Cher

Liudmyla Cherniakova
Kyiv, UA (Previously New York, USA) | [открыть контакты](см. выше в блоке «контактная информация») | [открыть контакты](см. выше в блоке «контактная информация») |
[открыть контакты](см. выше в блоке «контактная информация») | Open to relocation | Open to Remote US/EU
CEO | COO | ENTERPRISE STRATEGY & AI TRANSFORMATION

Strategic Technology Executive with 15+ years of operating at the CEO scale — now stepping into the title to match
the scope. Proven driver of enterprise-wide transformation across SaaS, AI, and digital payments ecosystems in
hospitality, retail, e-commerce, fintech, and banking. Proven track record owning P&L, building high-performing teams of
100+ professionals, and translating complex business vision into high-impact execution across North America and
EMEA. Recognized for bridging C-suite vision and operational execution — delivering $100M+ ARR, $20M revenue
growth, and enterprise modernization at scale. Thrive at the intersection of technical architecture and business outcomes,
turning ambiguity into elegant, measurable solutions.

KEY ACHIEVEMENTS
● Generated $100M+ in Annual Recurring Revenue through global SaaS launches across North America and EMEA.
● Migrated from legacy monolithic systems to AWS microservices architecture, scaling from $4K to 200K Daily
Active Users (DAU), increasing uptime by 35%, and reducing infrastructure costs by 20% annually.
● Established a KPI-driven operating model and Lean delivery framework, using predictive analytics to drive planning
and prioritization, increasing sprint velocity by 40% and reducing operational costs by 20%.
● Reduced release cycles from 3 weeks to 1 day (on-demand releases) through Agile-at-scale delivery, optimized
sprint cadences, engineering practices: CI/CD, code review, automated testing, monitoring.

PROFESSIONAL EXPERIENCE
HS-Soft, New York, NY (Remote) | Executive Director of Strategy | COO (Functional) | Nov 2021 - Present
Co-defined corporate strategy with the CEO and Board and served as the CEO's delegated executive, assuming
enterprise-wide accountability for operations, organizational performance, and execution across Product,
Engineering, Data Science, Marketing, Sales, and Customer Success. Led the company during the CEO's absences,
ensuring executive decision-making, strategic continuity, and operational performance while directing 10 cross-functional
teams of 90+ FTE. Accelerated product launches by 3 months and drove the company's growth to $100M ARR within the
first year through market expansion and new product releases.
● Defined the enterprise AI and data platform strategy, owned annual planning and enterprise OKRs, and aligned
investment priorities with corporate growth objectives, generating $5M in incremental revenue.
● Spearheaded a technology modernization roadmap and scalable task management systems that boosted
performance by 80% and reduced operational costs by $300,000 through system optimization and automation.
● Oversaw company-wide day-to-day operations across product, engineering, and GTM, aligning execution with
revenue and growth targets.
● Designed and implemented scalable org structures and redesigned the Product and Engineering operating
cadence, scaling the organization from 40 to 90+ employees without slowing execution.
● Orchestrated 8 enterprise digital transformation programs for data and AI business strategy by aligning scope,
timelines, resources, and stakeholder expectations with business objectives, achieving a 30% efficiency gain.
● Determined enterprise AI investment priorities and led implementation of agentic AI workflows (n8n) to automate
status reporting, accelerating adoption by 30% and eliminating 15+ hours of manual work weekly.
● Accountable for portfolio financial management, including P&L ownership, overseeing profitability metrics, and
revenue forecasting for $100M budget optimization.
● Partnered with the CEO to direct workforce financial operations for 90+ global FTE, overseeing compensation
strategy, payroll, customer billing, and cash-flow execution with 100% on-time delivery.
● Lowered employee turnover by 50% through a comprehensive talent strategy centered on leadership development.
● Owned the enterprise PMO operating model, identified process improvements to streamline engineering
operations, increasing delivery productivity by 30% through unified processes and governance.
● Drove data-informed decision-making by leveraging predictive forecasting models, improving infrastructure
utilization by 25%.
● Owned the full product lifecycle for Cash registers and Web ERP from concept to launch, implementing AI-driven
insights and driving $3M additional revenue.
● Defined a multi-year product vision and portfolio strategy, determining portfolio priorities that increased adoption
by 20%.
● Repositioned product and commercial strategy ahead of emerging market trends, driving 25% revenue growth and
capturing $8M in incremental revenue.
● Architected API integrations with Visa, Mastercard, PayPal, Apple Pay, Google Pay, and Venmo, enabling
omnichannel checkout for 600+ merchant accounts.
● Directed enterprise-wide execution across cross-functional teams to deliver AI-driven automation, online ordering,
digital menus, digital payment ecosystems, and multicloud integration, expanding enterprise market share by 25%.
● Transformed predictive model outputs into strategic insights to validate product hypotheses and prioritize initiatives.
● Reduced technical debt by 20% and improved system reliability by 30% by balancing innovation initiatives with
long-term infrastructure investments.
FillerLux, New York, NY | Interim COO | Operational Program Lead (Contract) | Oct 2024 - Jan 2025
Served concurrently with HS-Soft as the operational and strategic lead across the full business, functioning as de facto
COO across the marketplace, customer experience, compliance, and growth. Led end-to-end design and execution
of a national B2B marketplace expansion program, unifying licensed aesthetic professionals from all 50 U.S. states onto a
single Shopify-based platform, building the operational, compliance, and customer experience infrastructure from the
ground up.
● Drove enterprise deployment of an LLM-powered conversational AI integrated with Zendesk, automating customer
responses for order inquiries, license questions, and product support, cutting time-to-value by 60%.
● Engineered intelligent issue routing and real-time ticket resolution workflows, deflecting 45% of tier-1 support tickets
without human intervention through contextually accurate AI-driven triage.

Kaseya, Miami, FL | Director-Level Security Transformation Lead (Contract) | Nov 2023 – Feb 2024
Concurrent short-term engagement alongside HS-Soft. Engaged as a senior transformation leader to architect and drive
the Enterprise Security Transformation Program at a 5,000+ FTE enterprise organization - a high-priority,
CIO-sponsored initiative to modernize the organization's security operations, threat defense posture, and IT delivery
infrastructure at enterprise scale.
● Reported directly to the CIO, translating executive security strategy into an enterprise transformation roadmap
spanning scope, budget, governance, and success metrics.
● Directed cross-functional execution across Engineering, Product, Information Security, Finance, HR, and Customer
Success, aligning enterprise priorities and accelerating delivery by 30%.
● Steered and embedded Agile delivery frameworks and Jira automation, accelerating program velocity by 30% while
ensuring full compliance with global cybersecurity standards.
● Transformed complex security and operational data into executive-grade intelligence dashboards, compressing
C-level decision cycles by an estimated 40%.

MilaTech, Kyiv, Ukraine | Founder & CEO | Executive Strategy (Alongside Movex and HS-Soft) | Sep 2013 - Feb 2024
Founded an executive advisory firm serving 12+ mid-market and enterprise IT companies ($10M–$200M ARR)
across fintech, banking, SaaS, and payments in the U.S. and Europe, leading product audits, strategic portfolio
prioritization, and alignment of engineering execution with business objectives to drive scalable growth.
● Served as product and transformation lead for IT companies, owning the full engagement lifecycle from client
origination and scoping through delivery and renewal; personally sourced and closed all client relationships through
network and referrals.
● Owned the full client engagement lifecycle, from business development and strategic scoping to delivery and
renewals, personally originating and closing executive client relationships through referrals and trusted network.
● Advised fintech and SaaS founders on payments infrastructure, go-to-market and pricing strategies, and engineering
org design, translating complex problems into action.
● Helped founders reshape product vision, operating models, and go-to-market execution by implementing AI-driven
insights and delivering an average 25% improvement in operational efficiency.

Movex, Kyiv, Ukraine | Director of Program and Product Management | Sep 2013 - Nov 2021
Directed SaaS, ERP, CRM, and HR/Payroll transformation programs for fintech and banks, leading 8 cross-functional
teams spanning 100+ FTE across Engineering, Product, and Operations, driving $20M revenue growth in direct
partnership with the CTO and Founder.
● Directed Agile transformation and R&D initiatives by streamlining governance, risk management, and intake
processes, and Jira standardization, delivering 30% productivity gains and reducing blockers by 30%.
● Established and led a PMO overseeing $30M+ portfolios, standardizing Agile and OKRs, and operating rhythms to
improve predictability and reduce delivery risk, scaling from 30 to 100+ employees, while reporting to the CEO.
● Made the call to switch vendors mid-program under uncertainty, managing full transition with zero disruption,
cutting costs by 15%, and restoring SLA compliance within 60 days.
● Implemented KPIs for transparency and predictability, and fostered a culture of continuous learning and continuous
improvement.
● Owned annual CapEx/OpEx planning, translating operational data into budget recommendations that directly
informed executive investment decisions.
● Ensured GDPR and ISO compliance while instituting secure role-based access control (RBAC) through
Azure/Kubernetes, reducing unauthorized access incidents by 30% and reinforcing enterprise regulatory alignment.
● Led ERP/CRM SaaS development by overseeing product discovery and translating business goals into clear product
priorities, ensuring timely releases and reducing product launch cycles by 40%.
● Co-architected system design blueprints for banking HR and Payroll programs, translating business requirements into
technical architecture and ERP infrastructure, eliminating rework across 3 major program phases.
● Partnered with Product, Technology, Legal, HR, and Risk on measurable OKRs and product priorities, driving
customer satisfaction (NPS +30%).
● Identified digital payments as an underserved market gap to facilitate transactions, proposed and led integration
across card networks, digital wallets, and ACH/SEPA, compressing time-to-payment-live from months to weeks.
● Strengthened B2B product leadership by mentoring junior PMs, driving 80% promotion to senior roles in 12 months.
Oschadbank, Kyiv, Ukraine | General Manager | Sep 2009 - Sep 2013
Led banking modernization across 10 branches at an 18,000+ FTE state bank, cutting service time by 20%.

EDUCATION
Master’s Degree | Finance (Evaluated by WES as U.S.-equivalent) | Bukovina University | Chernivtsi, UA 2008

Bachelor’s degree | Economics (Evaluated by WES as U.S.-equivalent) | Bukovina University | Chernivtsi, UA 2007

Organizational Leadership Specialization | Northwestern University 2026

AI Agents: From Prompts to Multi-Agent Systems | University of California - Davis 2026

SKILLS
BUSINESS LEADERSHIP & STRATEGY: Excellent communication skills | Business Strategy | Workforce Planning | PMO
Governance | Agentic Workflow Deployment | P&L | Org Design | System Design | C-Suite Communication | Cloud
Infrastructure Modernization | Project Management Systems | Risk Management | Vendor Management | SDLC | Financial
Analysis (FP&A, ROI, business cases) | Global Experience | Problem-Solving | Entrepreneurial Spirit | Startup Experience
| Procurement | Commercialization | Market Research | Self-Starter | Analytical Skiils

PAYMENTS & eCOMMERCE: Digital Payments Strategy | Card Network Operations (Visa/Mastercard) | Payment Rails
Integration | eCommerce Checkout Optimization | POS & Omnichannel Payments | Chargeback & Dispute Management |
Digital Wallets (Apple Pay, Google Pay, PayPal, Venmo) | Issuer Operations | Authentication & Identity (Passkeys) |
Payment API Integration | Tokenization | Merchant Acquiring | 3DS / 3D Secure | Marketplace platforms

PEOPLE MANAGEMENT: Talent development | Mentorship | Performance Review | Hiring | HR Business Partner

PRODUCT & DELIVERY: Digital Product Strategy | Roadmapping | GTM | Customer Engagement | SaaS | AI | Digital
Transformation | ERP | CRM | Predictive Analytics | Data Analysis | Performance Measurement | Access Control | UX/UI

CLOUD & ARCHITECTURE: AWS | OCI | Azure | GCP | API | SaaS | PaaS | IaaS | Microservices | DevOps |
Containerization | Web architecture | Engineering team collaboration across Node.js, TypeScript, React ecosystems

AI & DATA: AI | ML | Data Platforms | RPA | DataDog | PostgreSQL | Copilot | ChatGPT | Claude | Gemini | Azure AI

TOOLS & FRAMEWORKS: Agile | Scrum | Kanban | Kaizen | Lean | Six Sigma | SAFe | Jira | Jira Align | Jira Advanced
Roadmaps | Rovo | Asana | N8N | Jira Product Discovery | Productboard | Monday | Confluence | MS Project | Google
Sheets | Figma | Power BI | JQL | Slack | SAP | Oracle FLEXCUBE | Oracle PeopleSoft | HRIS | BambooHR | Workday |
Jira Service Management | Salesforce | Hubspot | Zendesk | Shopify | ADP | Miro AI | Notion AI | GitLab | Amazon
SageMaker | AWS IAM | Perplexity | Google AI Studio | Jellyfish | Stripe | PayPal | Wise | NetSuite | NotebookLM | Google
Colab (Multi-Agent Workflow) | Zapier | Zoho

COMPLIANCE: ISO 27001 | GDPR | CCPA | PCI DSS | Risk & Data Security | Financial Regulatory | AI Governance | EU
AI Act | HIPAA

CERTIFICATIONS
CEO Playbook: Generative AI | Starweaver 2026
The Chief AI Officer's Handbook | Coursera 2026
Google Digital Marketing & E-commerce | Google 2026
The AI Awakening: Implications for the Economy and Society | Stanford University 2026
Data-Driven Decision-Making for Agile Organizations Specialization | Duke University 2026
AI Product Management | Duke University 2025
AI Infrastructure and Operations Fundamentals | NVIDIA 2025
Business Foundations Specialization | University of Pennsylvania, Wharton Executive Education 2025
Product Strategy and Roadmapping | Microsoft 2025
Digital Product Management | University of Virginia 2024
Program Management Professional (PgMP) | Project Management Institute 2023
PMI® Authorized PMP® Practice Exam - Project Management Institute 2023

BOARD & COMMUNITY LEADERSHIP ENGAGEMENT
● Member, PMI - Contributor to thought leadership on hybrid project delivery.
● Advisory Board Member, National University, San Diego, CA - Advises on AI and cloud program management best
practices for academic and enterprise integration that improved student-industry engagement and adoption by 20%.