Anna Oakes is the Founder and CEO of Oakes Co., a trusted Executive and Team Coaching firm based in Milwaukee, WI, and serving clients internationally.

Acting as a trusted advisor for numerous start-ups and sought-after partner for small businesses and Fortune companies alike, Anna works to meet the leader or team where they are and get them where they need to go. She has a proven track record of working within organizations for 19 years as an impactful INTRApreneur, where she played key roles in start-ups and Fortune 500 companies.

Now, with 5 years as an entrepreneur, Anna is the Founder of Oakes Co., a Co-Founder of Own Your Culture, a tech company source and investor, and is currently building out two app ideas to positively affect the world of work. She is guided by her purpose to impact the performance and humanity in our work and workplaces. She is a coach and consultant to many talented humans.

Anna is also a TEDx speaker, host of the Build High Performing Teams Podcast, and host of the Culture and People 'Cast.

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Impactful Leadership

Founders, CEOs, and leaders influence the short- and long-term execution within a company. Anna works with leaders that want to get better to do better.

Example: Coached 1:1, 2:1 between peers, and leadership team; retained key executives, resolved interpersonal conflicts, improved performance and collaboration, supported leadership's execution of key company goals and programs, transitioned executives and CEOs to chairman, retirement, or exit.


Organizational Effectiveness

Anna pairs her analytical mind with powerful intuition and stellar relationship-building skills to influence the direction of a company, its business units, departments, teams and/or leaders to ensure the company meets its goals - both sustaining and growth.

Example: Designed, piloted, and launched a firm-wide productivity, efficiency, and effectiveness program for 3,000+ employees that resulted in 35,000 hours saved, $2M in hard costs eliminated, and a culture of innovation and empowerment in the first three years.


Operationalize Culture and Change Management

Culture is the outcome of our daily habits and beliefs at all levels of the organization. Anna has repeatedly shown that she is able to scale her guidance, bring expertise and best practices, while allowing the client to own the process and work for sustainable success.

Example: Coached a team of executives both 1:1 and as a group, in the restructuring of their largest line of business, including a leadership team transition and evolution, communication plan, and change management strategy that resulted in: an increase in profitability of 17%, added two additional client offerings that increased client engagement by 42%, retained and increased the performance of key talent with enhanced processes, and aligned mission, cultural behavior, and goal execution.


People Operations/Talent Strategy

People and performance aren't HR's job and Anna has repeatedly helped build bridges within companies that reinforce company strategy, goals, and culture to attract and retain the talent needed for the company mission.

Example: Has worked with dozens of Executives to increase their self-awareness, build understanding and skills in coaching, influencing peers and employees, and guiding performance.

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