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Pete Woodhouse

Pete Woodhouse

CTO at Sibly

 LinkedIn profile


32 Years



Management Experience

Agile / Scrum
Building a Team
Career Path
Changing company
Coaching / Training / Mentorship
Company Culture
Cross-functional collaboration
Dev Processes
Feelings aside
Handling Promotion
Large Number of Reports
Managing Expectations
New Manager
New Manager of Manager
QA team
Scaling Team
Succession Planning
Team processes
Toxic employee
Toxic atmospheres

Hey all, I'm Pete. I'm currently CTO and Head of Product (and interim COO) at a Healthtech startup called Sibly (www.sibly.com). We provide 24/7 on demand secure and confidential mental health coaching with trained human coaches through an app. I also advise startups on how to scale their product and engineering functions, and how to grow strong capable leaders. Most of the companies I advise are in the Healthtech or Fintech space but I'm open to helping where I can. Prior to Sibly I was CTO of PayPal's credit division with full responsibility for the technology from backend server operations through to the mobile app. I've managed software engineering organizations on and off since 1994, either as a direct manager or during a five year stint as a management consultant. Companies include H-P, Agilent, Cisco, Microsoft, Intel, Samsung, PayPal and more. I've built and managed teams of up to 350 engineers, in 10(ish) countries and across the US. I think that leading product and engineering engineers is one of the best jobs in the world, and I strive to get better at it - there's always more to learn. As far as management style goes, I'm big on transparency and candor, in multiple directions. I believe in finding and discussing problems and risks early, while they're small and fixable. I believe that an engineering culture should be one of merit and also where engineers can feel proud of the work they're doing and not just driving to a deadline or working on the next ticket. The job of an engineering leader is complex, but I feel that it can be distilled into three major things: 1. Set direction - where are we going, what's the goal, what are the priorities, what are the constraints 2. Provide support to the team working toward those goals through money, people, time, prioritization, organization changes, making decisions, equipment, etc. 3. Communicate! Give (and request) frequent feedback, represent your team externally and outwardly, give the team insight into what you're thinking and where your concerns might be I'm looking forward to talking with you at a mentorship session. Best, Pete

Hey, I'm available every Friday at 10:30 PM (GMT)

Next time slot available
  January 29, 2021
  10:30 PM (GMT)


Trying To Hire Too Rapidly
16 June

Pete Woodhouse explains the mistake he made when he was asked to scale his team and hire very rapidly.

Scaling Team
Pete Woodhouse

Pete Woodhouse

CTO at Sibly

Be Upfront About Product Delivery Constraints
16 June

Pete Woodhouse discusses the steps he took when his team was asked to deliver a product in a timeframe he knew he couldn’t meet.

Conflict solving
Managing Expectations
Health / Stress / Burn-Out
Pete Woodhouse

Pete Woodhouse

CTO at Sibly


When you miss a big deadline

Hear from PayPal Credit's former CTO on how to be a manager dealing with missing a big milestone

Pete Woodhouse
Running international teams

Hear from PayPal Credit's former CTO on what he learned from leading a global staff of engineers

Pete Woodhouse


CTO, Credit Division

PayPal, Inc.

Jan 2015 - Apr 2017

This was the first time I was in a role where my boss and my peers were not technical, and suddenly I realized why the role of a CTO is different. You have to learn new language learn to listen and see different data. Your peers have no idea what technical debt means or what impact roadmap churn can have on productivity and morale (to pick just two examples).

You're a great engineer.
Become a great engineering leader.

Plato (platohq.com) is the world's biggest mentorship platform for engineering managers & product managers. We've curated a community of mentors who are the tech industry's best engineering & product leaders from companies like Facebook, Lyft, Slack, Airbnb, Gusto, and more.

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