I’m Kyle Gentry Kushner, a 22-year 6-figure freelancer. I give fellow Freelance Creatives the guidance, tactics, and game plan needed to earn more, achieve a steady, scalable income, and gain the time freedom to live the life you want.

Helping Freelance Creatives build the income and life they deserve and desire.

Finally have a consistent income, maximize profit, dictate your schedule, and take control of your life

  • “Kyle Kushner is not just a coach; he's a beacon of support and wisdom, lighting the path for creative individuals like me to thrive in the freelance world.”

    Helen Ma M.A., Creative Director

  • “To be honest, we all need someone like Kyle on our freelance journey!... I highly encourage anyone who's just starting out in this wild world of freelance to tap in with Kyle!”

    Treyvon Washington, Creative Director

  • "I can’t recommend Kyle, enough... His kind, compassionate and caring approach immediately makes you feel heard... In our first call, he cut right to the heart of the matter and provided such valuable insights and tools."

    Hila Schurr, Graphic & Web Designer

  • "Before working with Kyle, I had no idea how to achieve self-employment, but he expertly guided me through the process and showed me that it's more achievable than I realized."

    Caitie Osborne, Art Director & Prop Stylist

  • "Great out-of-the-box thinker."

    Tiffany B. Grunwald, M.D., FACS Plastic & Reconstructive Surgeon

  • "Since being coached by Kyle, I have achieved many of my goals in a short amount of time… Kyle showed me how to reroute my way of thinking and now I am much more self-confident and resilient!"

    Jasmine Rubin, Video Producer & Editor

  • "I met with Kyle and almost immediately he helped me find myself… Anyone that has the opportunity to gain his tutelage should absolutely take it because the insights he’ll teach and confidence he’ll help you build is priceless."

    Dylan Han, Social Content Producer & Manager

  • "He and I...share a passion for the ocean and surfing...so he has the calmness of someone who is inspired by mother nature!"

    Frank Donner, Chief Executive Officer, BLKBX Creative Group

  • "One of the nicest guys you'll ever meet (probably because of all that surfing)."

    Jason Chang, Creative Director

  • I was given the blueprint that’s helped him succeed for 20+ years and then received his expert guidance to make it my own. I can confidently say, with him, you're not just freelancing; you're acing it.

    Morgan Stuart | Brand Marketing Consultant

  • Kyle's coaching has tangibly improved my professional presence and business strategy. I 1000% recommend Kyle to any freelancer looking to improve their business and personal branding (even if you're just getting started!).

    Shanece Grant | Content Strategist

You’re already serious about what you do.

Now it’s time to operate like a serious business.

Who This Is For

Freelance creatives, consultants, and solopreneurs who:

  • Have established skills and experience but need a clear path to consistent, high-value clients.

  • Want to build a real business, not just hope for random projects.

  • Are serious about scaling strategically and positioning themselves as premium experts.

  • Need a structured, high-level execution plan that eliminates uncertainty and brings in business on demand.

What You Get

Not just coaching, but strategic consulting and planning.

  • A fully customized business roadmap tailored to your goals.

  • A repeatable client acquisition strategy to generate consistent high-value leads and clients.

  • Premium positioning & strategy to maximize your revenue with leverage.

  • A structured execution plan with actionable, measurable steps.

  • High-touch consulting and guidance to refine and optimize your business model and confidence.

26 YEARS OF KNOWLEDGE AS A PROFESSIONAL CREATIVE

22 YEARS OF PROVEN TACTICS AS A 6-FIGURE FREELANCER

From Freelancer to Entrepreneur to High-Level Consultant & Business Strategist.

After 22 years as a freelance creative and business owner, I know that success in this field requires more than just talent. Most freelancers operate without a clear plan, a predictable client pipeline, or the ability to scale efficiently.

I built my own freelance business into a high-income, sustainable system, working with top agencies, brands, and businesses without relying on referrals or unpredictable gigs.

Now, I help serious professional creatives transition from “freelancer” to business owner, building a system that creates consistent, scalable revenue.

I look forward to helping you design, build, and go after the life and career you've always dreamt about.

You deserve it.

All the best,