Full-Time

Head of Recruiting

Posted on 10/31/2025

Skylight

Skylight

201-500 employees

Digital consultancy for government service delivery

Compensation Overview

$160k - $200k/yr

+ Performance Bonus + Stock Options

No H1B Sponsorship

Remote in USA

Remote

US Citizenship, US Top Secret Clearance, UK Top Secret Clearance, UK Citizenship, Canada Citizenship, Canada Top Secret Clearance Required

Category
People & HR (1)
Requirements
  • Extensive experience in recruitment operations and analytics.
  • Demonstrated success recruiting for diverse technology-related positions.
  • Proven ability to build strong relationships with candidates and internal hiring teams.
  • Familiarity with hiring in remote and distributed team environments.
  • Strong knowledge of relevant state and federal employment regulations.
  • Expertise with applicant tracking systems (e.g., Greenhouse) and candidate sourcing platforms (e.g., LinkedIn Recruiter).
  • Ability to leverage recruiting analytics to measure performance and drive continuous improvement.
  • Capacity to independently manage multiple priorities in a dynamic, fast-paced environment.
  • Proven ability to educate, collaborate, and partner with colleagues and leadership to achieve talent acquisition goals.
  • Passionate about creating better public outcomes through great government services.
  • A mindset and work approach that aligns with our core values.
  • Ability to travel for work from time to time.
  • All work must be conducted within the U.S.
  • You must be legally authorized to work in the U.S. now and in the future without sponsorship.
  • As a government contractor, you may be required to obtain a public trust or security clearance.
  • You may be required to complete a company background check successfully.
Responsibilities
  • Lead and manage full-cycle recruiting across technical and non-technical roles (e.g., product management, user research, software engineering)
  • Collaborate closely with Skylight leadership, such as the CEO, COO, and Head of People Operations, to develop and implement effective sourcing strategies to attract diverse, high-quality candidates
  • Create, update, and maintain critical hiring resources, such as talent acquisition materials, candidate sourcing guides, interview protocols, and evaluation frameworks
  • Continuously monitor and implement industry best practices for candidate attraction, recruiting processes, and compliance with federal and state regulations
  • Provide training, mentorship, and support to staff and hiring managers involved in recruitment to promote best practices
  • Design, implement, and continuously refine processes to track, analyze, and report key recruitment metrics (e.g., time-to-fill, sourcing effectiveness, pipeline health) to inform strategic decisions and drive improvements
  • Stay current on recruiting trends and innovative solutions, recommending tools and approaches that enhance Skylight’s talent acquisition effectiveness
  • Ensure a seamless candidate-to-employee experience by partnering closely with the Head of People Operations on integrated onboarding processes
Desired Qualifications
  • Experience leveraging AI-powered recruiting tools across the entire talent acquisition lifecycle to streamline processes, mitigate bias, and deliver an exceptional candidate experience
  • Prior experience working in the civic tech space
  • Experience working in a remote-team environment

Skylight is a digital consultancy that helps government agencies improve public services by combining design and technology. It works by offering services that blend user-centered design with technology implementation, helping agencies plan, build, and enhance digital services that citizens interact with. The company differentiates itself by focusing specifically on the public sector and partnering with government clients to deliver practical, service-oriented solutions rather than generic tech products. Skylight’s goal is to make public services easier to use, more efficient, and more accessible for citizens.

Company Size

201-500

Company Stage

N/A

Total Funding

N/A

Headquarters

North Port, Florida

Founded

2017

Simplify Jobs

Simplify's Take

What believers are saying

  • Wired recognition and millions of families confirm strong product-market fit.
  • Profitable operations enable accelerated expansion in family tech.
  • Founders like Michael Segal drive toward $1B+ business.

What critics are saying

  • Amazon Echo Show's 10x larger base erodes Skylight's premium margins by Q3 2026.
  • Google Calendar's 500M users lock in families against Skylight switching.
  • Apple HomeHub Family launch destroys Skylight Frame's value in 12-24 months.

What makes Skylight unique

  • Skylight Calendar Max offers 27-inch touchscreen focused solely on family scheduling.
  • Seamless syncs with Google, Apple, Outlook, Yahoo, and Cozi calendars.
  • Bootstrapped to $350M+ revenue without external funding.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Life Insurance

Disability Insurance

Health Savings Account/Flexible Spending Account

401(k) Company Match

Unlimited Paid Time Off

Paid Vacation

Paid Sick Leave

Paid Holidays

Family Planning Benefits

Fertility Treatment Support

Professional Development Budget

Conference Attendance Budget

Wellness Program

Mental Health Support

Phone/Internet Stipend

Home Office Stipend

Stock Options

Growth & Insights

Headcount

6 month growth

-10%

1 year growth

-10%

2 year growth

-10%
INACTIVE