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Chief Solutions Officer

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Allwyn Corp
Full Time position Listed on 2026-11-06
Job specializations:
Salary/Wage Range or Industry Benchmark: 250000 - 350000 USD Yearly USD 250000.00 350000.00 YEAR

Job Description & How to Apply Below

Position Overview

The Chief Solutions Officer (CSO) leads Allwyn’s solution development and proposal function, turning customer needs and company capabilities into clear, differentiated, deliverable offerings. The CSO directs technical discovery, solution architecture, delivery models, estimates, assumptions, and risk assessments, and is accountable for the technical quality and compliance of proposal responses. The role manages the Proposal Lead and proposal-development process, bringing together input from the CRO, CTO, COO, subject‑matter experts, and partners.

The CSO also helps expand existing client relationships through follow‑on work, recompetes, task orders, and cross‑selling, and represents Allwyn in customer, partner, and industry forums. For each award, the CSO ensures proposed commitments and assumptions transition clearly to the COO and Program Delivery team.

The position will focus on both new‑logo growth and expansion within existing Allwyn accounts.

Key Responsibilities

  • Lead technical discovery and pre‑sales engagement with customers.

  • Own solution architecture, delivery models, estimates, assumptions, and technical risk.

  • Convert Allwyn’s capabilities into repeatable, differentiated customer offerings.

  • Lead the creation of technical demo’s and presentations as needed to support pre‑sales and proposals.

  • Own the technical solution and overall quality of proposal responses.

  • Manage the Proposal Lead and proposal‑development process, including reviews and compliance.

  • Integrate input from the CRO, CTO, COO, subject‑matter experts, and partners.

  • Ensure smooth transition of proposed solutions, assumptions, and commitments to COO (Program Delivery).

Recommended KPIs

  • On‑time, compliant proposal submissions:
    100%

  • Formal solution review completed for strategic bids:
    100%

  • Technical evaluation score: at least 90% of available technical points , where disclosed

  • Solution estimate versus actual first‑year delivery effort: within ±10%

  • Reusable architectures, accelerators, or content used in qualifying proposals:
    50% or greater

  • Red‑team and final‑review findings resolved before submission:
    95% or greater

  • Expand existing client relationships through follow‑on work, recompetes, task orders, cross‑selling and introduction of additional Allwyn capabilities.

  • Establish and manage opportunity‑specific win strategies and differentiated value propositions.

  • Conduct competitive assessments and identify the strengths, weaknesses, likely strategies, and pricing posture of major competitors.

  • Lead customer and partner engagement plans to improve Allwyn’s position before solicitation release.

Partner Development

  • Identify, evaluate, and develop relationships with prime contractors, subcontractors, technology partners, and specialized small businesses.

  • Negotiate teaming arrangements, workshare expectations, and opportunity‑specific partner commitments in coordination with executive leadership.

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