This episode of The Art of Entrepreneurship is for anyone who’s ever hit a wall in their career and wondered what it would take to rebuild something even bigger.

My guest is Ilana Golan, tech entrepreneur, performance coach, and founder of Leap Academy. Ilana and I discuss her journey from the Israeli Air Force to Silicon Valley, where she learned that the biggest cost in life isn’t what you spend—it’s the money (and potential) you’re not making.

Tune in for practical insights on getting leap-ready, recognizing self-imposed barriers, and creating a career that compounds over time.

⭐ Feeling inspired to take your next leap? Visit leapacademy.com for Ilana’s free Career 360 training and strategy session invitation.

Ilana Golan is a tech entrepreneur, performance coach, and founder of Leap Academy—recognized by Inc. Magazine as one of the fastest-growing companies in the U.S. A former Israeli Air Force officer and Silicon Valley engineer, Ilana helps high performers elevate their leadership, build portfolio careers, grow their personal brands, and create meaningful impact on their own terms.

Website: https://www.leapacademy.com/

LinkedIn - IIana Golan: https://www.linkedin.com/in/ilanagolan/

LinkedIn - Leap Academy: https://www.linkedin.com/company/leapacademy-global/

Instagram: https://www.instagram.com/ilanagolanleap/

YouTube: https://www.youtube.com/channel/UCLcQtEE8dmUFB-KF1NaVhVQ

• Overcome doubts w/ Kara Goldin, Founder & CEO of Hint, Inc.: https://www.jackiehermes.com/podcast/kara-goldin-rebroadcast
• My entrepreneurial journey: https://www.jackiehermes.com/podcast/my-entrepreneurial-journey
• Turning pain into power w/ Gregory Proctor, management executive, entrepreneurial leader and author: https://www.jackiehermes.com/podcast/gregory-proctor

✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies.

If you're ready to level up your B2B marketing, check us out.

→ accelitymarketing.com

🎧 Catch up on past episodes, submit topic ideas, and learn more

jackiehermes.com/podcast

⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show.

📲 Let’s...

This episode of The Art of Entrepreneurship is for anyone who’s been told they need to be a “visionary founder”—but knows execution is where the real work happens.

Today I'm talking about why being visionary without execution is wasted potential, the unsexy truth of entrepreneurship, and the habits that keep founders chasing shiny new things instead of finishing what they start.

Tune in to learn how to shrink your vision into daily actions, build accountability rhythms, and measure progress—not motion—so you can actually deliver on your ideas.

• What I learned from my first (vegan cookie) company (revisited): https://www.jackiehermes.com/podcast/my-first-company-revisited
• Becoming a successful entrepreneur: credibility, first customers, scaling & fundraising w/ Yoav Vilner, Co-founder & CEO of Walnut: https://www.jackiehermes.com/podcast/yoav-vilner
• Ideas are nothing without execution (revisited): https://www.jackiehermes.com/podcast/ideas-are-nothing-without-execution-revisited

✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies.

If you're ready to level up your B2B marketing, check us out.

→ accelitymarketing.com

🎧 Catch up on past episodes, submit topic ideas, and learn more

jackiehermes.com/podcast

⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show.

📲 Let’s connect!

LinkedIn: linkedin.com/in/thejackiehermes/

Instagram: @thejackiehermes

TikTok: @jackie.hermes

Website: jackiehermes.com

This episode of The Art of Entrepreneurship is for anyone looking for systems to help them manage when everything feels urgent or on fire.

My guest today is Skye Waterson, founder of Unconventional Organisation and an implementation coach for entrepreneurs with ADHD. Skye and I discuss why high-achieving entrepreneurs often go undiagnosed, how to harness ADHD “superpowers” without getting tripped up by their shadow sides, and her step-by-step way to prioritize when you’re crunched for time.

Make sure you tune in for Skye’s science-backed strategies to externalize time, focus on what’s truly urgent, and swap willpower for repeatable systems that protect your energy and fuel sustainable growth.

⭐ If this resonates with you, don’t miss this free resource: DM Skye on Instagram with the word “AOE” to get her playbook!

Skye Waterson is the founder of Unconventional Organisation, a multi–six-figure business dedicated to helping entrepreneurs with ADHD (or suspected ADHD) build systems that actually work for their brains. She leads a team of neurodiverse coaches who work with clients worldwide—including those with ADHD, ADD, ADHD+ASD, and chronic disorganisation—to create tailored systems that make consistency easier, reduce overwhelm, and unlock sustainable growth.

Website: https://www.unconventionalorganisation.com/

LinkedIn - Skye Waterson: https://www.linkedin.com/in/skye-waterson-026286204/

LinkedIn - Unconventional Organisation: https://www.linkedin.com/company/unconventional-organisation/

Instagram: https://www.instagram.com/unconventionalorganisation/

✨ This podcast is produced in partnership with Accelity, a full-service marketing agency for bold people growing bold companies.

If you're ready to level up your B2B marketing, check us out.

→ accelitymarketing.com

🎧 Catch up on past episodes, submit topic ideas, and learn more

jackiehermes.com/podcast

⭐ Love what you hear? Please leave a 5-star rating on Spotify and on Apple Podcasts to help more entrepreneurs find the show.

📲 Let’s connect!

LinkedIn: linkedin.com/in/thejackiehermes/

Instagram: @thejackiehermes

TikTok: @jackie.hermes

Website: jackiehermes.com