Full-Time

Vice President of Growth

Skylight

Skylight

201-500 employees

Digital consultancy for government service delivery

Compensation Overview

$170k - $240k/yr

+ Stock Options + Annual Bonus + Spot Bonuses

No H1B Sponsorship

Remote in USA

Remote

All work must be conducted within the U.S., excluding U.S. territories.

US Top Secret Clearance Required

Category
Growth & Marketing (1)
Requirements
  • Broad executive-level growth experience, including business development, capture management, teaming agreements, proposal management, pricing models, and contract financials
  • Demonstrated experience managing and achieving growth (both new and organic) in the government professional services space, particularly at the federal level
  • Ability to coordinate growth-related activities and teams cohesively and collaboratively within a matrixed environment
  • Ability to establish order, calm, and accountability in the growth practice
  • Ability to establish and maintain trusted relationships both internally (e.g., executives, client delivery leads) and externally (e.g., customers, vendor partners)
  • Deep understanding of government procurement regulations, processes, and contract types, particularly at the federal level
  • Experience collaborating with other business functions such as finance and marketing
  • A fundamental understanding of our core competencies, such as user experience design, product management, and software engineering
  • Outstanding organizational skills, including attention to detail
  • Relentless commitment to excellence and quality in everything we do
  • Superb written and oral communication skills
  • Willingness and aptitude to adopt AI/automation tools into growth operations (no deep AI expertise required, but must show enthusiasm and adaptability)
  • Ability to work successfully within a professional services environment (e.g., can communicate effectively with clients)
  • 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., excluding U.S. territories. Some federal contracts require U.S. citizenship to be eligible for employment.
  • 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.
  • Some of our available roles are on federal contracts that require a degree or additional years of experience as a substitute.
Responsibilities
  • Strategize, design, and build a scalable growth model that leverages Skylight’s portfolio of SBIR/STTR contract vehicles and enables us to thrive in a variety of competitive environments (e.g., small business set-asides)
  • Formulate and execute cyclical growth strategies (e.g., 6 months, 12 months, 24 months) in alignment with the company’s strategic direction, values, core competencies, financial targets, and customer/market opportunities (both new and organic)
  • Lead and coordinate all growth-related activities and teams across the company, including business development, sales pipeline management, account management, capture management, and bids & proposals
  • Partner with business unit executives to strategize and help execute any key initiatives or areas that are identified for both new and organic growth
  • Guide the firm on all aspects of pursuing and winning target contract opportunities, including the appropriate resources, vehicles, and teaming arrangements
  • Collaborate closely with Skylight’s marketing and communications functions to ensure outreach and growth activities are fully aligned and synchronized
  • Play a hands-on role, as necessary, in a variety of growth activities, including bids & proposals
  • Identify opportunities to integrate AI/automation into growth workflows (e.g., pipeline analytics, proposal creation) to enhance efficiency and scalability
  • Continually improve Skylight’s growth infrastructure and practices, including tools, processes, and training
Desired Qualifications
  • Prior experience winning contracts using the SBIR/STTR procurement authorities
  • 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%