhurst, as well as those named above.

Do you have any other ideas? What worked for you? Please leave a comment below…