About Me

Personal
I'm Jonathan, a dreamer and doer trying to process my changing identities in real time. I've always processed my thoughts through writing, and after years of piecemeal writing across a number of sites, AI has made it too simple for me to not have my own place for my ongoing thoughts.
I'm thankful everyday for my tremendous and growing family. I'm a father of 2 young girls, a husband to my wonderful wife, Kiersa, a brother, a son, and I'm committed to holding onto my roots while navigating how my circumstances change my identity.
I'm using this writing as a place to continue to build personal coherence. I grew up in Northern Alabama, lower middle class, and my entire reality was colored by being in and around (a certain common expression of) Black American culture.
Since my college years, my personal journey has continually been about evolving my definition of self around new interests, ambitions, and contexts while holding onto the values and cultural tenets that shaped me. I believe that it is some of the most important work of my life, and it is both joyous and unending.
I'm excited you're here - I've worked a lot on this page, and I'd love to connect with you on the things that resonate.
Professional
I'm also using this writing to work through my thoughts on software and tech strategy, and deepen my expertise while opening myself up to more perspectives and lucky encounters.
My experience:
- Currently:
- Growth Strategy and Pricing & Packaging leadership at AppFolio, a publicly traded real estate SaaS company.
- I joined in 2021, started in a cross-functional rotational program across the company (from Services and Sales to Product and HR) and landed in Pricing & Packaging just as post-COVID inflation hit every company in tech
- Since leading Pricing, I've:
- Launched a third upmarket tier for a full good-better-best lineup
- Executed >15 price changes across the portfolio for >$XXM in topline impact
- Joined the Growth Strategy & Corp Dev in Q2 2026; currently working on the future of the company
- Previously:
- A range of product and entrepreneurial roles
- And 5 years as a Leadership Coaching and Consulting at Philosophy IB (acquired by Heidrick & Struggles) - I started my career coaching executives at all stages, from startups to global R&D companies
Education
- JD/MBA from Penn Law / Wharton
- AB from Princeton University