2 (Sr) Managers of Content Design @ well-known, late-stage Benefits/Payroll startup helping SMBs

2 (Senior) Managers of Content Design

@ well-known late stage Payroll / Benefits tech company helping SMBs

Hybrid onsite 3 days/week onsite in their lower NYC office with sweeping views

Comp: $190-230K base strong equity package world-class benefits

Chances are if youve worked for a startup or other established small-to-medium-sized business youre probably already highly familiar with our client!

Theyre a late-stage (Series E pre-IPO) Payroll / Benefits platform company in an exciting stage of growth and with great name recognition in the tech space. They provide SMBs - including many in the tech industry - high-quality enterprise-level health insurance and payroll tools that smaller businesses and their employees wouldnt otherwise have access to.

They also have an incredible culture rooted in honesty openness integrity friendliness no-ego and inclusion collaboration isnt just a a word on a cheesy poster in their hallways its the way they roll at their core.

Its truly a dreamy place to work and this is a golden opportunity to lead one of their highest-visibility teams that will be instrumental to their growth ahead.

Their street cred:

Fortune magazine named them to their Best Workplaces in New York list 5 times and theyre also on BuiltIns list of NYC Best Large Companies to Work For.

Theyve been in business for 10 years and are an important player in the $40B HR Tech industry. Theyre secured $160M in funding from top VCs including Bain Thrive Union Square Ventures.

Their star is rapidly rising; its a great time to get in the door! They recently expanded into global markets and have grown consistently and intelligently year over year including during times when many other companies were laying people off.

Theyre currently at 1300 total employees with 30 Designers and have doubled their Product org in the last 2 years. Theyre now adding a full suite of products to their already well-known core product so theyre in a great place for continued growth and visibility!

Whats Happening There in Content:

A year ago they hired their first-ever VP of Design who weve known for years and ADORE and have placed Content folks with in the past.

His arrival there is a great signal for their investment Design overall and in Content specifically and respect for the Content discipline. Indeed hes set the stage for these 2 new Content Design Managers to establish grow and empower the discipline across the entire company - these are both big BUILD roles and quite juicy!

Weve helped this VP grow his teams through the years and have seen firsthand how his design teams adore and trust him. Hes empathic strategic supersmart and a thought leader in the space. Plus hes got a great sense of humor which makes for a super enjoyable work vibe!

Youd report into 1 of 2 different Directors of PD depending on what team youre on; more on that below.

The Roles:

Theyre seeking 2 fulltime seasoned (Senior) Managers of Content Design for their Guidance and Knowledge teams respectively.

Guidance - UX Writing bent: funnel experience conversion related tools tips. Guiding people thru the UX of the product. Think: writing in-product copy.

Knowledge - Content Strategy bent: this is the overarching architecture and structure of content there. This includes help content knowledge centers content strategy CMSes content modeling. Think: more IA leaning less actual in-product writing.

For either team you are a collaborative visionary design leader with relevant B2B or SaaS experience 4 minimum years of management experience a proven track record of formally managing teams of 4-6 people and have applicable experience designing software products and experiences with some experience in SaaS or B2B companies.

Youve most likely already been operating at a Manager or even Senior Manager level or equivalent for at least a few years. This isnt a role for someone looking to stretch up into it; they need someone highly seasoned with a longstanding proven track record of leadership who can come in and start creating value for both the company and your teams right away.

That said you still keep a portfolio and you have a strong sense of craft as this role while it leans towards leadership and management (70-80%) there is still a hands on content design element to it too (20-30%).

Youve started to dig into and incorporate AI into your content design process. You dont have to be an expert but youre intrigued by new technology and can use it in out-of-the-box-thinking ways.

You are a compassionate and supportive people manager who inspires Content teams to do their best work and you have created and grown a Content culture within an org.

You have a strategic mindset and lean on data to inform and track business goals.

An excellent communicator and enthusiastic collaborator you work well with team members external partners and senior management. You use communication and presentation skills to engage inspire and influence. Youre a fabulous storyteller!

What youll get to do in these roles:

Guidance team:

• Lead and mentor a team of 35 Content Designers focused on embedded UX content and contextual guidance for purchase onboarding and ongoing use.
• Drive the strategy and development of content for user experiences working closely with peers in the other Content team to ensure a seamless end-to-end content experience.
• Partner with peers in Experience Design to shape how UX content is embedded

manifests and behaves within the user experience ensuring it is contextually accessible and appropriately scoped to every moment in the user journey.

• Develop guidelines process and governance to drive high standards for language and content structure across all touchpoints including navigation communications and design systems.
• Support team members in developing core skills in UX writing systems thinking and conversion-focused content.

Knowledge team:

• Lead and mentor a team of 35 Content Designers focused on knowledge management instructional writing and support content.
• Drive the strategy and execution of content across internal- and customer-facing

knowledge experiences working closely with peers in Guidance Content to ensure a seamless end-to-end content experience.

• Shape how customers and internal teams access understand and apply help content ensuring informational context is contextually accessible and appropriately scoped to every moment in the user journey.

Both teams:

• Ensure alignment of support content with product and service experiences and develop
• measures and processes to keep it updated maintained and accurate.
• Drive the ways in which user-facing content is reimagined in emergent LLM-backed
• experiences.
• Collaborate with peers in Experience Design Product Management Engineering and Customer Success to define product direction strategy and roadmaps and deliver integrated service experiences.
• Advocate for users and champion operational simplicity across all

touchpoints; balancing UX concerns with business goals technological constraints and broader company strategy.

• Partner with Experience Design leadership to scale design practices foster cross-domain cohesion and support a thriving team culture.
• Support hiring and talent development with an emphasis on equity diversity and inclusion.
• Contribute to team rituals learning opportunities and community-building efforts across Experience Design and the company.

What theyre looking for in your portfolio:

• Youve got a portfolio of case studies demonstrating how you have used the above skills to lead teams to deliver exemplary design work to achieve meaningful business outcomes.
• Wed love to know the results / success metrics of your work for both the business AND the end user.
• The level of design craft of your portfolio should exemplify what you consider to be great design and the kind of design that you want your design team to strive to achieve.

The ideal candidate has:

• 7 years of experience writing for and designing software experiences in a Content Design Content Strategy Information Architecture or similar role; ideally in B2B or SaaS software or services.
• 3 years managing or directing the work of content designers with a proven ability to coach and develop talent.
• Specific experience for Guidance:
• Experience with content systems guidelines and interaction-focused writing; including experience designing for funnel-based journeys such as sales conversion activation and onboarding.
• Fluency in CMS systems
• Specific experience for Knowledge:
• Expertise in management modeling and systems for delivering knowledge instructional or help-related content; and the ability to create structure and systems that scale content delivery and learning.
• Deep familiarity with the impact of AI on knowledge and content systems
• Fluency in both CMS KMS systems
• Demonstrated experience leading cross-functional teams through ambiguity to deliver user-centered outcomes
• Experience in compliance or regulatory content for regulated domains (e.g. HR payroll tax) is preferred.
• Fluency in design tools including Figma; as well as CMS systems such as Contentful.
• Commitment to accessibility inclusion and scalable design systems.
• Portfolio of work that demonstrates business impact through content leadership; and the ability to present your work in the form of case studies articulating the design problem your leadership and the eventual business impact.
• At least one case study demonstrating the use of AI in content management (Guidance) or knowledge management (Knowledge) is strongly preferred.

Comp:

$190-230K base meaningful equity great benefits

Benefits:

World-class health insurance unlimited PTO a dog-friendly office 16-week parental leave full or partial coverage for Citibike / Talkspace / Headspace / Peloton / Classpass memberships ERG groups continued learning resources fitness discounts wellness room and more.

TO APPLY:

Apply online here or email us at with your resume portfolio current location and desired comp range.

Well get back to you if this feels like it could be a good fit for you!

$1000 Referral Bonus!

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