Our Story
Our Story
One cold, grey night in the UK, Olivia Parkes, a struggling student and ad agency founder, lay on her couch, overwhelmed by anxiety...
One cold, grey night in the UK, Olivia Parkes, a struggling student and ad agency founder, lay on her couch, overwhelmed by anxiety...




Despite cold calling for clients, her bank was in constant overdraft. Desperate, she called her friend, a sales expert, and asked for help. He connected her with a coach in San Diego, and Olivia used her next student loan payment to learn from him.
Despite cold calling for clients, her bank was in constant overdraft. Desperate, she called her friend, a sales expert, and asked for help. He connected her with a coach in San Diego, and Olivia used her next student loan payment to learn from him.
Despite cold calling for clients, her bank was in constant overdraft. Desperate, she called her friend, a sales expert, and asked for help. He connected her with a coach in San Diego, and Olivia used her next student loan payment to learn from him.




She quickly excelled in sales, working with him while balancing her university studies. However, she noticed a problem: her mentor excelled at sales and vision but struggled with executing projects and building sustainable systems. The business experienced revenue highs followed by chaotic lows, with the team working exhausting 12-14 hour days.
She quickly excelled in sales, working with him while balancing her university studies. However, she noticed a problem: her mentor excelled at sales and vision but struggled with executing projects and building sustainable systems. The business experienced revenue highs followed by chaotic lows, with the team working exhausting 12-14 hour days.
She quickly excelled in sales, working with him while balancing her university studies. However, she noticed a problem: her mentor excelled at sales and vision but struggled with executing projects and building sustainable systems. The business experienced revenue highs followed by chaotic lows, with the team working exhausting 12-14 hour days.




Being a systems thinker and science major, Olivia took over operations, allowing her mentor to focus on his strengths. She taught herself the necessary skills, doubled the business in a year, and reduced working hours to six per day as COO.
Being a systems thinker and science major, Olivia took over operations, allowing her mentor to focus on his strengths. She taught herself the necessary skills, doubled the business in a year, and reduced working hours to six per day as COO.
Being a systems thinker and science major, Olivia took over operations, allowing her mentor to focus on his strengths. She taught herself the necessary skills, doubled the business in a year, and reduced working hours to six per day as COO.
As Olivia traveled and worked with other entrepreneurs, she saw a common trend: brilliant ideas but lacking operations.
As Olivia traveled and worked with other entrepreneurs, she saw a common trend: brilliant ideas but lacking operations.
As Olivia traveled and worked with other entrepreneurs, she saw a common trend: brilliant ideas but lacking operations.






























Determined to help, she moved to Chicago and founded The Systems Boss. Since then, we've helped dozens of business owners build profitable, scalable companies using our proprietary systems and operational strategy, achieving impressive milestones and sustainable growth.
Determined to help, she moved to Chicago and founded The Systems Boss. Since then, we've helped dozens of business owners build profitable, scalable companies using our proprietary systems and operational strategy, achieving impressive milestones and sustainable growth.
Determined to help, she moved to Chicago and founded The Systems Boss. Since then, we've helped dozens of business owners build profitable, scalable companies using our proprietary systems and operational strategy, achieving impressive milestones and sustainable growth.










Our Mission
Our Mission
Our Mission
To create unparalleled freedom, profit & efficiency for entrepreneurs and make the lives of their team easier through the implementation of high-leverage systems & operations
To create unparalleled freedom, profit & efficiency for entrepreneurs and make the lives of their team easier through the implementation of high-leverage systems & operations
To create unparalleled freedom, profit & efficiency for entrepreneurs and make the lives of their team easier through the implementation of high-leverage systems & operations
Our Values
Our Values
Our Values

Personal Growth

We’re committed to improving as individuals, refining our skillsets and becoming the best versions of ourselves inside & outside of work. We hold ourselves to the highest levels of integrity - we do what we say & say what we do. But no one is perfect, so if ever we don’t do what we say, we take full ownership + accountability & see where we can improve.

Personal Growth

We’re committed to improving as individuals, refining our skillsets and becoming the best versions of ourselves inside & outside of work. We hold ourselves to the highest levels of integrity - we do what we say & say what we do. But no one is perfect, so if ever we don’t do what we say, we take full ownership + accountability & see where we can improve.

Personal Growth

We’re committed to improving as individuals, refining our skillsets and becoming the best versions of ourselves inside & outside of work. We hold ourselves to the highest levels of integrity - we do what we say & say what we do. But no one is perfect, so if ever we don’t do what we say, we take full ownership + accountability & see where we can improve.

Excellence

We take pride in producing the highest level of work in everything we do. There are no half measures here - we aren’t satisfied with anything less than our best. We achieve excellence through our White Glove Concierge Service down to our quality over quantity approach - we put huge focus & intention behind developing the best systems for our selected client base, and giving them world-class communication & support.

Excellence

We take pride in producing the highest level of work in everything we do. There are no half measures here - we aren’t satisfied with anything less than our best. We achieve excellence through our White Glove Concierge Service down to our quality over quantity approach - we put huge focus & intention behind developing the best systems for our selected client base, and giving them world-class communication & support.

Excellence

We take pride in producing the highest level of work in everything we do. There are no half measures here - we aren’t satisfied with anything less than our best. We achieve excellence through our White Glove Concierge Service down to our quality over quantity approach - we put huge focus & intention behind developing the best systems for our selected client base, and giving them world-class communication & support.

Leverage Through Creative Thinking

We’re always looking for out-of-the-box yet simple solutions that provide high-leverage to our clients and our company. We’re able to find cost & time-effective ways to automate seemingly “forever manual” tasks (without adding complexity) to increase efficiency & profitability

Leverage Through Creative Thinking

We’re always looking for out-of-the-box yet simple solutions that provide high-leverage to our clients and our company. We’re able to find cost & time-effective ways to automate seemingly “forever manual” tasks (without adding complexity) to increase efficiency & profitability

Leverage Through Creative Thinking

We’re always looking for out-of-the-box yet simple solutions that provide high-leverage to our clients and our company. We’re able to find cost & time-effective ways to automate seemingly “forever manual” tasks (without adding complexity) to increase efficiency & profitability

Simplicity Wins

We don’t like to overcomplicate things. We don’t believe you need a million softwares and systems to scale a business. It is about creating the simplest way to give the maximum result and this is at the core of everything we do. After all, complexity is the enemy of execution.

Simplicity Wins

We don’t like to overcomplicate things. We don’t believe you need a million softwares and systems to scale a business. It is about creating the simplest way to give the maximum result and this is at the core of everything we do. After all, complexity is the enemy of execution.

Simplicity Wins

We don’t like to overcomplicate things. We don’t believe you need a million softwares and systems to scale a business. It is about creating the simplest way to give the maximum result and this is at the core of everything we do. After all, complexity is the enemy of execution.

Freedom

We take pride in building a business that allows us to have the freedom we all deeply desire as humans. Our culture is based on hitting deadlines, KPIs & getting high-leverage activities done in each role - we value finding more efficient ways to get things done than having to work endless hours . We’re empowered by having autonomy over our time & location.

Freedom

We take pride in building a business that allows us to have the freedom we all deeply desire as humans. Our culture is based on hitting deadlines, KPIs & getting high-leverage activities done in each role - we value finding more efficient ways to get things done than having to work endless hours . We’re empowered by having autonomy over our time & location.

Freedom

We take pride in building a business that allows us to have the freedom we all deeply desire as humans. Our culture is based on hitting deadlines, KPIs & getting high-leverage activities done in each role - we value finding more efficient ways to get things done than having to work endless hours . We’re empowered by having autonomy over our time & location.
Meet The Systems Boss Team
Meet The Systems Boss Team
Meet The Systems Boss Team



Olivia Parkes
Olivia Parkes
Founder & CEO
Founder & CEO
Olivia founded The Systems Boss in 2021 & since then, has helped over 50 clients revolutionize their operations, while driving the company mission.
Olivia founded The Systems Boss in 2021 & since then, has helped over 50 clients revolutionize their operations, while driving the company mission.



Natalie Ortiz
Natalie Ortiz
Administrative Assistant
Administrative Assistant
With a decade of admin experience, Natalie, The Systems Boss's first hire, has been key to supporting departments and ensuring smooth operations.
With a decade of admin experience, Natalie, The Systems Boss's first hire, has been key to supporting departments and ensuring smooth operations.



Kendre Davis-Flynn
Kendre Davis-Flynn
Account Manager
Account Manager
Kendre is a seasoned systems pro, leveraging expertise in project management, systems design, and automation to deliver efficient, user-focused solutions that streamline operations and drive results.
Kendre is a seasoned systems pro, leveraging expertise in project management, systems design, and automation to deliver efficient, user-focused solutions that streamline operations and drive results.


Dara Walker
Dara Walker
Systems Technician
Systems Technician
Dara is a certified Google Project Manager with 6 years of experience in automation and system integration, specializing in creating scalable, user-friendly solutions to streamline workflows & drive efficiency.
Dara is a certified Google Project Manager with 6 years of experience in automation and system integration, specializing in creating scalable, user-friendly solutions to streamline workflows & drive efficiency.



Rhoebe Jane-Payot
Rhoebe Jane-Payot
Bookkeeper
Bookkeeper
With over 6 years of accounting experience, Rhoebe handles the books, creates budgets and ensures the financial systems operate smoothly.
With over 6 years of accounting experience, Rhoebe handles the books, creates budgets and ensures the financial systems operate smoothly.
TheSystemsBoss. all rights reserved
TheSystemsBoss. all rights reserved
TheSystemsBoss. all rights reserved