Building Brands from Lived Problems – Conversation with Divya Gugnani

In an episode of I Want Her Shoes, host Anna Anisin talks with entrepreneur and investor Divya Gugnani about building brands from personal experience, evaluating business opportunities, and how work and style intersect.

Gugnani describes a career that began in Springfield, Illinois, and developed through New York, Menlo Park, and Boston. After years in finance and venture work, she relocated to Miami during the pandemic.

โ€œThe moment I land in Miami… the stress of New York melts off my body pretty much instantlyโ€ she says. The move, she says, provided a practical environment for both work and family.

Solving Personal Problems as a Business Model

Her approach to entrepreneurship is consistent: identify problems that are personal and solve them directly. โ€œI see problems that are very personal to my life, and I solve them in my unique wayโ€ she says. 

With Wander Beauty, the idea came from daily routines that demanded simplicity and portability.

โ€œSo many women were living their lives in motion and they needed fuss-free, foolproof, do-it-yourself skincare and makeup essentials that they could take wherever they wanderโ€ she says. Five Sense, her fragrance brand, grew from her own experience of wearing perfume from an early age and later facing health restrictions. โ€œFragrance became my DNA, my form of expressionโ€ she comments. 

Becoming an โ€œAccidental Entrepreneurโ€

โ€œI never thought I would be an entrepreneurโ€ she says. Her first venture came from a collaborative project that turned into a business and was later sold. โ€œWhen you taste a little bit of success, you just keep goingโ€ she adds. 

Selling a company, she explains, brings mixed feelings. โ€œItโ€™s incredibly bittersweetโ€ she says. โ€œYou feel validation… relief… and a little bit of grief.โ€

She prefers the building phase but recognizes the operational challenges of scaling.

Style and Work as the Same Practice

Gagnaniโ€™s personal style aligns with how she builds brands: simple, practical, and repeatable.

โ€œMy style and image mirrors my actual life… Thereโ€™s nothing fussyโ€. She identifies one โ€œpower pieceโ€ that she wears often – her Valentino shoes. For her, clothing and beauty products serve the same purpose โ€” they must fit multiple roles in daily life.

Investing with a Framework

Gagnani outlines a straightforward method for evaluating businesses.

  • Early stage – People, idea, opportunity
  • Later stage – People, product or service, and distribution

She notes a recurring pattern among strong founders.

โ€œSome of my best founders… are athletes… team players… leaders… and coachableโ€ she shares. 

Before advising any founder, she applies what she calls the โ€œNew York to Tokyo test.โ€

โ€œDo I want to sit on a plane from New York to Tokyo with this person?โ€

Blending Work and Family

Her work and personal life overlap, though she reserves focused time for each child.

โ€œMy life is entirely blended… I do try and compartmentalize time with my family.โ€ She refers to family travel as โ€œtripsโ€ rather than vacations, acknowledging that work continues wherever she is.

Gagnaniโ€™s message to new founders is direct.

โ€œNike said it best. Just do itโ€ she says. She recommends breaking complex goals into smaller steps. โ€œBreak it down to a series of lots smaller problems and tasks and then just start solving them.โ€

She views adaptability as essential. โ€œThe only constant is changeโ€ she concludes.

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