Michael Senftleber

Trailblazer
DISC Type : DI

Chief Technology Officer at Lob

Austin, Texas, United States

Overview

Michael is a technology and product executive with over 20 years of experience in B2B SaaS. As CTO at Lob and formerly at Arrive Logistics, he specializes in AI/ML innovation, product-led growth, and scaling organizations. His peers describe him as an intelligent, collaborative, and brilliant professional with a strong technical foundation.

Outside of his executive roles, Michael is an avid explorer. He took a career break to travel full-time with his family in an Airstream across the U. S. , Canada, and Mexico. This journey allowed him to reconnect with his passion for building meaningful technology and empowering teams.

During his travels, he immersed himself in GenAI and LLM technologies, developing his own software projects and prototypes.

Personality Overview

Achievement-Oriented

Values Relationships

Friendly But Fast

They are more likely to accept new and exciting technologies.  They are charming and can persuade others to support their decisions. A combination of speed and relationship gets the best response from them.

Topics They Care About

AI/ML Solutions
He has led teams in delivering AI/ML-powered solutions for dynamic pricing, marketplace matching, and contract optimization at Arrive Logistics.
Product-Led Growth
He is an advocate for product-led growth, having transformed an IT-centric structure into a product-led organization and established product management functions from the ground up.
Logistics Technology
As a contributor to SupplyChainBrain and former CTO of a logistics company, he is an expert on implementing customer-focused technology to solve supply chain challenges.

Media Appearances

Michael has no verified media appearances

Work History

Chief Technology Officer at Lob
Fractional CTO/CPO, Board Advising at Senftleber Advisors
Travel at Career Break
Chief Technology Officer at Arrive Logistics
Executive Vice President of Product & Technology at Arrive Logistics

Education

2004 - 2006
Master of Business Administration - MBA from Texas McCombs School of Business
1995 - 1999
Bachelor of Science - BS from University of Florida

More Information

Social Presence :

Prographics :

Exp : N/A Location : Austin, Texas, United States Job Level : Leadership Designation : Chief Technology Officer at Lob
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Insights For Selling To Michael

During A Call Or A Meeting

DO's

  • Build a trustworthy relationship while keeping the product center-stage
  • Ask them for a lunch or coffee once some rapport has been established
  • Use phrases like ‘your decision will’, ‘you will impact’ etc.

DONT's

  • Don’t hesitate from asking questions or pushing them, but take a friendly approach
  • Avoid unnecessary negativity or slowness
  • Don't make any commitments that you might not be able to fulfill

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Michael is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Michael

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Michael move?

  • They can make decisions quickly if they develop trust in you and conviction in the product.
  • Can Michael take some risk or not?

  • If necessary, they will be ready to take risks.

You And Michael

Personality Compatibility


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