---
title: 'Vice President of Growth at Skylight'
canonical: 'https://feeny.ai/job/vice-president-of-growth-skylight-united-states-gex45xyftqfe'
type: 'job'
last_seen: '2026-09-17'
---

# Vice President of Growth at Skylight

- **Company:** Skylight
- **Location:** United States
- **Work type:** remote
- **Posted:** 2023-03-08
- **Last confirmed live:** 2026-09-17
- **Apply:** https://job-boards.greenhouse.io/skylighthq/jobs/4224555005

## Job description

## About Skylight

Skylight is a digital consultancy using design and technology to help government agencies deliver better public services.

We’re at the forefront of a civic movement to reinvent how all levels of government serve families, patients, and many others in today's digital world.

If you want to play a part in driving this critical movement forward, we’d love for you to join our growing team of public interest technologists.

The work we do matters.

## About the job

Since launching several years ago, our team has grown rapidly. We find ourselves in an exciting position to further deepen our partnerships within the government contracting space, to continue to attract and retain amazing teammates, and to scale our capacity to make an even bigger difference in the world.

Currently, our company is organized into three main groups: Executive Office (sets and operationalizes the strategic direction of the company), Federal Health & Civilian (focused on federal health and civilian missions), and Defense & Security (focused on defense, national security, and public safety missions).

As Skylight’s Vice President (VP) of Growth, you’ll report directly to the Chief Executive Officer and be responsible for driving sustainable, high-impact growth across the company. A critical aspect of your role will be to fully leverage Skylight’s unique portfolio of Small Business Innovation Research (SBIR) and Small Business Technology Transfer (STTR) contract vehicles. These vehicles permit any federal agency customer to issue direct (or non-competitive) Phase III contract awards to Skylight for any of our services — without any dollar, time, size standard, or workshare restrictions.

Additionally, you’ll champion the use of advanced AI/automation to streamline and modernize end-to-end growth operations. While you don’t need to be a deep AI expert, you must demonstrate openness, willingness, and aptitude for integrating these emerging tools and practices into our growth strategies.

## What you’ll do

- 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

## What we're looking for

## Minimum qualifications

- 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](https://skylight.digital/company/values/)
- Ability to travel for work from time to time

Nice-to-have 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

Don’t meet every qualification but think you can do the job? We’d still love to hear from you. If you’re excited about the role, apply. We consider candidates with a range of backgrounds and experiences.

Other requirements

- 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.

Position type

This is a full-time, exempt position.

Location

This is a fully remote position.

Care package

Salary

The salary range for this position is between $170,000 and $240,000.

## Benefits

Your well-being is important to us, so we focus on supporting you in a variety of ways:

- Medical insurance, dental insurance, vision insurance
- Short-term and long-term disability insurance
- Life and AD&D insurance
- Dependent care FSA, healthcare FSA, health savings account
- Dollar-for-dollar 401(k) match up to 10% of your salary with no vesting period
- Flexible paid-time-off policy (generally around 25 days per year), plus 11 paid federal holidays
- Up to 12 weeks paid-time-off for all eligible new birth, adoption, or foster parents
- Performance rewards, including annual salary increase, annual performance bonus, spot bonuses, and stock options
- Business development / sales bonuses
- Referral bonuses
- Annual $2,000 allowance for professional development
- Annual $750 allowance for tech-related purchases
- Annual swag budget of $100 to display your Skylight pride with some merchandise (hoodies, hats, and more)
- Flexible, remote-friendly work environment
- An environment that empowers you to unleash your superpowers for public good

Interview tips

- Visit our [join page](https://skylight.digital/careers/join/) to learn more about how our interview process works.
- Check out our [Career Pathways framework](https://skylight.digital/careers/career-pathways/) to learn more about the different roles within Skylight and the skills needed to do them.
- If you’d like to request reasonable accommodations during the application or interviewing process, please contact our recruiting team at recruiting@skylight.digital.

We participate in E-Verify and upon hire, will provide the federal government with your Form I-9 information to confirm that you’re authorized to work in the U.S.

We are an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, national origin, sex, religion, age, disability, veteran status, or any other category protected by applicable law.

## About Skylight

## Company Overview
- **One-liner**: Skylight is a digital consultancy that helps government agencies deliver better public services through human-centered design, lean-agile engineering, and digital transformation.
- **Entity Type**: Private (startup stage; offers stock options)
- **Headquarters**: Sarasota, Florida, USA (distributed/remote team across 34 states)
- **Founded**: June 2017
- **Founders**: Chris Cairns (President, co-founder of 18F and Technology Transformation Services)

## Core Business
- **Primary industry/industries**: Digital government consulting; public sector digital transformation
- **Target customers**: U.S. federal, state, and local government agencies (e.g., Veterans Affairs, immigration services)
- **Mission or purpose statement**: “Make government work in a digital world” – helping agencies become digital-first through culture change, modern practices, and empowered talent.

## Products & Services
Skylight offers professional services, not packaged products. Key service areas:
- **Digital Strategy & Transformation**: Roadmaps, operating model design, and organizational change management.
- **Human-Centered Design & Research**: User research, service design, and accessible interface design.
- **Lean-Agile Engineering**: Custom software development, DevOps, cloud migration, and modern infrastructure.
- **Data Science & Engineering**: Data pipelines, analytics, and machine learning for public-sector use cases.
- **Security & Compliance**: Security engineering, FedRAMP readiness, and zero-trust architecture.
- **Procurement & Acquisition**: Helping agencies buy digital services effectively using modern contracting methods.

## Market Standing
- **Valuation/Market Cap**: Not publicly available
- **Key Metric**: Team size of 164 people (as of latest update); no public revenue or funding data
- **Notable Investors/Partners**: Co-founded the **Digital Services Coalition**; no external investors disclosed (appears bootstrapped)
- **Growth Signals**: Growing headcount (164 people across 34 states), expanding client base to include Canadian government (Ottawa), active hiring for multiple senior/staff roles

## Competitive Advantages
- **Deep government DNA**: Leadership and many team members came from 18F, U.S. Digital Service, and Presidential Innovation Fellows – giving them insider knowledge of how government works.
- **Culture-first approach**: Openly shares knowledge, treats every interaction as a teaching opportunity, and prioritizes culture change as a core part of transformation.
- **Distributed & remote-native**: Built as a remote-first company from the start, allowing them to attract top talent nationwide.
- **Public-service mission**: Employees are driven by impact, not profit – creating strong alignment with government clients.

## Strategic Focus
- **Scaling digital mastery**: Helping agencies institutionalize modern practices (human-centered design, lean-agile) rather than just delivering projects.
- **Expanding into defense & security**: Actively hiring a Vice President of Defense & Security, indicating a push into national security clients.
- **Building the talent pipeline**: Offering paid internships and apprenticeships to grow the next generation of civic tech practitioners.

## Why Work Here
- **Mission-driven work**: Directly improve public services for veterans, immigrants, and millions of other citizens.
- **Remote-friendly & flexible**: Distributed team across 34 states; decide when, where, and how to work.
- **Competitive compensation**: Salary, stock options (stake in company), performance rewards, referral bonuses.
- **Benefits**: 401(k) match up to 10% of salary; up to $2,000/year professional development budget; up to 12 weeks paid parental leave; medical/dental/vision with significant premium coverage; life insurance; HSA/FSA.
- **Time off**: Flexible PTO (≈25 days/year) plus 11 paid federal holidays.
- **Tech & swag**: Annual tech budget up to $750; $100 swag budget.
- **Culture**: Strong emphasis on growth mindset, inclusivity, and continuous improvement; code of conduct; community involvement (charitable donation match up to $500/year).
- **Hiring process**: All interviews via video; focuses on getting to know you, not trick questions; accommodations available.

## Sources
1. [skylight.digital - Home](https://skylight.digital/)
2. [skylight.digital - Join Us](https://skylight.digital/careers/join/)
3. [skylight.digital - Team](https://skylight.digital/company/about/)
4. [Greenhouse - Jobs at Skylight](https://job-boards.greenhouse.io/skylighthq)

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