Skyward

Senior Advisor, Business Development – Strategy

Skyward

full-time

Posted on:

Location Type: Hybrid

Location: Rockville • Maryland • United States

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Salary

💰 $150,000 - $175,000 per year

Job Level

Senior

About the role

  • Lead business development and capture strategy for priority pursuits across DHS agencies.
  • Shape early-phase opportunities through customer engagement, teaming strategy, and competitive positioning.
  • Develop and maintain a pipeline of opportunities for DHS market.
  • Build teaming arrangements with industry partners to amplify value proposition and enhance pWin.
  • Work closely with growth, leadership and our delivery teams to align capture efforts with Skyward’s technical strengths and mission vision.
  • Provide deep market insight into acquisition trends, customer needs, and emerging opportunities in cleared spaces.
  • Guide internal teams in navigating cleared procurement landscapes, including pre-RFP shaping and partner engagement.
  • Establish and expand Skyward’s reputation and network in the national security and homeland missions arena.
  • Serve as a strategic advisor on partnerships, contract vehicles, and solutioning approaches to improve win probability.
  • Build and maintain strong relationships with DHS customer segments.
  • Support efforts required to respond to requests for proposals (RFIs and RFPs).

Requirements

  • Demonstrated success leading growth and capture strategy, managing a robust portfolio across DHS, with a preference for digital service or IT modernization programs that results in new business awards.
  • Deep understanding of federal procurement processes.
  • A strong, trusted network of established relationships within DHS organizations and industry partners.
  • Experience working within or alongside digital services firms or delivery-focused contractors.
  • Excellent communication and executive-level briefing skills.
  • Strategic mindset with an ability to operate independently, set direction, and influence across teams.
  • Entrepreneurial mindset with a desire to build, not just maintain.
  • Demonstrated experience in formulating strategic partnerships to secure new business ventures.
Benefits
  • Medical, dental, vision insurance (fully paid for employees)
  • 15 days of paid leave
  • 7 days of sick leave
  • 2 days bereavement leave
  • 11 paid Federal holidays
  • Up to 40 hours for jury duty
  • 401K with 4% employer contribution (and no vesting period)
  • Up to 4 weeks of paid paternity and maternity leave
  • Company provided laptop
  • $5,000 per year for professional development
  • $600 per year for technical supplies and equipment
  • $2,000 referral bonus
  • Life and disability insurance
  • HSA and FSA
  • Legal Shield and ID Shield Voluntary Benefits
  • Opportunity to work in a collaborative, motivated team focused on modernizing government services with cutting-edge technology and innovative solutions.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
business developmentcapture strategypipeline managementcustomer engagementcompetitive positioningpre-RFP shapingcontract vehiclessolutioning approachesdigital serviceIT modernization
Soft Skills
communication skillsexecutive-level briefingstrategic mindsetindependent operationinfluence across teamsentrepreneurial mindsetrelationship buildingteam alignmentmarket insightpartner engagement