Sikich · 2 weeks ago
Director, MSP Tools & Innovation
Sikich is a global company specializing in Accounting, Advisory, and Technical professional services. They are seeking a strategic and visionary Director, MSP Tools & Innovation to lead the implementation of MSP tools and integration of artificial intelligence, automation, and reporting across their Cloud Solutions service portfolio.
AccountingAdviceBusiness Development
Responsibilities
Lead the selection and implementation of next-gen MSP tools with AI and automation strategies that enhance MSP and project service delivery, client experience, and operational efficiency
Identify and implement internal tools that streamline workflows, improve scalability, expand reporting capabilities and reduce manual effort across the Cloud Solutions teams
Collaborate with cross-functional stakeholders to evaluate emerging technologies and translate them into practical, high-value solutions
Lead and mentor a team of consultants, developers, engineers, automation specialists, and innovation leads
Oversee proof-of-concept initiatives, pilots, and R&D efforts to explore new capabilities and validate business impact
Serve as a thought leader on responsible AI use, data governance, and ethical innovation practices in the Cloud Solutions practice area and collaborate with other thought leaders across the Client Solutions pillar
Partner with sales and delivery teams to co-create intelligent solutions tailored to client needs
Monitor performance metrics, adoption rates, and ROI of innovation initiatives
Drive MSP service excellence by optimizing ticketing systems, SLA metrics, escalation processes, and proactive monitoring tools
Implement AI-driven solutions that improve MSP service desk efficiency, incident response, and client reporting
Collaborate with MSP operations leaders to ensure automation initiatives align with ITIL best practices and compliance requirements
Champion innovation in managed services delivery, including predictive analytics for client environments, self-healing infrastructure, and intelligent resource allocation
Assist the MSP and project deliver teams with the implementation of Azure DevOps best practices
Provide guidance and leadership in establishing new service offerings using Microsoft Copilot and Power Platform for the Cloud solutions project team
Qualification
Required
5+ years of experience in technology leadership, with 3+ years focused on AI, automation, or innovation
Proven success implementing solutions in a managed services or enterprise IT environment
Extensive experience in MSP operations, including service desk management, infrastructure monitoring, and client lifecycle management
Strong understanding of MSP business models, recurring revenue structures, and client satisfaction metrics
Deep understanding of Azure, DevOps, and automation frameworks
Strong communication, stakeholder engagement, and change management skills
Bachelor's or Master's degree in Computer Science, Engineering, or related field
Servant Leader – You are hyper focused on engaging employees, fostering their development, and building a positive culture
Solutions Focused – You see opportunities in every business problem and can develop, articulate, and implement solutions
Collaboration – You are a relationship builder across all levels of the organization and across all business units
Instills Trust - You do what you say, and you follow through on commitments, you act with integrity, you are consistent and are perceived as credible
Impact & Influence Thinking – You gain support for ideas, proposals, and solutions, and get others to act, with or without formal authority, to advance initiatives/objectives
Benefits
Flexible Time Off (FTO) Policy
Paid holidays during the year
Comprehensive wellness program
Flexible work arrangements
Health, dental, vision, life, and accident/death/disability insurance options
HSA employer contribution
Nine (9) paid holidays annually.
Robust paid Parental Bonding Leave program covering birth, adoption, and foster children.
401(k) with employer contributions
CPA bonus with four (4) paid exam days & four (4) paid study days.
Tuition reimbursement
Generous employee referral bonus program
Client referral bonus program
Pet insurance
FORCE – Sikich community volunteer program enabling each team member to use up to four hours of paid time annually to volunteer and make a difference in their local communities.
Company
Sikich
Sikich is a Chicago-based investment banking firm offering expert M&A and capital markets advisory services tailored to the middle market.
H1B Sponsorship
Sikich has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (3)
2024 (5)
2022 (1)
2021 (1)
2020 (2)
Funding
Current Stage
Late StageTotal Funding
$250MKey Investors
Bain Capital
2024-05-09Private Equity· $250M
Recent News
GlobalFinTechSeries
2025-11-13
24-7 Press Release Newswire
2025-11-05
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