

🎙️ Jordan Calderon Interview | Scaling StratDev & Mastering B2B Marketing Strategies
In this Jordan Calderon Interview, we dive deep into the real-world journey of building and scaling a successful digital marketing agency that’s defied the odds—and the need for venture capital.
If you’re searching for B2B marketing strategies, how to run a bootstrapped startup, or looking for an entrepreneur success story that mirrors your own business challenges, this episode is your blueprint. Jordan Calderon, founder of StratDev Digital Marketing, has scaled multiple businesses, rejected 11 acquisition offers, and built a reputation for delivering results most firms only promise.
You’ll walk away with real answers to questions like:
“How do I grow my B2B startup without outside funding?”
“What makes a good marketing agency case study stand out?”
“How do I avoid getting burned by another digital marketing agency?”
“Where does AI in marketing actually work—and where doesn’t it?”
“How do I stay in control while scaling a startup?”
Jordan’s founder journey includes building from the ground up, staying true to his vision, and proving that staying lean doesn’t mean thinking small. Whether you're scaling your team, managing client expectations, or figuring out when (or if) you should be selling your business, Jordan brings clarity, strategies, and inspiration.
If you're a founder, startup operator, or marketer searching for sustainable growth and smarter execution—this is the episode you can’t afford to miss.
0:00 – Intro & Jordan’s entrepreneurial background
1:20 – Starting StratDev Digital Marketing
3:10 – Bootstrapping vs VC: Why Jordan said no to funding
5:45 – Rejecting 11 acquisition offers
7:55 – Southend Pharmacy case study
10:50 – How AI is changing digital marketing agencies
13:00 – Managing multiple businesses with time blocking
15:15 – Failures, lessons, and founder resilience
17:10 – Inspiring his father to leave corporate & start a business
18:35 – Connect with Jordan & learn about My Virtual Desk
To check out the YouTube (video podcast), visit: https://www.youtube.com/@drchrisloomdphd
Disclaimer: Not advice. Educational purposes only. Not an endorsement for or against. Results not vetted. Views of the guests do not represent those of the host or show.
Click here to join PodMatch (the "AirBNB" of Podcasting): https://www.joinpodmatch.com/drchrisloomdphd
We couldn’t do it without the support of our listeners. To help support the show:
CashApp- https://cash.app/$drchrisloomdphd
Venmo- https://account.venmo.com/u/Chris-Loo-4
Spotify- https://podcasters.spotify.com/pod/show/christopher-loo/support
Buy Me a Coffee- https://www.buymeacoffee.com/chrisJx
Click here to schedule a 1-on-1 private coaching call: https://www.drchrisloomdphd.com/book-online
Click here to check out our bookstore, e-courses, and workshops: https://www.drchrisloomdphd.com/shop
Click here to purchase my books on Amazon: https://amzn.to/2PaQn4p
For audiobooks, visit: https://www.audible.com/author/Christopher-H-Loo-MD-PhD/B07WFKBG1F
Follow our YouTube channel: https://www.youtube.com/chL1357
Follow us on Twitter: https://www.twitter.com/drchrisloomdphd
Follow us on Instagram: https://www.instagram.com/thereal_drchrisloo
Follow us on Threads: https://www.threads.net/@thereal_drchrisloo
Follow us on TikTok: https://www.tiktok.com/@drchrisloomddphd
Follow our Blog: https://www.drchrisloomdphd.com/blog
Follow the podcast on Spotify: https://open.spotify.com/show/3NkM6US7cjsiAYTBjWGdx6?si=1da9d0a17be14d18
Subscribe to our Substack newsletter: https://substack.com/@drchrisloomdphd1
Subscribe to our Medium newsletter: https://medium.com/@drchrisloomdphd
Subscribe to our LinkedIn newsletter: https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=6992935013231071233
Subscribe to our email list: https://financial-freedom-podcast-with-dr-loo.kit.com/
Thank you to all of our sponsors and advertisers that help support the show!
Financial Freedom for Physicians, Copyright 2025