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Jen Sellick on Building an Exit Plan in 11 Months

Jen Sellick on Building an Exit Plan in 11 Months
Photo Courtesy: Jen Sellick

Jen Sellick gave herself one year. She left employment in eleven months.

The travel entrepreneur from Waterboro, Maine is a mother of seven and the creator of the Ascent Method, a two-part system that teaches people how to launch a travel business and how to build a team. She wants one thing understood about the timeline. It was a plan, not luck.

The years that forced a decision

In 2021, Jen and her family lost her daughter to an overdose.

Less than a year later, her husband was hospitalized while awaiting a heart transplant. During the same stretch, the family lost their home. Jen was raising children, traveling the country to support her sons through college football seasons, and caring for her husband.

The financial pressure was severe. Then the workplace she had relied on for more than a decade changed hands and became a place she could no longer stay.

She needed an exit plan, and she needed it quickly.

Asking the question first

Jen did not start by building. She started by asking.

Her sister already ran a travel business, so Jen went to her with a direct question. Did this make sense for her? Her sister told her she turns people away every day.

That answer gave Jen the information she needed. She set a deadline of one year and began building something where no one else would control her financial or emotional wellbeing again.

She launched Perfect Day Travel and Cruise Boutique in May 2023. In April 2024, eleven months later, she left employment for good.

Jen is clear that her results are her own experience and that individual results vary. What she wants people to take from the timeline is the structure behind it. She asked before she started, set a deadline, and built the business around that deadline.

Turning the method into something teachable

In December 2025, Jen created the Ascent Method. It has distinct parts, and she is specific about what each one does.

The Travel Collective teaches people how to launch their own travel business, built from how Jen built hers.

The Builders Collective teaches The Conversation Process and team building. This is the part Jen considers the harder skill. Most people can learn a system. Fewer learn to hold a real conversation without a script.

The Blank Space is where Jen is building at-cost mentorship, training, and community. The goal there is narrow and deliberate. She does not want cost to be the reason someone goes without support.

In June 2026, Jen hosted the Departure Lounge, a travel business event in Portland, Maine.

Building the next phase with AI

Jen was accepted into the MIT Applied AI and Data Science program in June 2026. She is using it to build the next phase of Ascent.

Her interest in AI is practical rather than abstract. She wants The Conversation Process to be easier to follow through on. In her view, AI can handle drafts and reminders so that more people keep real conversations going instead of letting them drop.

She sets one condition on that. The person stays the voice behind the message. The tool handles the scaffolding, not the relationship.

How she measures success

Jen talks about options rather than income. Her view is that people are often told to chase money when what they actually need is choices.

She measures her work by how many people she coaches go from idea to a launched business. She looks at how confident they become in real conversations, and how much time and choice they gain back.

The measure she cares about most is duplication. If someone can build a team and mentor others without needing Jen in the room, she counts that as the result.

The work behind the work

Jen is committed to improving the support and resources available to families affected by addiction and recovery.

She is direct about why that connects to her business. That work takes time and money. She built a business that gives her both.

It also explains the at-cost model she is developing in the Blank Space. Jen has seen what it costs a family to need help and not be able to reach it.

Where she is now

Jen Sellick runs her travel business full time, teaches two collectives, and is studying applied AI. She is a mother of seven who rebuilt a financial foundation after losing one.

Her message to people in a similar position is not that it will be fast. It is that a deadline, an honest question, and a plan will take someone further than waiting for conditions to improve.

Connect with Jen Sellick

Find Jen on Facebook, on LinkedIn, on Instagram, and on TikTok.

 

Disclaimer: Testimonials in this article reflect personal experiences and aren’t guaranteed. Results vary based on effort, experience, and commitment.

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