Director
Jonathan Masland

Highlights & Achievements
- Former Executive Director of Career Services at Dartmouth Tuck
- 14+ Years of MBA Career Coaching & Admissions Collaboration
- Dual MBA & MA Graduate, Wharton-Lauder Institute
- Former Investment Banker and Fintech Startup Founder
- Harvard Graduate & National Champion Collegiate Squash Player

Jonathan Masland brings over a decade of high-impact MBA coaching and career leadership to Fortuna. As Executive Director of Career Services at the Tuck School of Business at Dartmouth, Jonathan worked closely with admissions and coached hundreds of MBAs pursuing careers in finance, private equity, tech, healthcare, energy, and entrepreneurship. His unique career lens helps applicants not only tell their story, but align it with real-world outcomes.
Jonathan started his coaching journey as a collegiate squash coach at Harvard, his alma mater, before moving into investment banking and eventually earning a dual MBA/MA through the Wharton-Lauder program. His professional path has spanned launching a fintech startup in San Francisco, advising on healthcare M&A, and building international experience while living in Mexico.
Today, Jonathan continues to coach MBA applicants, deliver educational programs in India, and pursue entrepreneurial ventures. He lives near Dartmouth with his wife and family and can often be found running off-leash packs of dogs through the trails around campus.
Real Reviews From Real Clients
Candidates Love Working With Jonathan

Q&A with Jonathan
What’s your coaching superpower?
My coaching superpower is the career perspective that I bring from helping many hundreds of MBAs get their dream jobs. Based on an applicant’s background and career goals, I can provide insight into the right MBA program and help them craft a compelling narrative for why an MBA, and then how the MBA will help the applicant reach professional objectives.
Why are you passionate about coaching?
I love helping people reach challenging and meaningful milestones – it is personally gratifying and fun to be a part of as a coach. I also really enjoy listening to personal stories and learning about the motivations and aspirations of my clients and knowing that I’ve played a role in their success.
Want to work with Jonathan?
We always do our best to match you with a coach who fits your needs and preferences. You can also indicate your preference for a specific coach when you sign up for a free consultation.
Meet the Dream Team
At Fortuna, over the past 13 years we’ve assembled an unparalleled team of admissions coaches who used to run the admissions offices at top schools.
Top-ranked Global MBA Admissions Consulting Firm
Read over 1,000 verified 5-star reviews on Poets&Quants