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Steve Humphrey

Chief Technology Officer

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“Tomorrows Successful businesses will not win by competing ruthlessly in today’s marketplace but will escape competition altogether because the business will be unique”

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Basics

Originally, I am from Delevan Wisconsin and moved to Southern California at the age of 3.  A few years later my family relocated to Northern California and into Redwood City where I live today.  I am currently married to Erica Headley who is a stay home mom and who is very involved in our Community through volunteering at our kids schools and our Local Little League.  We have 3 children named Tyler (9), Wyatt (7) and Kiyomi (5).  I was married in 2003.

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Background

My Career in Risk Management started really started at the age of 24 when I started working at a Flight Training Facility in Oakland CA.  Finishing up at San Jose State I decided that I wanted to pursue a career in aviation and transferred to Sierra Academy of Aeronautics to gain my commercial aviation license.   During my time there as a student, I started to work in our dispatch department.  Over a few years I continued to work in flight administration and turned my attention from being a commercial pilot to flight operations and management.  I found myself as the Director of Operations a FAA 141 Accredited Flight School with 250 students and 60+ aircraft and started learning how to incorporate company operational efficiencies with risk management.  After a few years the dreadful 9/11 attacks hit and like most flight schools in the country, the business was forced to shut down in 2004.

In 2005 I joined James Marek at Premier Business Insurance Services and started to my insurance career as a producer and partner.  Over the next few years I gained knowledge as a risk management professional working on personal and small commercial business.  In addition I directed the build of our agency management and paperless document systems to provide efficient systems for our growing staff and to provide our clients with unmatched customer service.   In 2008 Premier Business Insurance Services acquired Stratton Agency whose name we kept in order to keep the history stemming from their inception in 1914.  As we grew and new employee joined our team I was slowly staring to find myself falling into operational management duties again. 

Over the past few years I have dedicated my skills to building the foundation for our agency to be in a position to be scalable, efficient and consistent in the way we process our clients’ portfolios.  This allows our agency to be nimble, strategic and creative with the clients that we work with.  The result is a kick-ass agency that I am proud to be a member of.

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10
Years of Insurance Experience
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3000
Policies Serviced
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120
Effort Given
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3
Cups of Coffee per Day
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Presently

What I like most about my job is problem solving and more accurately, problem solving using today’s technology to its fullest.  In an industry that built around processes, I found it crazy how other agencies utilize their management systems and the technology that is available to them today.  I talk to people weekly on this topic and it reinforces what I don’t want to be; an agency that fails to give their employees the best tools available and the education how to operate those tools.  We live in a world that exploding with technological advancements and I strive to build a culture that provides our customers on demand service, custom software for specific operational inefficacies, risk management consultation and risk transfer placement.  The real satisfaction for me comes when I have an employee who finds a way to help solve a client’s problem using one of the many arrows in our quiver to provide a service experience that is unique to a certain situation.  To get employees to think outside of the box and how we can really help the root of someone’s issue instead of band aiding the problem is what we do best.

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What Others Are Saying

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OMG – Ryan Headley is the best Insurance Agent this side of the Mason Dixon

Phil McCrackin

Ryan is the best insurance agent there is, hands down

Dixie Normus

Ryan Headley is the illest dude there is yo – why aren't you doing business with him already?!?!

Josh Nadler
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Outside Work

Friends and family are what matter most to me.  I am an easy going California kid that enjoys being outside with the family.  In my free time I spend a lot of time with my family and am very involved in our city baseball community.  In addition to coaching several little league teams each year, I coach on a club team and sit on the Redwood City Little League Board of Directors.  By using my professional skills and knack for efficient processes I helped to combine 3 local little leagues into one league made up of over 900 kids and 80 teams.

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Future

There is a quote that we have posted in the office that we live by.  It reads “Tomorrows Successful businesses will not win by competing ruthlessly in today’s marketplace but will escape competition altogether because the business will be unique”.  This is where I see my company continuing to go.  Offering clients a service experience from our agency that is conducive to how today’s business women and men operate.  Gone are the paper files and hard copy mailings and welcome online customer portals and digital signatures.  I know this is not achievable by only maximizing today’s technology systems and what’s really more important is finding the talent to operate the systems in place.  Our employees are what really makes Stratton Agency great. Continuing to recruit highly motivated men and women with fantastic servicing backgrounds and fresh eyes to find better ways to enhance the customer’s experience or increase operational efficiency is what has gotten Stratton Agency to where it is today.  Continuing to build a culture where ideas are welcome and coupled with a management team who will listen really listen and act on ideas is how we become unique for our customers.    

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Experience

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COO @ Stratton Agency

  • 2005 – Present
  • Cloud software application tailored to risk management & other service professionals . Designed to bring an online solution that provides a unique experience for your clients.

COO @ Pizzasurance

  • 2013 – Present
  • Cloud software application tailored to risk management & other service professionals . Designed to bring an online solution that provides a unique experience for your clients.

Founder & CEO @ ReadyLife

  • 2010 – Present
  • Cloud software application tailored to risk management & other service professionals . Designed to bring an online solution that provides a unique experience for your clients.

CIO @ Redwood City Little League

  • 2012 – 2013
  • Cloud software application tailored to risk management & other service professionals . Designed to bring an online solution that provides a unique experience for your clients.
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Certifications

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  • Google Analytics Certified
  • Bing Ads Certification
  • Covered in Bees License
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Awards & Accomplishments

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  • Married 100 Years
  • Father of 3
  • Still Covered in Bees
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Press & Publications

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Blog

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Contact Ryan

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Best Practices Agency

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Personal Service

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Technology Focused

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24/7 Online Self Service

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Online Bill Pay

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Fast-Friendly Service

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