OLGA CHERKASOVA
Empowering Your Digital Transformation Journey
from Vision to Sustainable Results
from Vision to Sustainable Results
My name is Olga Cherkasova. For over 14 years, I have been working with leading Fortune 500 companies, startups, and teams that seek not just to adopt trendy tools, but to fundamentally transform their approaches to leadership, business processes, and corporate culture.
I help leaders broaden their perspective, think strategically, and build resilient systems capable of thriving in conditions of constant uncertainty.
Strategic Partnership
For Corporates
Digital transformation is no longer a competitive edge — it’s a basic survival requirement.
True transformation, however, is not about tools and technology. It’s about building smart connections between people, processes, and goals.
I guide companies through every stage of transformation — from assessing organizational maturity to designing a clear strategy and ensuring its seamless implementation.
My approach balances structure, flexibility, and respect for your unique culture.
Each project reflects not only business objectives but also the deeper values that define who you are.
For Startups
A successful startup is never just about a great idea — it’s about managing growth with precision and discipline.
I help founders create strong business models, build efficient processes, and prepare for strategic conversations with investors.
I bring not only years of professional expertise but also an insider’s understanding of fast-paced teams working under pressure.
My goal is to help you design a business system that scales without falling apart.
For Professionals
Career growth requires more than just competence — it’s about adaptability, leadership, and strategic thinking.
I work with professionals to help them shape their personal development plans, enhance leadership skills, and confidently step into roles that match their real potential.
Whether you want to refine your leadership style, strengthen strategic thinking, or prepare for your next career leap — I offer guidance built on deep experience and a clear understanding of what careers demand today.
Services
Software Development Leadership and Transformation
As a certified expert in Agile, Scrum, and Kanban, I lead comprehensive Agile transformations, conduct process maturity assessments, and oversee team and business reorganization.
My work includes training and coaching cross-functional and distributed teams, helping them minimize time-to-market, enhance product quality, and improve both employee retention and team engagement.
Every transformation is tailored to align with the organization’s strategic goals, ensuring agility becomes a natural part of the company’s DNA — not just a set of processes.
My work includes training and coaching cross-functional and distributed teams, helping them minimize time-to-market, enhance product quality, and improve both employee retention and team engagement.
Every transformation is tailored to align with the organization’s strategic goals, ensuring agility becomes a natural part of the company’s DNA — not just a set of processes.
Business Analysis Excellence
As a practitioner aligned with the International Institute of Business Analysis (IIBA) standards, I design, implement, and coach world-class business analysis practices that set a high benchmark for global teams.
My approach helps business and system analysts from different countries centralize and standardize shared processes, tools, and methodologies — ensuring consistency, increasing transparency, and maximizing value delivery.
Ultimately, this alignment enhances stakeholder collaboration and ensures analysis practices directly support strategic decision-making and operational excellence.
My approach helps business and system analysts from different countries centralize and standardize shared processes, tools, and methodologies — ensuring consistency, increasing transparency, and maximizing value delivery.
Ultimately, this alignment enhances stakeholder collaboration and ensures analysis practices directly support strategic decision-making and operational excellence.
High-Performing Team Building, Coaching and Management
Successful software development is never just about technology — it’s about people.
I assess team competencies, audit delivery practices, hire and onboard talent, and provide mentorship and coaching to help teams thrive.
My focus is on improving morale, performance, and collaboration, while ensuring these improvements fit within realistic budgets.
The result is not just higher productivity, but stronger, more cohesive teams capable of delivering sustainable results in complex environments.
I assess team competencies, audit delivery practices, hire and onboard talent, and provide mentorship and coaching to help teams thrive.
My focus is on improving morale, performance, and collaboration, while ensuring these improvements fit within realistic budgets.
The result is not just higher productivity, but stronger, more cohesive teams capable of delivering sustainable results in complex environments.
Product Envisioning and Early-Stage Startups Advisory
I advise early-stage startups on product discovery, design thinking, and strategic development — ensuring they build products with clear market fit and scalable potential.
This includes shaping team composition, optimizing vendor management, defining business processes, and preparing for MVP launches.
My expertise helps founders balance innovation and operational excellence from day one, laying a foundation for growth and investment attraction.
This includes shaping team composition, optimizing vendor management, defining business processes, and preparing for MVP launches.
My expertise helps founders balance innovation and operational excellence from day one, laying a foundation for growth and investment attraction.
Training & Mentorship
I design and deliver tailored training programs for executives, managers, and key specialists.
Focus areas include leadership, product management, business analysis, Agile, Scrum, and soft skills development.
Each program is built around real client cases, practical tools, and global best practices, ensuring that knowledge is immediately applied to real work challenges.
The result: stronger team competencies, greater process transparency, reduced operational costs, and improved efficiency.
Focus areas include leadership, product management, business analysis, Agile, Scrum, and soft skills development.
Each program is built around real client cases, practical tools, and global best practices, ensuring that knowledge is immediately applied to real work challenges.
The result: stronger team competencies, greater process transparency, reduced operational costs, and improved efficiency.
Career Advisory
Successful careers don’t happen by chance — they are built with strategy.
In my sessions, I help you assess your current career situation, identify growth paths, refine your personal brand and positioning, build a networking plan, and prepare for negotiations — whether it’s for a new project or your next leadership role.
In just one consultation, you get a clear step-by-step action plan — and the confidence to follow through.
In my sessions, I help you assess your current career situation, identify growth paths, refine your personal brand and positioning, build a networking plan, and prepare for negotiations — whether it’s for a new project or your next leadership role.
In just one consultation, you get a clear step-by-step action plan — and the confidence to follow through.
Get more information about my services
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Expertise
Leadership & Team Management
Effective leadership isn’t about control — it’s about creating space for initiative and responsibility.
I help build strong, independent, and result-driven teams — aligned with your goals and ready to perform under pressure.
Agile & Scrum
Agile works only when it’s embedded in your leadership culture.
I guide companies through Agile transformation — from training teams to adjusting leadership styles for true agility in action.
Business Analysis & Product Management
In uncertainty, intuition isn’t enough — data, hypotheses, and feedback drive success.
I help set up a clear product system — from identifying client needs and product requirements to managing tasks and evaluating results.
My Clients
My projects span 30+ countries, giving me a deep understanding of cultural differences in business, communication, and decision-making.
This allows me to quickly adapt to national specifics and build effective cooperation, always respecting local business traditions.
This allows me to quickly adapt to national specifics and build effective cooperation, always respecting local business traditions.
Portfolio and Cases
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Drive Agile Transformation
Led a full-scale Agile maturity assessment and process optimization strategy for a global company with operations in 20+ countries and 1500+ employees.
Delivered a company-wide Agile transformation across all management levels and key processes — boosting adaptability, improving customer experience, and reducing operational costs by 10% in the first year.1 -
Implement Scrum
Built and led a cross-functional team of 20+ experts across 4 countries to deliver an IT solution valued at $100M.
With a structured Scrum framework, the release cycle shrank from 2 months to 2 weeks, while team engagement and satisfaction hit 5 out of 5 in internal reviews.2 -
Transform Business Analysis
Designed and executed a complete business analysis transformation for global clients, including Daikin, Verizon, Jabil, WTA, GHX, and others.
This covered business analysis, project management, and team leadership, driving client NPS to 9 and end-user satisfaction to 4.8 out of 5.3 -
Design Center of Excellence
Designed and launched specialized Competence Centers for business analysis and Agile — serving both software companies and Fortune 500 corporations.
This included structuring, hiring, training, process standardization, and leadership development.
Result: 75% profit growth in these areas and 95% employee retention — with no increase in costs.4 -
Launch AI Solutions
Led the development and rollout of an AI-powered assistant that redefined requirements documentation.
The solution cut documentation time by 50% and improved quality by another 50%, setting a new efficiency standard for business analysts and development teams.5 -
Manage Product Delivery
Oversaw full product lifecycle management for IT solutions across 118 organizations — from idea to launch and continuous updates.
After implementation, the product reduced end-user labor costs by 20%.6 -
Build and Launch Startups
Ideated, strategized, executed, launched and contributed to 40+ products and concepts for early-stage startups and innovation hubs in Fortune 500 companies.
Drove project delivery under tight time and budget constraints, improved resource efficiency, attracted investment, and won two hackathons with personal projects.7 -
Scale Startups
Drove strategic scaling for DGTL startup, achieving:- 50x revenue growth
- Acquisition of 3000+ clients
- Client retention rate of 92%
8 -
Train, Mentor and Coach Talents and Teams
Built training centers and talent development programs across 20+ countries.
Assessed skills, created tailored training and mentoring programs aligned to corporate strategy — improving employee competence by 20% and product quality by 25%.9
My Story
My career started with ambitions in global energy, backed by a Master’s in Economics and recognition as a top 1% graduate from the Faculty of Energy at Belarusian National Technical University. I planned to manage complex oil and gas logistics across borders and continents.
But life took me deeper into technology, where my analytical mindset and system thinking led me into business analysis — and from there, into product development and team leadership.
Working inside tech companies, I saw the transformational power of Agile — and how often that power gets blocked by organizational resistance. This became my core expertise: not just introducing tools, but shifting culture and mindset.
With international projects, deliberate career moves, and continuous development — including Stanford GSB’s Executive Leadership Program (LEAD) — I stepped into roles where I could influence not only business results but also team development and corporate culture.
Today, I work with leaders ready to think bigger, see further, and build companies designed for sustainable growth in a world of constant change.
In every project, I combine strategic vision, deep systems thinking, and respect for people and context, because that’s where real transformation happens.
But life took me deeper into technology, where my analytical mindset and system thinking led me into business analysis — and from there, into product development and team leadership.
Working inside tech companies, I saw the transformational power of Agile — and how often that power gets blocked by organizational resistance. This became my core expertise: not just introducing tools, but shifting culture and mindset.
With international projects, deliberate career moves, and continuous development — including Stanford GSB’s Executive Leadership Program (LEAD) — I stepped into roles where I could influence not only business results but also team development and corporate culture.
Today, I work with leaders ready to think bigger, see further, and build companies designed for sustainable growth in a world of constant change.
In every project, I combine strategic vision, deep systems thinking, and respect for people and context, because that’s where real transformation happens.
Qualification
Entrepreneurship
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Startups
I launched my first business in 2013, realizing that corporate experience and formal education alone weren’t enough to fully understand entrepreneurship.
That early project ended in 2015, but it became a priceless foundation for my future success — including my consulting practice. -
DGTL Agency
In 2018, I co-founded DGTL Agency, helping traditional SMEs undergo digital transformation and adapt to new market demands.
Today, DGTL Agency is a strategic partner for companies ready to rebuild their processes, teams, and products using modern management practices. -
DGTL School
Seeing the demand for practically skilled specialists, I founded DGTL School in 2020 — an education hub for IT professionals.
In just 3 years, 3000+ students worldwide completed our programs, helping companies upskill their teams without costly external hiring. -
Sustainable Growth
My leadership experience spans sales, marketing, legal, finance, and HR — managing all critical business functions.
This holistic approach, combined with attention to detail and relentless focus on development, delivered sustainable success: 50x revenue growth in just 6 years.
Volunteering
Founder & President
As Founder & President of the Belarus Chapter of the International Institute of Business Analysis (IIBA®), I built not just a community, but a platform to elevate the profession across the region.
With no external funding, I leveraged my personal brand, strategic vision, and transformational leadership to build a global network of 3000+ analysts, supported by 40+ volunteers across Belarus, Eastern Europe, and beyond.
IIBA Belarus Chapter
Startup Mentor
As a mentor in the Stanford GSB LEAD program, I guide startups from idea to MVP and market launch.
I help founders apply practical solutions rooted in real business experience, building resilient operational models ready for scaling and external shocks.
LISA
Founder
As a woman in tech, I know first-hand the challenges women face in male-dominated industries.
I believe female leadership is not a trend — it’s a key to fairer, more resilient, and innovative workplaces.
That’s why I founded Women In Power, a global initiative uniting 1000+ women worldwide through free events, practical tools, and community support.
Women In Power
Testimonials
Olga is an exceptionally talented and driven individual. She consistently demonstrates initiative, a strong work ethic, and a genuine eagerness to learn and contribute meaningfully.
Olga possesses a natural ability to adapt to new challenges, quickly grasping complex concepts and applying them effectively. Her proactive approach to problem-solving, combined with a keen sense of responsibility, makes her a valuable asset in any team or organization. Beyond technical skills, Olga also exhibits strong interpersonal abilities, fostering collaboration and positive engagement with colleagues and stakeholders.
Olga possesses a natural ability to adapt to new challenges, quickly grasping complex concepts and applying them effectively. Her proactive approach to problem-solving, combined with a keen sense of responsibility, makes her a valuable asset in any team or organization. Beyond technical skills, Olga also exhibits strong interpersonal abilities, fostering collaboration and positive engagement with colleagues and stakeholders.
I am thrilled to recommend Olga for any role involving Business Analysis and Agile Coaching. Olga played a pivotal role in leading our Business Analyst transformation initiative, ensuring consistency in skills and enhancing the quality of our work. Her dedication to excellence was evident throughout this process, as she crafted strategies to elevate the standards of our business analysis practices.
Recently, Olga transitioned into the role of Agile Coach, where she made a huge impact on our approach to agile methodologies. She lead an Agile Maturity assessment, which not only improved the effectiveness of our agile processes but also resulted in significant time and cost savings for the company. Olga's ability to seamlessly transition between roles and excel in diverse domains speaks volumes about her versatility and expertise.
Her very-very high professionalism, collaborative nature, coupled with her innate ability to inspire and motivate teams and skills in both Business Analysis and Agile were instrumental in driving positive change within our organization.
Recently, Olga transitioned into the role of Agile Coach, where she made a huge impact on our approach to agile methodologies. She lead an Agile Maturity assessment, which not only improved the effectiveness of our agile processes but also resulted in significant time and cost savings for the company. Olga's ability to seamlessly transition between roles and excel in diverse domains speaks volumes about her versatility and expertise.
Her very-very high professionalism, collaborative nature, coupled with her innate ability to inspire and motivate teams and skills in both Business Analysis and Agile were instrumental in driving positive change within our organization.
I had the pleasure of working with Olga as our Agile Coach and Transformation manager. Olga's deep understanding of Agile principles and methodologies transformed our team’s approach to work. Her ability to foster a collaborative environment and encourage continuous improvement was instrumental in our success. Olga is not only a skilled coach but also a great mentor who inspires and motivates the team to achieve their best. Her impact was profound during a significant organizational change in our company.
Olga's strategic vision and ability to align teams towards common goals were key to our successful transformation. She demonstrated exceptional leadership, guiding us through complex challenges with clarity and confidence. Olga's commitment to fostering a culture of innovation and continuous improvement has left a lasting positive impact on our organization.
I wholeheartedly recommend Olga for any organization looking to embrace Agile practices and drive meaningful change.
Olga's strategic vision and ability to align teams towards common goals were key to our successful transformation. She demonstrated exceptional leadership, guiding us through complex challenges with clarity and confidence. Olga's commitment to fostering a culture of innovation and continuous improvement has left a lasting positive impact on our organization.
I wholeheartedly recommend Olga for any organization looking to embrace Agile practices and drive meaningful change.
Olga is a highly engaged leader who is well regarded and valued. Olga is a super enthousiastic and eager to learn leader and manager. She is very dedicated to her team and commited to reaching the result.
A systematic and smart manager who knows how to manage work and the teams she deals with.
A systematic and smart manager who knows how to manage work and the teams she deals with.
I had a pleasure of working with Olga on multiple occasions and there wasn't a single time when I was not impressed by Olga's expertise and work ethics. Working with Olga is easy because she always approaches even the hardest tasks methodically, always takes initiative, shows great leadership skills and brings a brilliant confluence of skill, vision and purpose.
I met Olga on a common project and noticed her deep knowledge and rich experience in business analysis. Her attitude to the project success led to her high engagement, she did her best to impress the client.
In some years I decided to consult with Olga on a new project to be sure that the company hires the best business analysts and they can organize an appropriate process to deliver the best quality documentation to the team and the clients.
Olga participated in interviews providing the detailed reports of candidates' skills level, risks and motivation.
Olga planned and organized the business analysis approach and guided the team of business analysts to organize their work, prepare appropriate artifacts ad meet deadlines.
She also participated in meetings with the client, negotiating and recommending solutions that could guarantee project success.
During demos she elaborated an effective communication and leadership style to protect the interests of the clients from one hand, and the interests of the company, from the other hand.
I believe that Olga can assist companies in business analysis activities and in education and development of company's business analysts.
In some years I decided to consult with Olga on a new project to be sure that the company hires the best business analysts and they can organize an appropriate process to deliver the best quality documentation to the team and the clients.
Olga participated in interviews providing the detailed reports of candidates' skills level, risks and motivation.
Olga planned and organized the business analysis approach and guided the team of business analysts to organize their work, prepare appropriate artifacts ad meet deadlines.
She also participated in meetings with the client, negotiating and recommending solutions that could guarantee project success.
During demos she elaborated an effective communication and leadership style to protect the interests of the clients from one hand, and the interests of the company, from the other hand.
I believe that Olga can assist companies in business analysis activities and in education and development of company's business analysts.
Olga is an exceptional Transformation Manager, whose visionary leadership has greatly influenced our Business Systems Analysis and QA group. Olga has skillfully managed and developed diverse functions such as Quality Assurance, Business Analysis, and Automated QA, markedly boosting our operational efficiency and effectiveness.
Her proficiency in vendor management and her role in pioneering AI implementations have not only optimized our operations but also established Jabil as a leader in technological advancement within our industry. I have observed Olga skillfully handle challenging vendor situations with remarkable composure and strategic acumen. Her proactive approach to adopting and implementing the best possible practices motivates her team and peers to welcome innovation and change. Her mentorship has nurtured a team that excels technically and aligns strategically with our long-term company goals.
Her proficiency in vendor management and her role in pioneering AI implementations have not only optimized our operations but also established Jabil as a leader in technological advancement within our industry. I have observed Olga skillfully handle challenging vendor situations with remarkable composure and strategic acumen. Her proactive approach to adopting and implementing the best possible practices motivates her team and peers to welcome innovation and change. Her mentorship has nurtured a team that excels technically and aligns strategically with our long-term company goals.
I had the pleasure of collaborating with Olga, and it was immediately evident how adeptly she restructured our global Software Development Life Cycle (SDLC) process. Her approach streamlined complexities, making it both accessible and efficient in practical application.
The task of modernizing a longstanding Fortune 500 corporation for agility presents significant challenges, yet Olga navigated it with consummate professionalism. Her leadership not only established a robust corporate global business analyst community but also elevated their roles to new heights.
The task of modernizing a longstanding Fortune 500 corporation for agility presents significant challenges, yet Olga navigated it with consummate professionalism. Her leadership not only established a robust corporate global business analyst community but also elevated their roles to new heights.
Olga is one of the most inspiring people I have ever met. She is not only changing herself by improving her soft and hard skills on a daily basis, Olga supports the specialists whom she collaborates with in their professional growth.
I know Olga as the DGTLClub leader and the President of IIBA Chapter of Belarus. Being a knowledgeable professional in the areas of Business Analysis and Leadership, Olga generously shares her knowledge with those who are ready to study and work a lot!
I highly appreciate her approach and intend to deliver the result close to perfection.
Olga is definitely one of the most valuable leader who can join the team!
I know Olga as the DGTLClub leader and the President of IIBA Chapter of Belarus. Being a knowledgeable professional in the areas of Business Analysis and Leadership, Olga generously shares her knowledge with those who are ready to study and work a lot!
I highly appreciate her approach and intend to deliver the result close to perfection.
Olga is definitely one of the most valuable leader who can join the team!
In few words: I highly recommend Olga.
Olga started to work in Softeq as BA and soon promoted to Lead of all BA Group. The reason is her strong knowledge of business analysis area, ability to discuss even unpleasant issues, pro-activity and strong performance. Sometimes she too much believe in people rational mind, but last year she more and more understand that majority of people around are not so logical as Olga :). She is interested in personal and professional skills development and do not accept lye. She is great match for the company with good software development processes and even able to growth BA practice in the organization from the scratch if this organization is managed in a transparent logical way. Also Olga is very interested in Product development and due to her knowledge base with proper support she can become a cool professional in this area very fast.
Olga started to work in Softeq as BA and soon promoted to Lead of all BA Group. The reason is her strong knowledge of business analysis area, ability to discuss even unpleasant issues, pro-activity and strong performance. Sometimes she too much believe in people rational mind, but last year she more and more understand that majority of people around are not so logical as Olga :). She is interested in personal and professional skills development and do not accept lye. She is great match for the company with good software development processes and even able to growth BA practice in the organization from the scratch if this organization is managed in a transparent logical way. Also Olga is very interested in Product development and due to her knowledge base with proper support she can become a cool professional in this area very fast.
We worked on a project together with Olga. She provided a consultancy service on development and implementation of IoT product strategy. While delivering the project Olga demonstrated an outstanding leadership ability working with multiple stakeholders across the organization.
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