Start Wisely. Lead Confidently.
Coaching that goes beyond theory. We partner with executives and emerging leaders to navigate real-world challenges, build influence, and achieve results.
The StartW.I.S.E. Method
A More Strategic Approach to Leadership Coaching

The StartW.I.S.E. Method combines emotional intelligence with strategic thinking to empower leaders to lead with confidence, navigate challenges, and achieve meaningful, lasting results
Why
We begin by uncovering your deeper motivations and challenges, helping you address core issues like self-trust, navigating tough conversations, and trusting your strategic instincts.
Intuition
We help you tap into your innate wisdom, building self-trust to make courageous decisions, have powerful conversations, and drive innovative solutions.
Strategy
Together, we craft a comprehensive and actionable plan, leveraging your core strengths to elevate your influence and position you as a leader who inspires results.
Execution
With clear goals, accountability, and the tools to enhance your personal brand, we help you turn your strategy into action, driving measurable results and accelerating your leadership trajectory.
"Sara blended high-level strategy with tactical execution, guiding me through both. Her deep business expertise, shaped by her own career, surpassed my previous coaches."
— Hansen Andersen, VP of Data and Strategy
Leadership Coaching Services
Here’s how I can help you succeed.
Mastering Your New Role
Start Strong, Thrive Fast
Make your first impression a lasting one.
Stepping into a new leadership role is both exciting and high-stakes. The first few months set the tone for your success. Don’t navigate it alone!
1:1 Executive Coaching
Lead With Confidence
Amplify your leadership and your impact.
Leadership success happens by design – not chance. I help you perfect your strategy, navigate obstacles, and amplify your impact with a personalized, results-driven approach.
Executive Presence
Your Personal Brand
Great leaders are seen, heard, and remembered.
I help you craft a powerful leadership identity, strengthen executive presence, and build a long-lasting professional reputation.
What Top Executives Are Saying About StartWise Coaching
Hear from senior leaders how my coaching amplified their impact and careers.
Custom Leadership Workshops
Great leadership is both an art and a science. StartWise Leadership Workshops help leaders maximize results by blending trust-building with operational excellence. Through interactive, strategic sessions, we strengthen the soft skills that foster influence and the structured frameworks that drive execution.
Whether for a small group or a full team, participants gain practical tools, real-world strategies, and the confidence to build high-trust teams and drive lasting impact.
StartWise Leadership Academy
With the mission to empower the next generation of leaders, we partner with universities to equip emerging leaders with strategic thinking, emotional intelligence, and practical skills to drive meaningful change.
Built on the three pillars of Practical Soft Skills, Foundational Leadership Skills, and Professional Longevity – our workshops prepare students and faculty to lead through real-world challenges like AI, climate change, and an evolving global landscape.
What My Clients Are Saying About StartWise Coaching
Hear from clients how my coaching transformed their leadership.
Featured Articles
Deep dives for executives on leadership, strategy, and career growth.
Frequently Asked Questions
Have a question I didn’t cover? Contact me.
At StartWise, we blend emotional intelligence with strategic thinking to create meaningful, lasting transformations.
The StartW.I.S.E. Method is a four-step process:
Why
We uncover the deeper motivations that drive you, helping you address core issues like self-trust, conflict, and strategic thinking.
Intuition
We develop your ability to trust your instincts, leverage your career experience, and make confident decisions.
Strategy
Together, we craft a comprehensive, actionable plan that aligns with your motivations and positions you as a leader who influences your team, peers, and customers.
Execution
We turn your strategy into action with time-bound goals, accountability, and tools to elevate your personal brand and influence.
Like what you hear? Book a discovery call.
Absolutely! It is common for my clients to have their company pay for all or a portion of their coaching investment. StartWise can contract with them directly or you can get reimbursed through your company. Book a discovery call to learn more.
If you are ready to work on your leadership skills then we are ready to work with you! Most of Sara’s clients are already in leadership positions, most in senior positions, but coaching is something that existing and emerging leaders both value from. Start by booking at consultation call and we can see if I am a good fit. If not, I have a network of coaches I am happy to refer you to.
Most coaching programs range from three to six months in duration and start in the mid 4-figures. It really depends on the transformation you seek. Book a discovery call to see which program is right for you!
Sara customizes each corporate workshop to fit the needs and desired outcomes of your organization. Pricing varies depending on length of the workshop, number of attendees and complexity of the discovery and desired transformation. We recommend you start with a consultation to learn more about our workshops and to get a quote.
StartWise Academy was created by our Founder, Sara Gupta, out of her passion and commitment to preparing students with the leadership skills they’ll need to succeed in the modern workforce.
As a first generation college graduate, Sara is acutely aware of the immense gift of her education, but also the steep learning curve the real world brings. With the mission to empower the next generation of leaders, StartWise Academy partners with Universities and other education institutions to foster self-awareness, emotional intelligence, and practical expertise that our emerging leaders need to inspire, influence, and drive meaningful change.
Like what you hear? Book a discovery call.
We are immensely proud of our track record of success with our clients. Please be sure to read the numerous testimonials and case studies we have received from existing and previous clients. But in the unlikely event that our coaching services are not a fit for you, you are able to discontinue services with a 30 day written notice, unless your contract states otherwise.
About the Founder

Sara Gupta
Sara Gupta is the founder of StartWise, an executive coaching firm dedicated to empowering leaders to reach their full potential. A first-generation university graduate, she began her journey studying marine biochemistry, inspired by a deep love for the ocean – a passion for exploration that continues to shape her approach to leadership.
With over 20 years as a technology executive in Sales and Customer Success, Sara has led teams through major transformations, including acquisitions and strategic pivots. Her firsthand experience has reinforced her belief that leadership success comes from a blend of strategic insight and steadfast support. View Sara’s LinkedIn profile to learn more about her background.
An ICF-certified executive coach, Sara is passionate about leadership development and the transformative power of coaching. She helps leaders and emerging talent build confidence, expand influence, and achieve lasting impact.
Outside of her work, Sara is a dedicated mother who loves traveling and immersing herself in diverse cultures, enriching her perspective. Her unique blend of personal and professional experiences fuels her commitment to guiding leaders – ensuring no one navigates their journey alone.