The Best Executive Coaching Programs & Leadership Development Training in Boston, MA

Accelerate leadership skill development and results of a single executive or an entire team with impactful, measurable leadership coaching. We've fueled some of the best companies on earth for 15 years & can help you provide world-class development programs for your executives, management & high potentials with services like:

• Leadership Coaching
• Leadership Assessments Including, The Skyline 360 Assessment
• Leadership Team Performance
• Leadership Program Development

Succeed Faster. Contact Us Today!

Executive Coaching Programs in Boston

The Best Executive Leadership Development Company in Boston, Texas

Boston is one of the country's oldest cities, but also one of the most tech and business savvy cities in America. As home to 16 Fortune 500 companies and an additional 18 in the Fortune 1000, the grit and perseverance of Bostonians is a testament to work ethic and achieving milestones that few other cities in the US have.

In today's fast-paced technology and business-oriented environment, only a handful of cities are as prominent and powerful as Boston, MA where budding entrepreneurs and future leaders go for inspiration and connecting with world-class talent.

The New England capital does growth hacking in tech like no other. Visionaries like Maxim Lobovsky, Natan Linder, David Cranor, who founded 3D printing unicorn Formlabs as MIT students, and Dharmesh Shah and Brian Halligan developed Hubspot which changed digital marketing automation forever. In addition, Boston MA is also home to industry disrupters and publicly traded companies DraftKings, Tripadvisor, Wayfair & many more.

What’s common among all these and other leading entrepreneurs of Boston is the ability to turn visions into reality through relentless leadership.

At Skyline Group, we believe that great leadership makes the difference between a good company and a great company. Becoming a great leader requires discipline, combined experience, and most importantly - knowing when to bring in an expert executive coach to accelerate the leadership learning curve.

The Skyline G team are the best executive coaches in Boston, MA helping businesses discover and unlock the true potential of their workforce. With tailored leadership development solutions in Boston, MA we’ll help you develop emerging leadership and provide executive coaching that will take your organizations to the next level of operational performance and financial success.

Take a look at a few of our Executive Coaching clients.

  • AMD - Technology
  • LinkedIn - Social Media
  • Sequoia Capital - Investment Capital
  • Dropbox - Technology
  • Disney - Entertainment
  • Netflix - Entertainment and Media

Why Hire an Executive Coach in Boston?

Are you looking to create an attitude of ownership among your employees and managers?

Or, are you looking to increase your executive team's productivity and effectiveness?

Or, maybe you're concerned about succession planning and need the right experts on your side to ensure the next generation of leadership is ready?

Or, simply to create a remarkable business?

Common reasons for why companies seek out professional coaching include a strong desire for:

  • Accelerate leadership skill set development
  • Align leaders to each other, company goals, and culture
  • Prepare leaders for new or expanded roles
  • Prepare high potential employees for a new or expanded roles
  • Engage, empower, and align leaders and their team
  • Team building & improved teamwork
  • Accountability
  • Clarity
  • Inspiration
  • Communication improvement
  • Greater influencing skills
  • Confidence
  • Increase business results

Looking for a result-oriented executive coach in greater Boston MA to increase leadership performance and alignment tied to organizational results? Skyline G's executive coaching is perfect for you.

Measuring Executive Development & Leadership Coaching Impact

Measuring the impact of investing in executive development in businesses has largely been overlooked until recently due to the difficulty of measuring the ROI of soft skills. Especially in today's bottom-line focused environments, leadership coaching can sound vague and impractical.

However, at Skyline Group, we have combined technology and traditional leadership development coaching and created a pioneering system that can quantify the real results of your coaching investment.

In fact, we have made it possible to measure coaching impact at a scalable level. Our Executive Coaching System, ECx has the ability to track previously "soft" skills and their correlation to business results. ECx intuitively collects data that will directly quantify your coaching ROI and allow for better strategic planning, goal setting and leadership development.

We assess 5 levels of impact to measure the effectiveness of our coaching for our clients businesses:
Satisfaction, Learning, Skills Transfer, Impact to Business, and ROI.

Having quantifiable data in these 5 areas helps our clients in Boston, Texas and worldwide correlate their executive coach investment to business results.

Executive Coaching Boston MA

Skyline Group is proud to offer multiple tailored solutions within our C4X, Coaching for Excellence, Platform. Our premium executive-level program is ECx. Here's how it works.

Once you decide to work with us, we collaborate with your business HR, and your leader to get to know more about you, your company, and specific workplace related solutions for the current challenges organizations are facing.

After identifying your unique circumstances, we will work with you to identify the right executive coach in Boston, MA who will be the best match for your leaders and company culture.

Setting up, administering, and managing your coaching program is easy using the ECx platform. Once leaders are set up in the ECx platform, Skyline's lauded 360 Leadership Assessment is launched.


Once we receive the analysis, your executive coach will review the information rich data. Taking into consideration the initial consultation, assessment, and knowing your specific goals, the coach will create an assessment and a plan of action all facilitated through the ECx platform.


Throughout our work together, we will work closely with you to ensure that all coaching engagements are on track and aligned with individual and company goals.

We Specialize in Developing Great Leaders

With over 180 of the best executive coaches worldwide, Skyline G is a trusted partner great companies depend on to rapidly level up their leader's skills, enable amazing leadership teams, and reach business results faster.

We work with your HR leaders, department heads, supervisors & managers to help them ensure their leaders are enabled to succeed and they have the data that supports leadership program investment ROI.

Talk to Our Executive Coaches Today

At Skyline G, we offer personalized coaching services in Boston, MA tailored to fit businesses needs. Our leading executive coaches in Boston, MA collaborate with your HR, executive director, managers, supervisors, and leaders.

Together, we go through a review process and design a customized leadership development strategy. It's a highly customized program with a plan to focus on all levels of issues and needs of your company.

Talk to us today about our services to get started on your journey to achieving maximum growth and incredible business health with an executive coach - we're ready to answer every question you have in mind, including:

  • What is the executive coaching process?
  • What results should a leader and your company expect from the coaching process?
  • What qualifications should the right coach have?
  • What does a leadership coaching program include?

Want answers to these questions? Have other questions about an executive coach Boston, MA? Schedule a concise call with one of our team members.

Thuy Sindell, PhD

About Thuy Sindell - Founder

Thuy Sindell, PhD in Organizational Psychology, has over 20 years of executive coaching experience with companies across various industries and sizes. Her clientele has ranged from technology startups to Fortune 500 insurance corporations. Her expertise has been featured by Business Week, CNN, Forbes, Fortune, Huffington Post, NBC, and The Washington Post.

Thuy is the President of Skyline Group's Coaching Division which manages over 180 coaches, facilitators, and consultants worldwide.

Milo Sindell, MS

About Milo Sindell - President

Milo Sindell, MS in Organization Development, has over 15 years of experience as a business and human capital expert. He worked as Intel's Senior Consultant for areas including strategy development and implementation, knowledge management, and leadership and employee development.

Milo went on to cofound and develop Hit the Ground Running, a pioneering employee performance software company which was later acquired by IBM.

At Skyline, Milo leads the product development for Skyline's executive coaching technology solutions. Together, Thuy and Milo have co-authored four books on the topics of executive development. Hidden Strengths (Berrett-Koehler, 2015), The End of Work as You Know It (Ten Speed Press, 2010), Job Spa (Adams Media, 2008), and Sink or Swim (Adams Media, 2006).

Join Thousands of Executives Achieving More

  • 95% of C4X participants achieved their primary business objectives

  • Percent of leaders reported increased skill development for all competencies chosen

  • Percent of people rating leaders that reported increased impact and skill development


"By using C4L and these techniques effectively it will help achieve a $30M+ growth over the next 3 years."

"I think there is tremendous value that we can ascribe to my ability to lead in a more inspirational way. If I impact each team member's productivity and attachment to their role, it could have significant impact on our carries a quota of over $60M. I would think that if I impact everyone 1%, it would equal almost $1M.

"I can state that my leadership training will improve the probability of success with key customers in my region and will improve effectiveness of my combined sales team to identify and close business. I have already been able to add $13.9M to my sales plan since the C4L training started... there is significant value that I have observed in myself and the others involved in C4L that not only provides value in regards to the specific skill sets we worked on, but also brings value to some essential core leadership skills that were needed throughout the organization."

Ready to Lead Your Organization to New Levels of Success?