Diogo Mónica joins Tony Gonçalves for an in depth conversation about crypto, tech startups and investment. Co-Founder of Anchorage Digital, a three billion dollar company, Diogo uses his platform to advance Portuguese innovation, helping the country reach its place as a hub for technological innovation. Listen to the podcast The Heart and Hustle of Portugal

Diogo M&oacute;nica joins Tony Gon&ccedil;alves for an in depth conversation about crypto, tech startups and investment. Co-Founder of Anchorage Digital, a three billion dollar company, Diogo uses his platform to advance Portuguese innovation, helping the country reach its place as a hub for technological innovation. Listen to the podcast The Heart and Hustle of Portugal

Each week, join Tony Gonçalves—a U.S.-based Portuguese immigrant and successful media executive—as he explores the stories of those driving Portugal’s influence on the global stage. From visionary entrepreneurs to cultural pioneers, The Heart and Hustle of Portugal uncovers the unique ways the Portuguese identity thrives worldwide. As Expresso’s first English-language product, this series bridges cultures and connects the global audience to Portugal’s spirit of innovation, passion, and resilience.

Each week, join Tony Gonçalves—a U.S.-based Portuguese immigrant and successful media executive—as he explores the stories of those driving Portugal’s influence on the global stage. From visionary entrepreneurs to cultural pioneers, The Heart and Hustle of Portugal uncovers the unique ways the Portuguese identity thrives worldwide. As Expresso’s first English-language product, this series bridges cultures and connects the global audience to Portugal’s spirit of innovation, passion, and resilience.

Tony Gonçalves—a U.S.-based Portuguese immigrant and successful media executive— explores the stories of those driving Portugal’s influence on the global stage

The Heart & Hustle of Portugal

The Heart and Hustle of Portugal

Diogo Mónica, Anchorage Digital's co-founder, is Tony Gonçalves' guest

Diogo Mónica built the first federally chartered crypto bank and invested in 150+ startups. His secret? Smart risks and a clear purpose

Born in Lisbon’s Graça neighbourhood, Ângelo Freire grew up in fado houses, absorbing the language of the genre long before he began to articulate his own. He sang from the age of seven, picked up the Portuguese guitar shortly after, and by eleven was already performing on national television. Playing alongside figures such as Carlos do Carmo, Mariza, Ana Moura or Carminho required restraint as much as skill, while learning how to listen, react and support.

Only recently has Freire stepped forward with a self‑titled album, motivated less by self‑assertion than by concern for the future of the language of fado. With a repertoire still heavily dependent on centuries‑old melodic structures, he argues that fado risks repetition if new music is not written within its grammar. His compositions aim to extend the tradition without altering its matrix, offering new melodies that can be inhabited, reused and transformed by others. But it is on his guitar, that is always by his side, that Ângelo Freire’s voice (and soul) truly shines, as he demonstrates playing live for this podcast.

Born in Lisbon&rsquo;s Gra&ccedil;a neighbourhood, &Acirc;ngelo Freire grew up in fado houses, absorbing the language of the genre long before he began to articulate his own. He sang from the age of seven, picked up the Portuguese guitar shortly after, and by eleven was already performing on national television. Playing alongside figures such as Carlos do Carmo, Mariza, Ana Moura or Carminho required restraint as much as skill, while learning how to listen, react and support.
Only recently has Freire stepped forward with a self‑titled album, motivated less by self‑assertion than by concern for the future of the language of fado. With a repertoire still heavily dependent on centuries‑old melodic structures, he argues that fado risks repetition if new music is not written within its grammar. His compositions aim to extend the tradition without altering its matrix, offering new melodies that can be inhabited, reused and transformed by others. But it is on his guitar, that is always by his side, that &Acirc;ngelo Freire&rsquo;s voice (and soul) truly shines, as he demonstrates playing live for this podcast.

Angelo Freire has spent most of his life slightly out of view, shaping the sound of contemporary fado from the place where it is built rather than displayed. A prodigy of the Portuguese guitar, he has accompanied some of the most decisive voices of the genre and, in doing so, helped carry a tradition that is both rigorously codified and quietly alive. Listen to him and his portuguese guitar on The Heart & Hustle of Portugal

Ângelo Freire carries the soul of Portugal with him

In this earnest conversation on “The Heart & Hustle of Portugal”, Jessica Cipriano opens a window onto a career shaped by pivotal encounters, exposed vulnerabilities, and an unwavering truth: music is the place where everything in her comes alive. She recalls her season on “The Voice”, the surprising impact of viral clips, and the discovery of a vocal identity that lives comfortably between fado‑pop, electronic production, and raw emotional storytelling. Her creative process — defined by both courage and fear — emerges as a cycle of reinvention: falling, getting lost, rising again.

The episode is also portrait of contemporary Portuguese music, a generation honoring tradition while boldly reshaping it. Jessica reflects on the weight of covering musical classics, the unmatched comfort she finds on stage, and the unexpected responsibility toward the younger fans who follow her. With honesty, humor, and a distinctly Portuguese intensity, she reveals herself as an artist still under construction yet firmly rooted in who she is. A vivid testament to how art can remain the compass even when the road seems to vanish.

In this earnest conversation on &ldquo;The Heart &amp; Hustle of Portugal&rdquo;, Jessica Cipriano opens a window onto a career shaped by pivotal encounters, exposed vulnerabilities, and an unwavering truth: music is the place where everything in her comes alive. She recalls her season on &ldquo;The Voice&rdquo;, the surprising impact of viral clips, and the discovery of a vocal identity that lives comfortably between fado‑pop, electronic production, and raw emotional storytelling. Her creative process &mdash; defined by both courage and fear &mdash; emerges as a cycle of reinvention: falling, getting lost, rising again.
The episode is also portrait of contemporary Portuguese music, a generation honoring tradition while boldly reshaping it. Jessica reflects on the weight of covering musical classics, the unmatched comfort she finds on stage, and the unexpected responsibility toward the younger fans who follow her. With honesty, humor, and a distinctly Portuguese intensity, she reveals herself as an artist still under construction yet firmly rooted in who she is. A vivid testament to how art can remain the compass even when the road seems to vanish.

Jessica Cipriano enters this conversation with Tony Gonçalves with the calm certainty of someone who has stood on stages larger than the doubts she still carries. The singer revisits the long path that brought her here: from shy early beginnings to the artistic rebirth that now propels her forward.

Jessica Cipriano on losing her voice and finding it again

In this conversation, Capitão Fausto revisits its beginnings: long nights spent in an old Citroën, listening to records by the river and the moment when writing in Portuguese felt not like a strategy but an instinct. They describe the internal democracy that shapes every decision — imperfect, noisy, but essential — and the way they learned to argue, compromise, and mature as a unit. Songwriting remains rooted in atmosphere rather than text: instrumentals come first, creating a landscape into which lyrics eventually fall, often late in the process and almost always colored by a sense of nostalgia.

The MEO Arena stands as the symbolic peak of this slow and steady ascent: a bet that initially triggered doubt — “at first almost all of us said, ‘It’s too big, I don’t know if we have the size for it,’” Salvador recalls, before becoming a collective challenge turned triumph. Even the sight of the outgoing President Marcelo Rebelo de Sousa in the front row felt less like validation and more like proof that their music still carries the spark that has guided them from the start: friendship as structure, persistence as method, and a commitment to protecting the shine that keeps them moving.

In this conversation, Capit&atilde;o Fausto revisits its beginnings: long nights spent in an old Citro&euml;n, listening to records by the river and the moment when writing in Portuguese felt not like a strategy but an instinct. They describe the internal democracy that shapes every decision &mdash; imperfect, noisy, but essential &mdash; and the way they learned to argue, compromise, and mature as a unit. Songwriting remains rooted in atmosphere rather than text: instrumentals come first, creating a landscape into which lyrics eventually fall, often late in the process and almost always colored by a sense of nostalgia.
The MEO Arena stands as the symbolic peak of this slow and steady ascent: a bet that initially triggered doubt &mdash; &ldquo;at first almost all of us said, &lsquo;It&rsquo;s too big, I don&rsquo;t know if we have the size for it,&rsquo;&rdquo; Salvador recalls, before becoming a collective challenge turned triumph. Even the sight of the outgoing President Marcelo Rebelo de Sousa in the front row felt less like validation and more like proof that their music still carries the spark that has guided them from the start: friendship as structure, persistence as method, and a commitment to protecting the shine that keeps them moving.

Capitão Fausto, one of the most respected bands in Portuguese music, joined Tony Gonçalves for an honest conversation about their career. Formed in Lisbon as teenagers, they evolved from a group of friends discovering music together into a defining force of modern indie rock. Their recent leap to the MEO Arena offered a rare chance to reflect on patience, risk, and what it means to grow without rushing. Listen to “The Heart & Hustle of Portugal”

Diogo Mónica built the first federally chartered crypto bank and invested in 150+ startups. His secret? Smart risks and a clear purpose

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