Category Archives: SidePocket Startup

Vinny’s startup

Losing Friends

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Things sometimes go well.

Or so we hope.

Our new tech entrepreneur is in a new city with a new company, a new investment and a new start.

Maybe.  

Or maybe not.  

Vinny and SidePocket start operations in Silicon Valley.

Cast:

  • Sahara Ale – Jessie
  • Zoe Anastassiou – Maddie, the 8 Year Old Entrepreneur
  • Geoffrey Grier – Vinny 
  • Josh LaForce – Carl the VC
  • Cariad OBrien – Molly
  • Skippy – Himself

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A Story to Revisit: SidePocket

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It’s an ordinary story. 

And perhaps a bit of a fantasy.

But perhaps our time  could benefit from an ordinary story.  

A young African-American leaves Detroit in the mid-1980s to see what he might do in Silicon Valley and in the process, learns something about investment, governance and decisions (both good and bad).  Revisiting the story of. Vinny and SidePocket

 

Cast:

  • Zoe Anastassiou – Maddie, the 8 Year Old Entrepreneur
  • Geoffrey Grier – Vinny 
  • Noah Masur – Curt
  • Sahara Ale – Jessie
  • Jake Minevich – Dennis
  • Skippy – Himself

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Challenging the Board

hwms.coverartIt’s not a typical employee relationship – CEO and Board. Sure, there’s an employee contract but it hardly covers all the circumstances of the job. Vinny, the CEO of SidePocket, has concluded that his board is out of step with the software market and that he needs to take firm steps to show them a good strategy.  These steps will put him in conflict with the board, but it is an uncertain conflict.  He’s not directly disobedient.  Yet, he is not following the board strategy either. Cast:
  • Maddie, the young entrepreneur  – Zoe Anastassiou
  • Vinny, the CEO of SidePocket – Geoffrey Grier
  • Molly of SidePocket – Caraid O’Brien
  • Thomas of IBM – Ron Bianchi
  • Karen the Banker – Debbon Ayer
  • Carl of G&P – Josh LaForce
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Tech, Money, Betrayal & Bad Driving

hwms.coverartThings are never as clear as they seem.  Never as obvious.  Never as straightforward as you would like. It should be simple.  You get an idea.  You make a product.  You take it to the market.  Let your customers decide for good or for ill. But that simplicity masks the fundamental conflict.  A conflict over goals.  A conflict that is often deeply hidden in the acts and decisions of daily life. Cast members Caraid O’Brien and Josh LaForce talk about the current series of the podcast and the challenges of preparing a podcast while driving through the streets of San Jose, California.   Cast:
  • Molly of SidePocket – Caraid O’Brien
  • Carl of G&P – Josh LaForce
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To Make A Point

hwms.coverartSometimes talk doesn’t work. You’ve argued your case again and again. They hear your points, concede your argument but don’t accept your conclusion. What do you do? And when do you do it? And perhaps most importantly, what do you tell yourself about the risk involved? A key moment in the development of SidePocket. Cast:
  • Maddie the 8-year-old Entrepreneur – Zoe Anastassiou
  • Vinny the CTO – Geoffrey Grier
  • Molly of SidePocket – Caraid O’Brien
  • Carl of G&P – Josh LaForce
  • Jim or Kim or Tim – Ron Bianchi
  • Violet of Marketing – Margaux Amie
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Success & Temptation

hwms.coverart What’s success?  A million a month? A million a month in revenue for a young software firm? (Remember, this story comes from the 1990s, Podcastland.) It’s not a bad start. But what do you do with success? Throw a party? Lease a new office building? Build your technical staff? Listen to your board and take a stab at controlling the market? Such is the problem faced by Vinny, the CEO of SidePocket. He doesn’t know what path to take even with the siren call of temptation sweeps through the air.   Cast:
  • Maddie the 8-year-old Entrepreneur – Zoe Anastassiou
  • Vinny the CTO – Geoffrey Grier
  • Molly of SidePocket – Caraid O’Brien
  • Carl of G&P – Josh LaForce
  • Rick at the Converence – Ron Bianchi
  • Karen from CalFed – Debbon Ayer
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Stories about Tech Governance

hwms.coverartTechnology & Governance?  What’s the big deal?  It’s just politics.  Right? And why are we doing it with stories?  Why can’t we just give you the PowerPoints and be done with it? Because Tech Governance is a key part of our age.  Without it, you don’t get the new products, the new services, the new tools, the new ideas. By why stories? Because you only learn this stuff by living it.  And if you can’t live it yourself, you can at least eavesdrop to someone who is living with those lessons and get the benefits of their experience. A mid-series overview of the podcast. Cast:
  • Maddie the 8-year-old Entrepreneur – Zoe Anastassiou
  • Vinny the CTO – Geoffrey Grier
  • Jessie of SidePocket – Sahara Ale
  • Rick of SidePocket – Noah Masur
  • Molly of SidePocket – Caraid O’Brien
  • Carl of G&P – Josh LaForce
  • Violet from Marketting – Margaux Amie
  • Dennis of Toolcart – Jake Minevich
  • Rick at the Converence – Ron Bianchi
  • Karen from CalFed – Debbon Ayer
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Who Gets Representation & Why?

hwms.coverartThey’re just a bunch of old guys, right?  The board.  The board that is supposedly guiding your company.  Who do they represent?  And why don’t employees get automatic representation on the board?  All are tough questions. In theory, and the theory is fairly broad, board members represent no one.  They are supposed to put aside their individual needs and desires and decide what is best for the organization. But broad theory and narrow practice can be quite different, or at least that is what Jessie believes. Cast:
  • Maddie the 8-year-old Entrepreneur – Zoe Anastassiou
  • Vinny the CTO – Geoffrey Grier
  • Jessie of SidePocket – Sahara Ale
  • Rick of SidePocket – Noah Masur
  • Molly of SidePocket – Caraid O’Brien
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