Rosenverse
Expand DesignOps Leadership as a Chief of Staff

This video is only accessible to Gold members. Log in or register for a free Gold Trial Account to watch.

Log in Register

Most conference talks are accessible to Gold members, while community videos are generally available to all logged-in members.

Expand DesignOps Leadership as a Chief of Staff

Gold
Thursday, September 8, 2022 • DesignOps Summit 2022
Share the love for this talk
Expand DesignOps Leadership as a Chief of Staff
Speakers: Isaac Heyveld
Link:

Summary

Today’s design organizations continuously face increased scope, complex deliverables, challenging people dynamics, and pressure to hit business goals. For this reason, it’s important to reevaluate how DesignOps leadership is supported so that they can be as efficient and effective as possible. An emerging solution to this challenge is the Chief of Staff role — DesignOps practitioners skilled in values-driven leadership at scale, ruthless prioritization, and building trusted partnerships, who can serve as an advisor, proxy, and operational leader to the heads of large design teams. Here’s what Isaac has learned while defining this new leadership path in DesignOps at Salesforce. Takeaways:
  • How to lead your team as the scope of your responsibility widens
  • How to build trusted operational partnerships
  • How to navigate complex situations on your team as you scale up

Key Insights

  • •

    The Chief of Staff role in design ops focuses on enabling the executive and leadership team to scale operations and strategy, not just managing individual projects.

  • •

    Isaac Hayvin partnered for over a decade with EVP Jason Day, exemplifying the trusted partnership critical to the CoS role’s success.

  • •

    Salesforce’s Customer 360 UX team grew from 30 to 170 practitioners almost overnight, prompting the formal creation of the Chief of Staff role.

  • •

    The CoS serves multiple personas: goalkeeper, operator, implementer, integrator, proxy, and advisor, tailoring support to executive needs.

  • •

    Chiefs of Staff operate closely with executive assistants and design program managers, forming a triad essential to operating a large design org.

  • •

    Operational tasks for a design CoS include talent reviews, budget planning, quarterly business reviews, and global team investment strategies.

  • •

    Spreadsheets remain the primary flexible tool used for resource allocation and strategic planning despite their low-tech nature.

  • •

    Emotional intelligence and strong communication skills are vital for a CoS, who works across multiple leadership levels and teams.

  • •

    The Chief of Staff role can be a natural next career step for Design Program Managers, expanding from team-level to organizational leadership support.

  • •

    Adding a Chief of Staff is advisable once a design leadership team surpasses about 100 practitioners or undergoes rapid growth requiring dedicated executive support.

Notable Quotes

"The trusted partnership between the chief of staff and the executive is critically important."

"We went from a team of 80 to 170 overnight, and that was a wide open cheeks flushed moment for me."

"The chief of staff serves as a bridge between the design program managers, executive assistants, and other ux and product chiefs of staff."

"The persona of a goalkeeper is helping to triage and prioritize strategy and work for the executive."

"Emotional intelligence is key to navigating situations with senior leaders multiple grades above you."

"A lot of our work still happens in spreadsheets, because they’re flexible and dynamic."

"The chief of staff is the bridge between our executive leadership team and the design ops practitioners."

"If you’re managing over 100 design practitioners, it makes sense to start looking at a chief of staff role."

"The chief of staff can be a natural next step from a design program manager or design ops leader of one."

"Communication is an integral part of the chief of staff role, whether with leadership, the org, or partners."

Ask the Rosenbot
Kit Unger
Theme 2: Discussion
2024 • Enterprise Experience 2020
Gold
Heidi Trost
To Protect People, You Have to Protect Information: A Human-Centered Design Approach to Cybersecurity
2025 • Rosenfeld Community
Sofía Delsordo
Public Policy for Jalisco's Designers to Make Design Matter
2021 • Civic Design 2021
Gold
Patrick Boehler
Fishing for Real Needs: Reimagining Journalism Needs with AI
2025 • Designing with AI 2025
Gold
Peter Van Dijck
The Bag of Skills: Building Resiliency into Your UX Career While the Market Catches Up
2026 • Rosenfeld Community
Andrew Webster
Scaling Design Capability: How Involved Should You Be?
2021 • DesignOps Summit 2021
Gold
James Rampton
The Basics of Automotive UX & Why Phones Are a Part of That Future
2024 • Rosenfeld Community
Bria Alexander
Welcome
2024 • Enterprise Experience 2020
Gold
Patrizia Bertini
DesignOps + KPIs = Measure your Impact!
2024 • DesignOps Summit 2020
Gold
Paul Pangaro, PhD
Systems Disciplines: Table Stakes for 21st Century Organizations
2023 • Enterprise UX 2023
Gold
Jennifer Bolduc
What's involved with getting people back to work?: A panel discussion
2021 • DesignOps Community
Peter Merholz
Customer-Centered Design Organizations
2017 • Enterprise Experience 2017
Gold
Jacqui Frey
Flow and Superfluidity for Design Orgs
2018 • DesignOps Summit 2018
Gold
Victor Udoewa
Radical Participatory Design: Decolonizing Participatory Design Processes
2021 • Civic Design 2021
Gold
Jon White
Unsticking Research for Better Information Flow
2026 • Advancing Research 2026
Gold
Changying (Z) Zheng
What the Floor Buys the Ceiling
2026 • Shift UX 2026
Conference

More Videos

Dr. Karl Jeffries

"The biggest myth of all is you can't teach creativity."

Dr. Karl Jeffries

The Science of Creativity for DesignOps

January 8, 2024

Amy Marquez

"We use Alexa’s personification for good, fun, and delight, but we don’t advertise, especially because there may be kids listening."

Amy Marquez

INVEST: Discussion

June 15, 2018

Steve Portigal

"Breaking enterprise into small segments lets you apply research methods effectively at scale."

Steve Portigal Chris Chapo Kelly Goto Christian Rohrer

Discussion

May 13, 2015

Alicia Mooty

"It took a lot of relationship building and conversations to break down the perception that designers' time was owned by particular teams."

Alicia Mooty

Design Staffing Models

September 30, 2021

Ana Maria Montero Barrantes

"The only rule is to maintain your smile and just to feel the being that have fun."

Ana Maria Montero Barrantes Aditi Dhar Michelle Kaplan Nate Osborne Matt Laurence

The Authentic UX Talent Show

January 8, 2024

Lada Gorlenko

"The ultimate measure is bringing value so people invite you back to work with them again and again."

Lada Gorlenko Sharbani Dhar Sébastien Malo Rob Mitzel Ivana Ng Michal Anne Rogondino

Theme 1: Discussion

January 8, 2024

Sofia Quintero

"We think about research as the magnetic field that attracts every part of the business into alignment around the customer."

Sofia Quintero

The Product Philosophy Behind EnjoyHQ

March 10, 2021

Laura Klein

"Large companies demand certainty, but certainty is the opposite of innovation."

Laura Klein

Unique challenges of innovation in enterprises

April 23, 2020

Andrew Michael

"Embedded squads build domain expertise but risk losing knowledge if someone leaves, while centralized teams help reduce duplicated effort."

Andrew Michael

Building a Product Insights Team

March 10, 2022

Latest Books All books