Episode 51

Purpose-Driven Success with Jordan Ostroff

Published on: 27th March, 2024

On today’s episode of the Performance Mindset podcast, Amy welcomes attorney Jordan Ostroff to the show. Jordan is a visionary entrepreneur and managing partner of Driven Law. He also coaches fellow lawyers, helping them run more efficient practices. Jordan is a committed board member of Big Brothers and Big Sisters. At Driven Law, Jordan and his team focus on personal injury cases, providing high-quality legal services with a unique blend of compassion and technological innovation.

Having faced several challenges in his career, including overcoming substantial debt, Jordan transformed these experiences into opportunities to assist others in the legal field. Today, he balances a successful career while maintaining a fulfilling personal life.

In this episode, you’ll hear:

  1. Jordan’s path to becoming an entrepreneur from a prosecuting attorney to opening his own law office.
  2. The challenges he faced following law school, starting his practice, and the $200,000 in debt he had to conquer.
  3. How Jordan’s current business partner helped him discover what marketing could do for his business and help him focus on the cases he wanted.
  4. The importance of focus and why it takes intentionality to reach it.
  5. His amazing work-life balance, the role his dedicated assistant plays in that, and his implementation of the right tools to stay organized.
  6. Jordan’s coaching program and the catalyst for starting it.
  7. His involvement with Big Brothers and Big Sisters and the difference one connection can make.
  8. Jordan Ostroff’s advice for budding entrepreneurs, making mentors part of your journey, and knowing when to say no.
  9. The personal philosophy he uses to guide his personal and professional lives.
  10. Investing in others and the returns that come with that.
  11. Understanding what “enough” looks like for you.
  12. Using delegation to achieve “enough.”

Connect with Amy Calandrino here:

Beyond Commercial

CREi Summit

Connect with Jordan Ostroff:


LegalEase Marketing






Next Episode All Episodes Previous Episode

Listen for free

Show artwork for Performance Mindset

About the Podcast

Performance Mindset
Realizing Excellence in Business and Commercial Real Estate
After more than a decade serving business owners and investors, Amy Calandrino and the team at Beyond Commercial has discovered that our most successful clients have a performance mindset driving them to gain a competitive edge over others in the marketplace. Through helping our clients to execute data-driven decisions, we've found that it's about so much more than property in being successful. Often self-limiting beliefs coupled with lack of information can hinder one's performance in business and investments. By having the right support invested in your success and rigorous follow through by the entrepreneur, creating exponential wealth is possible. The objective of the Performance Mindset series is to not only share insights from our most successful entrepreneur clients and other thought leaders, but also share business and commercial real estate trends. If you want to grow, you're tuning into the right show!

About your host

Profile picture for Amy Calandrino

Amy Calandrino

Amy Calandrino, CCIM is the Founding Principal of Beyond Commercial, a Certified Women Business Enterprise (WBE) and Women Owned Small Business (WOSB) certified commercial real estate firm. Amy leads a team of commercial real estate experts who deliver tremendous value to business owners and investors across all asset classes.

Amy’s clientele includes local, regional, national, and international companies in a wide range of industries and numerous private investors and family offices. Her reputation as a fierce, results-driven dealmaker in sales, leasing, and investment transactions helps to achieve her client’s goals through winning bidding wars or otherwise accomplishing what others often cannot.

Currently, Amy is the Immediate Past President of Florida CCIM Chapter's Central District, Immediate Past President of the Winter Park Chamber of Commerce Leadership Winter Park Alumni Council, Representative on the Winter Park Chamber of Commerce’s Board of Directors, Associate Member of the Manufacturers Association of Central Florida (MACF), and Board Member on Seacoast Bank’s Central Florida Community Board. Amy also supports many community organizations including Valencia College’s Foundation, the Victim Service Center of Central Florida, Easterseals Florida, and Inspire of Central Florida. Since Amy finds fulfillment helping others to achieve success, her philanthropic efforts are focused on organizations aligned with her personal mission.

Amy’s recent accolades include: 2021 “Winter Park Magazine” People to Watch; 2021 “Orlando Business Journal” Women Who Mean Business; 2021 #CREi Top LinkedIn Influencers in Commercial Real Estate; 2020 Orlando Regional REALTORS® Association (ORRA) Young Professional Network “20 Under 40” Rising Star; 2020 Globe St. Real Estate Forum “Fifty Under 40” Commercial Real Estate Professional; 2019 Connect CRE Next Generation Award; 2019 Winter Park Chamber of Commerce Winter Park Champion of the Year nominee; 2019 ORRA Good Neighbor Award Recipient; and 2018 & 2019 Central Florida Association of REALTORS® Circle of Achievement Award.

Amy lives in the Winter Park / Maitland area with her husband Phil who is a well-respected business attorney and CEO of Forward Law Firm, toddler son Giovanni “Gio”, baby daughter Giulietta “Giulie”, and Duke the whippet (@DukeWhippet). Amy enjoys cooking, knitting, traveling, reading, golfing, playing poker, and spending quality time with loved ones. For more information about Amy, visit www.amycalandrino.com