GUIDE with Tosca DiMatteo: Seeking truth, holding space, and what makes a great coach

Julie and Casey sit down with their brilliant business coach, Tosca DiMatteo, to talk about authenticity in business and marketing, her own “leap” moment away from corporate and toward her new mission, and being a truth-seeker. Along the way, they’ll discuss why it’s so hard to ask for help, and what it really means (and why it's difficult) to “hold space”.

TOP TAKEAWAYS

  • Can marketing be truth-seeking? Yes, when brands connect to their original missions and core understanding of why people come to them.

  • Brands embracing social positions - the benefits of being polarizing.

  • Sometimes standing up for what you believe in means NOT having the direct confrontation over messaging but about doing the work in other tangible ways. What is most visible isn’t always real, and isn’t always most effective.

  • “What do I not want to leave on the table before I leave this world?” - the question that ultimately inspired Tosca to jump the corporate ship.

  • Sometimes you need to have the epiphany that you CAN’T do it by yourself - that you need support and you need an outside eye.

  • There are all kinds of reasons why it’s difficult to reach out for help: “do it yourself/bootstraps culture”, organizations that don’t support reaching out, burnout, or a lack of ability/time/energy to do a real “needs assessment” on yourself. What do I NEED is sometimes the hardest question to ask (until things get really bad).

  • A very non-corporate idea: magic. We live in a world that majors on process and hard work, but when we can honor our needs and our bodies, we can allow for magic.

  • In Tosca’s coaching practice, the right tool for the moment comes when she’s not attached to a particular outcome for the client, and also because she’s done her own work on herself to try on new ways of thinking.

  • Sometimes the hardest part for ambitious people is accepting your own pushing off point for the work you want to do. Meeting yourself—and other people—where they are can be a challenge, but it’s necessary.

  • Lesson: boundaries for coaches, boundaries for people being coached, the toxic pursuit of the “a-ha!” moment, and the murky territory between discomfort and pain

Tosca DiMatteo is a certified coach who supports working professionals and businesses to experience transformational change in their lives and organizations. Her mission is to detoxify workplace environments through advocacy, empowerment, shifting mindsets and supporting clients to approach difficult situations from a connected heart and mind.   

Tosca helps her clients stand in their full power, find clarity, expand their impact, and improve communication and messaging, which results in her clients owning their truth and dreaming big. As a former marketing executive, she brings strategic and branding principles to life, while ensuring plans will work where the rubber meets the road. 

Her qualifications and certifications include:

  • 20+ years in the Marketing field (B2C and B2B) in blue-chip companies on iconic brands including Unilever, Kimberly Clark, Absolut Vodka and Univision.

  • Michigan State University, MBA in Marketing

  • ICF Certified Coach

  • Guest speaker at top universities including NYU and University at Buffalo

Find out more about Tosca and her content here:

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PERFECT with Audrey Holst: Finding fortitude and flow outside of impossible standards

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JOURNEY with Beatriz Ayala Muñiz: Evacuating corporate, and drawing a map via pleasure with the founder of Musicasa