Posts Tagged ‘Tech’

047 B2B Enterprise Tech On Fire with Christopher Lochhead

B2B Enterprise Tech On Fire with Christopher Lochhead Follow Your Different™ Podcast

On this episode, Lochhead shares some of the amazing things going on in the enterprise tech industry.

Enterprise Tech on the Rise

Back in 2012, the legendary venture capitalist Jim Goetz of Sequoia made a declaration that tech entrepreneurs were too focused on the consumer world and have ignored the $500-billion market opportunity, which is the enterprise space. Soon after, the Cloud went bigtime—the tipping point for a lot of big innovations. 

Bob Evans of the awesome podcast Cloud Wars said that for Q1 of 2019, Microsoft, Amazon and IBM will combine for $23 billion in Cloud revenue.

“Twice as many enterprise startups have become billion-dollar companies compared to consumer startups.” – Jim Goetz, Senior Partner Sequoia Capital

The Golden Age

Over the last 10 years, there has been an acceleration of innovation. According to Lochhead, this is the greatest time in history to be in the tech industry and particularly in the tech enterprise industry.

“The enterprise space is—if you’re willing to dig it out, if you’re willing to work hard on it and be smart—it’s less binary than the consumer space. With grit, some intelligence, some great technology and some category design, you can really make something of yourself.”  – Christopher Lochhead

Enterprise vs Consumer Tech Companies

Rolfe Winkler, the author of the article, The Tech IPO Delivering the Most for Investors, points out that enterprise companies produced a median of 126% stock growth, compared to a median of 15% increase for consumer tech companies. 

Consumer tech is a hit business, but it is hard to predict in a way that enterprise tech is not. Christopher also thinks that it’s getting tougher to find new niches in the consumer side and startups are afraid of the big players.

“Consumer-focused businesses may have more cachet, but technology startups that cater to companies are what is really hot.” – Rolfe Winkler, The Wall Street Journal

To hear more about the dynamic enterprise tech industry download and listen to this episode.


Christopher Lochhead is a #1 Best Selling Amazon Author and “Top 30” rated Podcaster. He is a former 3 time public company Chief Marketing Officer in the enterprise technology business where he spent more than 2/3 of his career. He’s been called “one of the best minds in marketing” by The Marketing Journal, a “Human Exclamation Point” by Fast Company, a “quasar” by NBA legend Bill Walton and “Off-putting to some” by The Economist.

He co-authored two best seller books:

Niche Down: How To Become Legendary By Being Different 

Play Bigger: How Pirates, Dreamers, and Innovators Create and Dominate Markets.





Links for Articles and Data Sources:

“As Cloud Market Roars, Microsoft, Amazon and IBM Will Total $23 Billion in Q1 Cloud Revenue”

WSJ Article


Jeff Richards Episode

Eric Yuan Episode

Vineet Jain Episode

1 Life Fully Lived Conference

We hope you enjoyed Christopher Lochhead on this episode of Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on FacebookTwitter, Instagram and subscribe on iTunes!

042 The Future with Mark Pesce

The Future with Mark Pesce Follow Your Different™ Podcast

In today’s episode, we hang out with a leading futurist Mark Pesce. He and Christopher discuss how smart the world is, why we should not be afraid of the future, how the next ten years will play out and how technology will transform our health and well-being.

Path to the Future

People get blindsided, uncontrollable and scared of what the future holds. We tend to give up when we feel that everything is not falling into place. Mark wants to show us that there is always a path through.

We have always had this path. All it takes is looking at our past and the clues to help us understand how we are going to find our .

“People come out of that with the sense of urgency that there is something that they can do, something that they can be that allows them to have not just a stake in the future, but a capacity to keep up with that future.” – Mark Pesce

Fear Because of Change

According to Mark, kids these days are so different because of their experiences.

We ask ourselves why the world is changing and why we can’t keep up. The idea of fear in us is because of change. And it is something that can be tolerated as we have the capacity to learn from one another.

“We like to master things and we don’t like it when those things change from underneath us because it makes us feel like we’re losing on mastery.” – Mark Pesce

A Smarter World

The world is getting smart. There are apps, computers, electronics, high speed mobile Internet and sensors everywhere. Mark said that over the span of 40 years, all we have done is to learn how to take all the principles that are embodied with all of these.

We have such connections, wiring and intelligence of the world that when we look at it one way, it seems very threatening. It can seem that the world is going to be so smart and would not need us anymore. But we should always remember that a machine can be dumped a million times faster than a human can.

“The challenge and pressure for us is can we get smart at the same pace the world is getting smart?” – Mark Pesce

To hear more about Mark, the leading futurist, download and listen to this episode.


Mark Pesce is a leading futurist, author, entrepreneur and innovator. 

He is an award-winning columnist for The Register and producer and host of This Week in Startups Australia. Mark invented VRML, the standard for 3D on the Web and a core component of MPEG-4. He also authored 6 books including:

• VRML: Browsing and Building Cyberspace
• The Playful World
• The Last Days of Reality


Twitter @mpesce

LinkedIn @markpesce

We hope you enjoyed Mark Pesce on this episode of Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on FacebookTwitterInstagram and subscribe on iTunes!

011 Bob Evans – Tech Industry Thought Leader

Bob Evans Tech Industry Thought Leader Follow Your Different™ Podcast

Communications guru and podcaster Bob Evans joins us once again for today’s episode. He and Christopher have a thoughtful conversation on movies, technology, being direct and so much more.

Pondering the Past

Nowadays, watching the news entails being freaked out by the realities of the world. Given all that, would you consider revisiting the film classics like One Flew Over the Cuckoo’s Nest and Cool Hand Luke? Bob says that it might be a good idea if we did.

Remember the iconic scene where Jack Nicholson’s McMurphy tried lifting a water fountain? He couldn’t do it, but at least he tried. Then there was Paul Newman’s Luke who swore death against defeat and who thought nothing was a mighty cool hand.

“We are in a time now when so much of our life is restricted. We’d let our fear shrink our world. We let fear, you know, crush our dreams.” – Bob Evans

Beyond What You’re Dealt

The culmination of all these, Bob says, reflects how it’s not what’s around you that determines what you become. Your fate turns out the way you play yourself. Not much depends on the hand that you’re dealt.

“I think it’s good to go back and look at some of those things and realize we get to parts where we are today by letting it happen. Declining’s a choice.” – Bob Evans

Merits of Technology

When Bob left the media industry to jump into technology, a lot of people said that he was coming to the dark side. When he asked them why they thought so, they would say it was because tech people were dishonest. But to Bob, the change was like coming into a brightly-lit place coming out of the dark side.

People have plenty of valid reasons to “bitch about technology”, but there’s a big but, and Christopher has a few choice words for them.

“Innovation overall has massively increased the well-being of human beings, the lifespan of human beings, and the quality of life of human beings.” – Christopher Lochhead

To hear more about technology, the virtue of being direct, and the downside of judgment-free zones from Bob Evans, download and listen to the episode.


Bob grew up outside of Pittsburg with hardworking parents and his 6 siblings. He graduated from the University of Pennsylvania in 1978 and entered the business world, flowing his passion for information technology and writing.

He rose to become the editor of Information Week, one of the top two publications in technology at the time. Then he became the SVP and Content Director for Information Week’s parent company TechWeb/CMP.

After thirty years in the media business, he left to join the world of software vendors. Following a quick stop at ERP vendor SAP, Bob was recruited by the world 5th richest person, a legendary category designer and entrepreneur Larry Ellison the founder of Oracle.

At Oracle, Bob served as SVP and Chief Communications Officer for Larry. Today, Bob runs his own strategic communications firm, is a prolific writer, a tech industry commentator, public speaker, and a legendary guy.

He hosts the widely popular Cloud Wars Live Podcast.




We hope you enjoyed Bob Evans on this episode of Follow Your Different™! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes!

220: Jason DeFillippo Grumpy Old Geeks & The Jordan Harbinger Show Podcast CoHost

Jason DeFillippo Grumpy Old Geeks & The Jordan Harbinger Show Podcast Co-Host Legends and Losers

What exactly is AI and why does everyone insist on using the term to cover a multitude of basic software? Jason DeFillippo of the Grumpy Old Geeks and The Jordan Harbinger Show joins us for today’s episode. He talks about tech trends and why the blockchain is the second coming of push.

“It’s an Excel spreadsheet that has track changes turned on that everybody has access to.” –  Jason DeFillippo on the blockchain

Three Things We Learned

Grumpy Old Geeks vs The Jordan Harbinger Show

Jason is having the time of his life being part of two shows that infinitely differ but also share similarities. Grumpy Old Geeks is the show for tech veterans who have seen it all and want to get a few kicks by making fun of new tech. The Jordan Harbinger Show is a cerebral podcast that challenges its listeners and guests to think.

Marimba, PointCast, and Blockchain

Jason has seen a lot of things over his twenty-something years in the tech sphere. Among these is the quick rise and even quicker downfall of the enterprise and consumer versions of the push software: Marimba and PointCast. According to Jason, this trend is visible in today’s second coming of push: the blockchain.

AI: Fancy name for basic software

Blockchain is right on the heels of AI, the ambiguous term everyone uses to call a bunch of software that run through basic machine learning and algorithms that make it pretty difficult to enjoy the Internet. This term was coined long before actual software deserving of the moniker began to exist. And even then, the programs are pretty far off what the sci-fi novels had planted in our brains.

New tech turn up fast. But the trends are there, and they’re almost always bound to be true. If Jason’s informed guesses are correct, then it’s not too much of a stretch to claim that sooner or later, AI and blockchain will meet the same fate as their predecessors.


Jason is a full-time podcast producer and editor for The Jordan Harbinger Show. He is also  the Creator and Co-host of the Grumpy Old Geeks Podcast.

Jason has been building websites since the early days in 1994 for clients that range from small businesses to million dollar websites for blockbuster films to his own start-ups.

In 1994, he created the groundbreaking website Spewww which was nominated for a Webby in the first year the awards were held in 1998.

In 1995, a new media company in Santa Monica moved him out to Los Angeles to build the first website for Epson America.

Since then, Jason has launched over 250 websites for major corporations like Paramount Pictures, Sony, Warner Brothers, and Disney.

He also created the two time SXSW Weblog Award winning Blogrolling service as well as co-founded the global blog network Metroblogging.

He has worked at several startups in San Francisco including Technorati and 8020 Media, the publishers of, and statistical aggregator Metricly.






Grumpy Old Geeks – Website

The Jordan Harbinger Show – Website

We hope you enjoyed Jason DeFillippo on this episode of Legends and Losers! Christopher loves hearing from his listeners. Feel free to email him, connect on FacebookTwitter, Instagram and subscribe on iTunes!

215: Trading Legendary Stories with Colin Vincent

Trading Legendary Stories with Colin Vincent Legends and Losers

On today’s episode, Legends and Losers’ original co-host Colin Vincent picks up the mic with Christopher Lochhead. They kick it back and talk about Colin’s weight loss. They also trade legendary stories involving hotel apps, Japanese toilets, a new world record for solving the Rubik’s cube underwater, and so much more.

“I would know that I did something that I could stop doing the next day… Doing this allowed me to feel more in control of what was going on in a way that I hadn’t felt before.” – Colin Vincent on his weight loss

Colin Vincent’s Journey to 35 Pounds Less

Colin has invested time and effort to lose some weight over the past year. He has a habit of weighing himself every morning to make himself more conscientious of his progress. Colin also keeps track of the food he eats in order to be able to determine what’s actually causing his loss or gain.

Additionally, he got rid of sweets and keeps a high-protein and high-fat diet. Colin even switched from liquor to red wines. Clearly, all his efforts have paid off.

Fantastic Hotels

In a recent excursion to a dude range at Montana, Chris experienced what he claims has to be the future of hotels. The hotel they stayed at had a smartphone app that had everything they needed, from itinerary down to room service. Overall, the range adventure had been something out of the ordinary.

Colin also had a pleasing hotel stay in Japan where everything was computerized. Codes were given to enter rooms and lobbies, and even the checkout and penalty systems were run via computers. And to top everything, the toilet seats with built-in heaters came with automatic washing and blow-drying.

More Legendary Stories

Chris and Colin proceed to talk about a burglar that was nabbed after his vehicle got stuck in a pile of stinky manure, a man who survived bear attack and got bitten by a shark the same year, and a whole lot more.

To hear more stories, download and listen to the episode now!


Burglary suspect nabbed after getaway vehicle gets stuck in large manure pile

Georgian boy solves six Rubik’s cubes under water in one breath

Here’s why Amazon may beat Apple to $2 trillion

Woman slams airline for calling her ‘Miss’ instead of ‘Doctor’: ‘This was not about my ego’

In Apple’s Third Act, the iPhone Plays Supporting Role

Marijuana use continues to grow among baby boomers

Study: Airport plastic bins carry highest virus levels

Babies learn most of their vocabulary from their fathers, according to new research

New study finds more than 2 billion people overweight or obese

We hope you enjoyed Colin Vincent in this episode of Legends and Losers! Christopher loves hearing from his listeners. Feel free to email him, connect on FacebookTwitter, Instagram and subscribe on iTunes!

213: Alex Constantinople PR/Communications Leader

Alex Constantinople PR Communications Leader

How do you become a media-savvy business leader in a world where no communication is internal anymore? CEO of Outcast and legendary tech PR leader Alex Constantinople shares with us the story of her career and what leaders need to know about the modern media landscape.

“At the end of the day, it is also what other things should we be doing to get our story out.” – Alex Constantinople

Three Things We Learned

Representing somebody entails not only knowing them

At 22, Alex found herself as the PR representative of Larry King, one of the most high-profile people in the world. She did extremely well on her first job and has learned a lot through her two-year stint. To represent somebody means more than knowing what they’re about; you need to have a deep respect for who they are and what they do.

Acting like a corporate executive is exhausting

Her skills and confidence in communications contributed a lot to her eventual success working with Larry King and at NBC. But when Alex moved to corporate life and had to take on the image of a corporate professional, she found it extremely exhausting. Ultimately, being real remains the easiest and fastest way to go and build a career.

Business leaders can’t rely solely on media anymore

It is one thing to build a story that you can own and present to your customers. The next step is to determine how to present this story so customers can find them where they need to see them. But telling your story through the media is no longer the sole channel for this purpose.

The media landscape has changed over the course of history. The techniques through which businesses can tell their stories have also evolved. Only those who realize the limitations that come with relying solely on media can actually attain success and progress in this tech-driven world.





We hope you enjoyed Alex Constantinople on this episode of Legends and Losers! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes!

210: Older Entrepreneurs Winning

Older Entrepreneurs Winning Legends and Losers

On today’s episode of Legends and Losers Unlocked, Christopher Lochhead shares the awesome and fascinating article written by Irving Wladawsky-Berger for Wall Street Journal. It tackles the prevalent ageism in Silicon Valley and how research shows that contrary to popular belief, older entrepreneurs are winning.

“I’ve been a lot more successful as I got more experience. And I think that tends to be true.” – Christopher Lochhead

Ageism in the Tech Industry

Pretty much the 20 years Christopher has been in Silicon Valley, the common thinking is that being a tech entrepreneur is a young person’s game. At one point in his career, one of the top venture capitalists in SV told him that all the great startups are founded by men 35 years and younger.

Other people say that if you’re over 50 in Silicon Valley, you have “aged out.” This is peak ageism.

Glorified Youngsters

The media celebrates the likes of Steve Jobs, Bill Gates, Mark Zuckerberg and Larry Page who were in their 20s when they first made a name for themselves. And then there’s Bezos founded Amazon when he was 30.

There’s a tremendous amount of attention paid to these young geniuses, as they should be. Zuckerberg believes young people are smarter and Thiel created a program providing hundred grand for young people to pursue their ideas. An Economist article even says that entrepreneurs are stereotypically college drop-outs.

Age on the Side of Entrepreneurs

Venture capitalist Vinod Khosal said people under 35 make change happen and that people over 45 die in terms of new ideas because they keep falling back on old habits. But Christopher would like to disagree. Not all old people are averse to new ideas, especially in the tech sphere.

Backed up by research, age is still on the side of entrepreneurs. A group of researchers from MIT broke down over 35,000 high-growth firms, both startups and long-standing companies. Needless to say, their findings will make people think twice about their perceptions on age in the tech industry.

To hear more about the article and why older entrepreneurs are winning, download and listen to the episode now!


Silicon Valley Myths Aside, Time Is on the Side of Aging Entrepreneurs

MIT Report: Age and High-Growth Entrepreneurship

The Brutal Ageism of Tech

Can you teach entrepreneurship?

We hope you enjoyed this episode of Legends and Losers Unlocked Older Entrepreneurs Winning! Christopher loves hearing from his listeners. Feel free to email him, connect on Facebook, Twitter, Instagram and subscribe on iTunes!

205: Legends and Losers Unlocked Elon Musk What The Mainstream Business Press Doesn’t Get

Legends and Losers Unlocked Elon Musk What The Mainstream Business Press Doesn't Get

On today’s episode of Legends and Losers Unlocked, Christopher Lochhead tackles another topic that has been on his mind of late. Entrepreneur and Tesla founder Elon Musk has received a lot of negative press recently. Christopher proceeds to break down what the press doesn’t get.

“These geniuses, these people who take big risks are by definition unique, by definition strange. They are doing things that are exponential, not incremental.” – Christopher Lochhead on Elon Musk

The Controversial Elon Musk

Lately, Elon Musk has done some things that are a little bit unusual. These include tweeting a lot about taking Tesla private and claims about the rescue of the boys in a cave in Thailand that got people upset. Not to mention the piping hot issue of his smoking weed and drinking scotch when he guested on a podcast.

These concerning issues have raised a couple of eyebrows, but the press has only managed to skim the surface.

Mega Outlier in a World of Outliers

Elon spends his whole life going too far to find out how far he can go. And this is what the mainstream media doesn’t get. The entrepreneur creates electric cars and spaceships and wants to put tunnels under Los Angeles, and all these scream wacky.

Of course not everything that he does should be condoned. But Elon isn’t a button-down CEO. He is someone who exponentially moves the world forward, not incrementally running a company to squeeze out an extra penny of earnings next quarter.

Every Legend Gets Criticized

We must also note that legendary creators and innovators always get criticized in one way or another. One day people said Thomas Edison was a fake and a killer. They didn’t spare Benjamin Franklin and Steve Jobs.

Nobody is perfect. But these geniuses are, by definition, different.


Was Thomas Edison a hack? Historians take on claims in The Oatmeal

Genius or manchild? Reconsidering Steve Jobs after his daughter’s book

Genius in Madness? 72% of Entrepreneurs Affected by Mental Health Conditions

Are Entrepreneurs “Touched with Fire”?

Legends and Losers 072: Cameron Herold On Great COO’s & How To Reverse Engineer Your Vivid Vision

We hope you enjoyed Elon Musk What The Mainstream Business Press Doesn’t Get! Christopher loves hearing from his listeners. Feel free to email him, connect on FacebookTwitter, Instagram and subscribe on iTunes!

198 David Cancel Engineer to CEO

David Cancel, Engineer to CEO Legends and Losers

David Cancel is the co-founder and CEO of Drift, one of the fastest growing companies in the marketing space. A former engineer, he’s also a podcaster and author. Today he joins Christopher Lochhead to talk about building massive technological startups, sabbaticals, books, and why conversational marketing is the future.

“For me myself, engineer to tech to product to now, CEO… they’re kinda like a progression of the same thing… It’s like I’m trying to create our own world.” – David Cancel

Three Things We Learned

  • Anxiety-ridden break
When they first put up Drift, David and his team figured to create a tradition of taking a sabbatical every three years. But his turn to take a temporary leave from work came with the worst possible timing. His wife pointed out the fact that if he didn’t do it now, no one in the company was going to follow through, and so with tons of anxiety, he cashed in on the leave.
  • Pulling off a sabbatical with a great team
While his learning sabbatical offered lots of time to meditate and examine his life and willingly be at the beck and call of his daughter, some things broke. They were nothing he couldn’t fix though. He had his management team whom he could lean on while he set an example for all of Drift’s 190 and some employees to thank for that.
  • A startup faster than a rocket ship

Prior to Drift, David was the Chief Products Officer at Hubspot, another hugely successful company. The culmination of his experience from being part of large-scale bodies aided in growing Drift. And now his business is doing amazing, faster than any other company within and without their category.

Building a startup is one tough endeavor. Growing one is even more difficult because then you will have to learn how to brake and not implode. But with a team behind him willing to stay true to their visions from the get-go—sabbaticals included—, David thinks they can do it all.


David Cancel is a serial entrepreneur, podcast host (Seeking Wisdom) and angel investor/advisor.

Best known for creating hypergrowth companies, products and product teams at companies such as, HubSpot, Performable, Ghostery and Compete.

David has been featured by media outlets such as The New York Times, Forbes, Fortune, Wired and Fast Company. David has guest lectured on entrepreneurship at Harvard, Harvard Business School, MIT, MIT’s Sloan School of Management, Bentley and other Universities.

His popular blog has been read by 1M+ entrepreneurs, and his Twitter account @dcancel has 180k followers and is considered a “Must-Follow” account for entrepreneurs, executives and product people.