Chief Operating Officer

Summary

Join Skylight's Defense Services team as their Chief Operating Officer (COO)! In this role, you will collaborate with the VP of Defense Services and other executives to shape the business unit's strategic direction, manage operations, and drive results. You will lead execution of strategic initiatives, oversee daily operations, and play a key role in growing Skylight's portfolio of defense services contracts. Responsibilities include managing client projects, ensuring high-performance from delivery teams, and maintaining financial and operational health. You will also build a positive and inclusive team culture, foster strong customer relationships, and collaborate with Skylight's Executive Office. This is a full-time, remote position offering a competitive salary and comprehensive benefits package.

Requirements

• Experience in the defense services industry
• 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

Responsibilities

• Collaborate with the VP of Defense Services and other members of Skylight’s executive team (e.g., CEO, COO, VP of Growth) in setting and driving the business unit’s long- and short-term strategic direction
• Lead the execution of the business unit’s strategic direction through activities such as organizational-wide goal setting, performance planning, operational planning, and performance management
• Manage and engage in the day-to-day operations of the business unit, such as overseeing the work of managers, ensuring our client delivery teams are performing at the highest levels, and troubleshooting a variety of issues as they arise
• Play a direct role in all aspects of growing Skylight’s portfolio of defense services contract work with agencies such as the Air Force, Army, and Navy, including business development, opportunity capture, and bid & proposal
• Maintain ongoing visibility into the financial, operational, and performance health of the organization, including client projects, to facilitate proactive and sound decision-making
• Collaborate closely with Skylight’s Executive Office, including the COO, to ensure that the business unit’s operations align with the core operations of the company as a whole, including finance, accounting, legal, people ops, marketing, communications, growth, contract management, and information technology
• Build a diverse, inclusive, equitable, and performance-oriented culture, ensuring that team members thrive and organizational outcomes are met
• Build and maintain trusted relationships with key customers, partners, stakeholders, and vendors

Preferred Qualifications

• 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