Personalizing Travel with Jan Seale and Coabi Kastan of Out of Office

OOO Headshots

We all know starting a new business is not easy. It comes with a long list of challenges that can be difficult for just one person to navigate. So what happens when you’re one half of an entrepreneurial partnership? Does it become easier or more difficult to navigate these obstacles?

Or guests today, Jan Seale and Coabi Kastan, are the co-founders of Out of Office – an app that facilitates travel by offering personalized inspiration, tips, and recommendations directly from your own inner circle of family and friends. 

In this episode, Jan and Coabi walk us through how they went about building their business, the lessons they’ve learnt along the way, and the ways in which they’ve successfully managed their partnership. They also break down how the Out of Office app works and why they believe it’s the future of travel.   

“We were oftentimes the only women in the room at the leadership table, or I was oftentimes the only black woman at that table. And so I wanted to make sure that as we grew at this organization that we provided opportunities for people that didn’t necessarily always get to have seats at the tables.” – Jan Seale

If you’re looking to take your business to the next level, join the Entreprenista League today at entreprenista.com/join. We can’t wait to welcome you, support you, and be part of your business journey!

This week’s takeaways from Entreprenista:

  • The vision for Out of Office and what it facilitates (10:17)
  • How Jan and Coabi manage their business partnership (16:11)
  • How Coabi and Jan were able to source workers without initially being able to pay their salaries (26:12)
  • How Coabi and Jan chose their investors (36:46)
  • Jan and Coabi’s team-building strategy (38:11)
  • How Coabi and Jan have incorporated the world of influencing into their business (44:34)
  • Jan and Coabi’s business monetization strategy (47:01)

Resources Mentioned:

Our Favorite Quotes:

  • “We talk a lot about places like Yelp, or TripAdvisor, and those things can be helpful, but they’re so impersonal. And there’s no way for you to calibrate your tastes on those kinds of sites. And so, we solved that with Out of Office.” – Jan Seale
  • “It is so important to know which areas of the business, which functions, each of you will own if you’re in a partnership.” – Coabi Kastan
  • “For the most part, we stayed really focused on owning whose lanes are what, and so it makes our life so much easier. Even to this day, when we’re in meetings or with our investors, we still use that same cadence, and that’s ‘who owns what?’” – Jan Seale
  • “Being an entreprenista is taking a risk not being afraid to fail, and then doing something you love, and that you’re passionate about, and putting your heart and soul behind it.” – Coabi Kastan

Connect with Jan Seale and Coabi Kastan:

If you’re looking to take your business to the next level:

Join our Entreprenista League community of women founders! You’ll have access to a private community of like-minded Entreprenistas who are making an impact in business every day, special discounts on business products and solutions, exclusive content, private events, the opportunity to have your story featured on our website and social channels, and MORE!

Whether you’re looking to scale your existing business and want to make the right connections, or you’re thinking about finally taking the leap to launch your business, we’re here to give you access to a community of women who will celebrate your every step, and with whom you can share the candid reality of building a business from scratch.

Join the Entreprenista League today at entreprenista.com/join. We can’t wait to welcome you, support you, and be part of your business journey!

PNC Celebrates Women Business Leaders

Each year, PNC celebrates women business leaders by hosting Women in Business Week. As co-founders of SocialFly and Entreprenista, Courtney and I were invited to join the lineup of this year’s keynote speakers!

Join us on Thursday, May 12th at 1p.m. Eastern Time for our keynote event, but you won’t want to miss any of the webcasts. This year’s all-virtual line up is absolutely inspiring.

To register for PNC’s Women in Business Week webcast event, head over to PNC.com/businesswebcasts – we can’t wait to see you there!

Become An Entreprenista!

Thanks for tuning into this week’s episode of The Entreprenista Podcast – the most fun business meeting for female founders, by female founders. If you enjoyed this episode, please subscribe to the show and leave a review wherever you get your podcasts.

Apple Podcasts | TuneIn | Spotify | Stitcher | iHeart Radio | GooglePlay

Be sure to share your favorite episodes across social media to help us reach more amazing female founders, like you.

Don’t forget to follow us on Facebook, Twitter, Instagram, and LinkedIn and for more exclusive content, tips, and insight, join the Entreprenistas Facebook group and visit the SocialFly website.

Share it!

Posted in
Tags

Leave a Comment





Logan Rae on Her Journey to Founding a Digital Marketing Agency

Hi, Logan. Please share a brief introduction about yourself and your business: I’m Logan Rae, I’m 29 years old and Founder & CEO of Argon Agency. Who are your customers? Mid-size businesses mostly in the behavioral healthcare field. What made you take the leap to start your own business? I had done entrepreneurship once before…

Jennifer Jank on Helping Entrepreneurs Reclaim Their Time and Energy

Hi, Jennifer! Please share a brief introduction about yourself and your business: Jennifer Jank (JJ) is a productivity consultant helping business owners make more profit in less time and with better systems. Her goal is to help entrepreneurs, especially women, reclaim their time, energy, and attention away from busyness and towards joy… without sacrificing profits.…

How to Make an Impact as a Podcast Guest with Patrice Poltzer

“We’re being bombarded all day with so much content and noise. “Please, please. I need your attention here, here, here.” You really have to learn to think about who’s listening. Really ask yourself, what is the takeaway for the person listening? Why does that matter? And if you can’t think of that, then you don’t…

Andrea TheoJohn Helps Clients Grow and Market Their Brands

Hi, Andrea! Please share a brief introduction about yourself and your business: Andrea TheoJohn, MBA is a marketing and branding professional with over 15 years of global and corporate experience. She’s managed over 70 brand professionals in 17 different countries, handled the branding and communications efforts for 160M Euro M&A ventures and now brings that…

How Laurel Mintz Is Empowering Diverse Leaders in Venture Capital

“We transitioned almost everyone out of the company and really flipped the entire company around. It was one of the most painful few months of my entire career, but also one of the most impactful. And if we had not done that, we probably wouldn’t still be standing today.” In this episode of Entreprenista, we…

Valeria Lasak’s Marketing Agency Focuses on Fashion, Beauty, and Personal Brands

Hi, Valeria! Please share a brief introduction about yourself and your business: Hi, I’m Valeria. Cofounder of MKT Besties and Nomad, a marketing agency focused on fashion, beauty, and personal brands, I’m also a community leader with the New Miami Girls community and host the street podcast ‘Who Is She Miami.’ This project is especially…

Leigh Burgess on Her Passion for Consulting, Coaching, and Curated Events

Hi, Leigh! Please share a brief introduction about yourself and your business: Leigh is a CEO & Founder and driven entrepreneur who is passionate about helping organizations and individuals achieve their fullest potential faster. By continuously stepping out of her comfort zone and pushing boundaries, Leigh has not only grown her own company into a…

How to Avoid Legal Challenges with Lauren Bercuson from Storylock Legal

“In the beginning, if you don’t have a team or a system or community around you, it’s very easy to feel lost. There are these amazing communities out there for amazing female founders that will really help guide and support you. So, the greatest lesson I learned pretty quickly was that you’re never alone. Or,…

The Secrets to Building a Community Led Business with Ingrid Read

“You really have to understand that, in order for you to scale, you have to learn how to do certain things and master them before you move on. If you don’t do that, then your audience is going to feel just as lost as you feel.” In this episode of Entreprenista, we sat down with…

Krystal Childrey’s Journey to Founding a Boutique Ad Agency

Hi, Krystal! Please share a brief introduction about yourself and your business: Krystal Childrey is the founder of Soulwave Digital, a boutique advertising agency helping purpose-driven eCommerce brands scale profitably with Facebook and Instagram ads. Her agency takes a holistic approach to advertising and loves helping brands better understand their numbers, making sure that our…

Veteran Marketing Exec Mindy Anderson Brings Brands’ Stories to Life

Hi, Mindy! Please share a brief introduction about yourself and your business: Mindy Anderson is a veteran marketing executive, growth strategist, fractional chief marketing officer, and Founder of I Breathe Marketing. She has a proven record of building stronger brands, driving client engagement, and attracting more leads while maximizing return on marketing spend. Who are…

Tye Barrett Inspires People to Love Themselves Through Her Luxury Collection

Hi, Tye! Please share a brief introduction about yourself and your business: Amami was created by entrepreneur Tye Barrett, an African-American woman, who set out to inspire people to embrace their authentic selves and create a community rooted in selfacceptance. Like most powerful stories, hers starts with a personal journey of perseverance. As a single…

The Most Common Mistakes When Starting a Business—and How to Avoid Them

When you’re first starting a business, there’s so much you don’t know you don’t know—like how to price your offerings, market your business, or hire people to support you. Every entrepreneur learns along the way, so why not save yourself some time and money (and potentially even business heartbreak) by learning from the candid stories…

How Leyla Bilali is Building a Holistic Fertility Brand

“One big thing that sets us apart from other people in [the fertility] space is that we are a team of medical professionals and it’s all within our scope of practice to guide you through these things.” After a decade at one of New York City’s top fertility clinics, Leyla Bilali was approached by one…

How To Build a Sellable Business with Carrie Kerpen from The Whisper Group

In this episode of Entreprenista, we sat down with Carrie Kerpen, founder of The Whisper Group, an exit readiness practice for women-owned businesses. Carrie previously co-founded Likeable Media, one of the first social media agencies, which she successfully sold for eight figures in 2021. Carrie is an accomplished author and hosts “The Exit Whisperer” podcast,…