Insights on Leadership, Vintage Finds, and Self-Care

Heidi Helfand is the author of Dynamic Reteaming, which outlines practical strategies for orchestrating successful team and company org changes. Her work is informed by more than 20 years in the tech industry at notable companies like AppFolio, Procore, and Expertcity/GoToMeeting. Today, she dedicates her efforts to sharing her knowledge through workshops, comprehensive courses, and consultative services, helping organizations navigate and optimize their team structures. In this episode, we discuss:

• The importance of reteaming and reorging

• The benefits of embracing reteaming

• The five patterns of reteaming: one by one, grow and split, merging, isolation, and switching

• Examples of successful reteaming

• Why stable teams are not always ideal

• How change can lead to great career opportunities

• The RIDE framework for decision-making

• Advice on how to set up isolated teams for success

• The anti-patterns of reteaming and the challenges that can arise

• Tactical tips for becoming a better listener

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Find the full transcript at: https://www.lennysnewsletter.com/p/the-art-and-wisdom-of-changing-teams

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Where to find Heidi Helfand:

• X: https://twitter.com/heidihelfand

• LinkedIn: https://www.linkedin.com/in/heidihelfand/

• Website: https://www.heidihelfand.com/

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Heidi’s background

(03:40) How Heidi got involved with reteaming and reorgs

(07:37) Advice for people dealing with reorgs

(11:56) The benefits of change and the RIDE framework

(17:11) The five patterns of reteaming

(20:00) The power of isolation

(27:38) Advice on how to be successful by isolating small teams

(33:27) Supporting and protecting internal startups

(34:33) The one-by-one pattern

(36:44) The grow and split pattern

(39:20) The merging pattern

(42:14) The switching pattern

(50:18) Anti-patterns of reteaming

(52:49) Embracing change and growth

(58:48) How to become a better listener

(01:01:28) Lightning round

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Referenced:

• Dynamic Reteaming: The Art and Wisdom of Changing Teams: https://www.amazon.com/Dynamic-Reteaming-Wisdom-Changing-Teams/dp/1492061298

• O’Reilly: https://www.oreilly.com/

• Procore Technologies: https://www.procore.com/

• Kristian Lindwall on LinkedIn: https://www.linkedin.com/in/kristianlindwall/

• Chris Smith on LinkedIn: https://www.linkedin.com/in/chrissmithagile

• Transitions: Making Sense of Life’s Changes: https://www.amazon.com/Transitions-Making-Changes-Revised-Anniversary/dp/073820904X

• Pat Wadors on LinkedIn: https://www.linkedin.com/in/patwadors/

• The Four Steps to the Epiphany: Successful Strategies for Products That Win: https://www.amazon.com/Four-Steps-Epiphany-Successful-Strategies/dp/1119690358

• GoToMyPC: https://get.gotomypc.com/

• Teamwork: https://www.amazon.com/Teamwork-Right-Wrong-Interpersonal-Communication/dp/0803932901

• AppFolio: https://www.appfolio.com/

• SecureDocs: https://www.securedocs.com/

• Citrix: https://www.citrix.com/

• The Culture Code: The Secrets of Highly Successful Groups: https://www.amazon.com/Culture-Code-Secrets-Highly-Successful/dp/0804176981

• Tuckman’s stages of group development: https://en.wikipedia.org/wiki/Tuckman%27s_stages_of_group_development

• Rich Sheridan on LinkedIn: https://www.linkedin.com/in/menloprez/

 • Menlo Innovations: https://menloinnovations.com/

• Drive: The Surprising Truth About What Motivates Us: https://www.amazon.com/Drive-Surprising-Truth-About-Motivates/dp/1594484805

• Toyota Kata: Managing People for Improvement, Adaptiveness and Superior Results: https://www.amazon.com/Toyota-Kata-Managing-Improvement-Adaptiveness/dp/0071635238

• Paulo Freire: https://en.wikipedia.org/wiki/Paulo_Freire

• Jon Walker on LinkedIn: https://www.linkedin.com/in/jwalker/

• Managing Corporate Lifecycles: https://www.amazon.com/Managing-Corporate-Lifecycles-Ichak-Adizes/dp/9381860548

• The Adizes Institute: https://www.adizes.com/

• John Cutler on Lenny’s Podcast: https://www.lennyspodcast.com/what-differentiates-the-highest-performing-product-teams-john-cutler-amplitude-the-beautiful-mes/

• Co-Active Training Institute: https://coactive.com/

• Co-Active Coaching: The proven framework for transformative conversations at work and in life: https://www.amazon.com/Co-Active-Coaching-Fourth-transformative-conversations/dp/1473674980

• Creating Intelligent Teams: https://www.amazon.com/Creating-Intelligent-teams-Anne-R%C3%B8d/dp/186922583X

• The Surprising Power of Liberating Structures: Simple Rules to Unleash a Culture of Innovation: https://www.amazon.com/Surprising-Power-Liberating-Structures-Innovation/dp/0615975305

• Facilitator’s Guide to Participatory Decision-Making: https://www.amazon.com/Facilitators-Participatory-Decision-Making-Jossey-bass-Management/dp/1118404955

• The Bear on Hulu: https://www.hulu.com/series/the-bear-05eb6a8e-90ed-4947-8c0b-e6536cbddd5f

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Production and marketing by https://penname.co/. For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.

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Lenny may be an investor in the companies discussed.

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