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Help Scout

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Help Scout

Director of Product Design

Help Scout develops support software utilized by over 10,000 companies to build customer relationships. Operating as a distributed team since inception, the organization is looking for…

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Role Snapshot

Hiring Now
Work arrangement
Remote
Where applicants may be
Applicants in United States only
Salary
USD 226,000 - 242,000/yr
Apply by
Not specified
Employment type
Full-time
Experience
Not specified
Added to Jobsiz2h agoEmployer posted Oct 26, 2026
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Applications0
Apply BeforeNo deadline

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About This Role

Help Scout develops support software utilized by over 10,000 companies to build customer relationships. Operating as a distributed team since inception, the organization is looking for a Director of Product Design to lead its product design team through an AI-focused growth phase. This role functions as a player-coach responsible for managing experienced designers, overseeing design critiques, maintaining the Help Scout Design System, and establishing design standards for both humans and…

Job Description

Help Scout develops support software utilized by over 10,000 companies to build customer relationships. Operating as a distributed team since inception, the organization is looking for a Director of Product Design to lead its product design team through an AI-focused growth phase.

This role functions as a player-coach responsible for managing experienced designers, overseeing design critiques, maintaining the Help Scout Design System, and establishing design standards for both humans and AI agents. The director will collaborate with the Experience Leadership Team, Chief Product Officer, Vice President of Engineering, and other cross-functional leaders to shape product direction and drive design cohesion.

The position suits an experienced design leader with a strong background in scaling B2B software experiences, managing senior individual contributors, and integrating AI into product workflows. Applicants must reside in the United States.

Responsibilities

  • Lead, manage, and develop a small team of experienced product designers through critique, reviews, and hands-on projects
  • Establish and maintain design principles, standards, guardrails, and decision records
  • Prioritize and resource the Help Scout Design System and drive its adoption across product and engineering
  • Define and uphold the company point of view on trustworthy AI experiences and user interactions
  • Shape the operating model for design, covering workflows, tooling standards, and cross-functional collaboration with engineering and product
  • Collaborate with the Experience Leadership Team to set product direction and allocate design capacity based on business priorities
  • Partner with the Brand Design team to ensure design cohesion between marketing and in-app product experiences

Requirements

  • At least 10 years of experience in product design
  • At least 3 years of management experience overseeing designers
  • Prior accountability for the experience of a software product as well as the team creating it
  • Experience building or meaningfully evolving a design system that achieved genuine team adoption
  • Management experience overseeing principal or staff-level individual contributors
  • Residency in the United States

Core Skills

Benefits

  • Competitive salary based on an internal, transparent formula
  • Flexible time off for holidays and vacations
  • 12 weeks of fully paid parental leave for all new parents, including adoption and foster care
  • Home office setup stipend
  • Co-working stipend of up to $300 a month
  • Yearly professional development stipend of $1,800
  • Top-tier health insurance for U.S.-based employees and their dependents

Frequently Asked Questions

Answers are based only on the employer’s listing; where it doesn’t say, neither do we.

What is the location policy for this role?

This position is fully remote, though applicants must be based in the United States.

What is the salary range for the Director of Product Design?

The salary ranges from USD 226,000 to 242,000 per year.

What experience is required to apply?

Candidates must have at least 10 years of product design experience, including a minimum of 3 years managing designers, along with experience scaling design systems and leading senior individual contributors.

Sample Interview Questions

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The description was written by Jobsiz from the employer’s listing. Always check the original listing before applying.

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