VP of Growth

Skylight
Summary
Join Skylight as their Vice President of Growth, reporting directly to the CEO. You will drive sustainable growth across the company, leveraging SBIR/STTR contract vehicles and championing AI/automation in growth operations. Key responsibilities include strategizing and building a scalable growth model, formulating and executing cyclical growth strategies, leading growth-related activities and teams, partnering with business unit executives, guiding contract opportunities, collaborating with marketing and communications, and identifying AI/automation opportunities. The ideal candidate possesses broad executive-level growth experience in government professional services, particularly at the federal level, and a deep understanding of government procurement regulations. The position offers a competitive salary, comprehensive benefits, and a flexible, remote-friendly work environment. Skylight is committed to building diverse teams and encourages applications from all qualified individuals.
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
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
Preferred 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
Benefits
- 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)
- Dollar-for-dollar charity donation matching, up to $500 per year
- Flexible, remote-friendly work environment
- An environment that empowers you to unleash your superpowers for public good