The 5 Hardest Challenges of Implementing Scrum

Whether you’re new to Scrum or an old pro here are five challenges you need to address for your next daily standup.

Having practiced Scrum for seven years at OpenView, I consider myself very familiar with the methodology. And yet, throughout that time I’ve found that it can often be difficult to define for others exactly what the process is really all about. It’s funny — immerse yourself in Scrum long enough and practicing it eventually becomes muscle memory. But try to step back and explain it to others and the results can be anything but fluid.
What is Scrum? In many ways, it just is!
It can be easy to forget how different and difficult the adoption and practice of Scrum can be. That’s certainly true for my own experience 7 years ago. Our path to adoption of the practice at OpenView was not simple, especially since we are not software engineers working on building awesome products. In our work there aren’t natural analogues of the feature backlog, a user story, or acceptance tests. A lot of time and work went into determining how to interpret some of Scrum’s best practices and guidelines in order to adapt them to our consulting or recruiting work. Over time, the terminology and rituals of Scrum have become deeply ingrained here. Of course, it has helped that every new team member at OpenView Labs typically undergoes Scrum Master training, still hosted by the inestimable Jeff Sutherland, as an essential part of their onboarding process.

We eventually overcame the initial challenges of our implementation, but over the years, as we’ve grown the firm, split into multiple scrum teams, and evolved our organization to adapt to what our portfolio companies need most, we have continued to go through growing pains and learn a lot in the process.

The 5 Hardest Challenges of Implementing Scrum

As a ScrumMaster and later as a Product Owner, I have found my team has had to work the hardest to address five particular challenges:

  1. Developing a truly empowered, self-organizing, and self-examining team
  2. Embracing rapid iteration
  3. Adopting prioritization by impact
  4. Applying realistic but practical estimation
  5. Managing Effective Scrum meetings

I also think that these happen to be the most essential aspects of the practice — I guess that’s what they are difficult to achieve. In my next series of blog posts, I will explore what addressing each of these challenges means in practice, why each is so important, and why each is so hard to get. I will also share some of our own experiences in working on these challenges at OpenView. Stay tuned!
How has implementing Scrum been a struggle for your company? Share your stories below.

You might also like ...
Predictable Pitfalls of Founders and How to Avoid Them
Editor's Note: This article originally appeared in People + Strategy magazine here. We have romanticized founders having their “eureka” moments, writing their...
by Alisa Cohn
Startup Strategy
The Simple Secret to Getting Ahead in Tech
A couple of weeks ago, I read a fantastic article in the Wall Street Journal about Leyla Seka’s rise through...
by George Roberts
Startup Strategy
Using Empathy to Improve the Customer Journey
Empathy is key to improving the customer journey, but to develop it we need to get as close as we...
by OpenView