Vice President of Defense & Security

Skylight

17d•$210,000 - $270,000•Remote

About The Position

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 the Vice President (VP) of Defense & Security, you’ll own the overall success of Skylight’s defense & security business — including full accountability for profit and loss (P&L), strategic growth, and exceptional client outcomes. This portfolio includes U.S. Department of Defense (DoD) components and security-mission agencies, for example the Department of Justice (DOJ) and the Department of Homeland Security (DHS).

Requirements

Experience in defense, homeland security, or justice mission environments
Ability to manage a multi-million-dollar profit & loss business, including multiple client engagements with multiple subcontractors
Ability to sustain and grow a professional services business through business development, opportunity capture, and bid & proposal
Strong understanding of how a professional services and government contracting business works
Startup mentality, including a high degree of entrepreneurialism and resourcefulness
Excellent general management and leadership skills
Outstanding organizational skills, including attention to detail
Excellent people management skills
Experience building and managing high-performing teams
Relentless commitment to diversity, equity, and inclusion
Collaborative, supportive leadership style
Excellent interpersonal and problem-solving skills
Strong business acumen
Superb written and oral communication skills
Relentless commitment to excellence and quality in everything we do
Strong understanding of business functions such as people ops, finance, marketing, business development, etc.
Ability to collect, analyze, and derive actionable insights from financial, operational, and performance data
Ability to serve as a coach/mentor to other leaders and managers
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

Nice To Haves

Prior experience working in the civic tech space
Experience working in a remote-team environment

Responsibilities

Own and expand Skylight’s portfolio of work with defense and security customers, managing it as an independent business.
Research and interpret key market drivers (such as policy shifts, mission priorities, funding patterns, and evolving threat landscapes), and proactively understand each defense and security customer’s goals, challenges, and requirements
Translate market insights and customer feedback into innovative or enhanced service offerings, aligned with Skylight’s strategy and core capabilities
Build strategic relationships with government stakeholders, mission leadership (military and civilian), change agents, and vendor partners to identify and pursue new business opportunities
Lead and oversee bid & proposal processes to successfully secure client engagements
Transform each client’s objectives and constraints into customized engagement strategies, delivering unique experiences and impactful results efficiently
Assemble and manage multi-disciplinary teams — leveraging talent sourcing and subcontracting with vendor partners — to ensure successful client outcomes
Provide transparent oversight and ongoing visibility into the status, health, and effectiveness of each client engagement
Facilitate open retrospectives with clients and Skylight teams to assess effectiveness, identify improvement areas, and implement actionable changes
Step in with hands-on client delivery support whenever necessary to maintain high-quality outcomes
Oversee and support core operational functions, including human resource management, to enable team success and organizational effectiveness

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
Company performance and growth 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