About Us

Driving Growth, Amplifying Impact

Our staff empowers businesses to thrive and grow by providing an exceptional level of services uncommonly found in the SMB market, including synchronized HR consulting, benefits strategy, and financial services.

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Meet The Team

Anna Dobson

CEO and Co-Founder

Anna Dobson CEO and Co-Founder

Anna has over a decade of experience providing insurance and HR strategies that have saved businesses a small fortune over and over again. Her goal is to reshape the way companies operate and do business by taking advantage of the savings offered to them by LevelUp Pros so they can reach financial freedom.

Casey Adams

COO and Co-Founder

Casey Adams COO and Co-Founder

With nearly a decade of HR management, DBE certification and program consulting, Casey wants to be a resource to LevelUp clients of every size. Her business management and administrative consulting skills are an asset at every step along the journey to long-term success.

Diana Medina

Client Relations Manager

Diana Medina Client Relations Manager

Diana manages all things benefits for our clients at LevelUp Pros. From enrollments and terminations, claims, and billing, to benefits implementation. When she's not at working, Diana makes her own costumes and enjoys attending conventions dressed as heroes and Disney characters.

Kisha Hollins

Human Resources Consultant

Kisha Hollins Human Resources Consultant

Kisha Hollins is a human resources expert, with a strong background in recruiting and a keen eye for talent. Her home is full of love, including a pet iguana and tortoise, and she enjoys making her own soaps and candles.

Irene Silvestre

Admin Assistant and Partner Advocate

Irene Silvestre Admin Assistant and Partner Advocate

Irene works tirelessly behind the scenes to provide support to our HR and benefits clients. She loves to spend time at the beach with her two children and work in her home garden.

Egypt Jones

Human Resources Consultant

Egypt Jones Human Resources Consultant

Egypt is originally a North Carolina native, but has called Florida her home for almost two decades. She has a diverse background in various disciplines of HR, and a passion for making a difference in the way objectives of the department align with organizational strategic goals. To her, the execution of successful human resource management is more than just a goal; it's a way of business. Egypt enjoys spending all of her spare time performing family activities with her amazing husband and three sons.

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What Our Clients Say

Our company went through a transformation recently that requires change in leadership mindset, process analysis, and management reinvention. LevelUp provided an honest and fair assessment, allowing each main stakeholder to have a voice. I have never seen a company this committed to making a difference in their clients sustainability and well-being. I highly recommend LevelUp to any organization who is ready to scale their business.

CareIndeed

Teaming with Level-Up Pros to broker our insurance plans gives me the time to focus on other responsibilities without worrying about whether or not my agent has control of the situation. The knowledge, experience, and skills that Anna and her group possess is second to none! They consistently offer service beyond what I expect. I never have to repeat a request for action because they are always on top of every task.

Tanner Pacific

Working with LevelUp has been an absolute honor. We came to LevelUp in search of small business medical and HR services, and from the moment we met our provider we knew LevelUp was the right partner. Their attention to detail and knowledge of the industry is superior to many we have talked to before. Besides guiding us in our needs, LevelUp makes the experience feel natural.Their communication is top notch, and they have helped our company grow and save money. I highly recommend LevelUp Pros for these reasons and many more!

Owl Vision LLC

Working with LevelUp Pros is always a great combination of being real people, getting real work done, and feeling connected. I proudly refer them to my clients that require top of the line service from trusted professionals.

A.M., Private Banker

When looking for an HR Consultant my hope was to find a partner and guide with a high level of expertise, who could help me manage human resources in a manner that not only brought me current with our practices but also kept me in compliance, and created consistency in our processes. I struck gold.

Pete Moffat Construction

Our Blog

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Breaking Barriers: Empowering Women in Business

September 20, 2023

In recent years, women have been making remarkable strides in the business world, challenging conventions, and redefining success. However, this journey is far from smooth, as women often encounter unique challenges along the way. In this insightful blog post, we explore the struggles

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