Simone Sterling
Career coach for legal professionals and AI-focused careers
| Hourly rate range | $100 to $175 an hour |
|---|---|
| Focus areas | |
| Works with | Lawyers and Professionals |
| Credentials | Juris Doctor, Indiana University Maurer School of Law; Certified Project Management Professional; Scrum-Certified Professional |
Simone Sterling is a career coach who helps people break into new industries or move up in their current roles, with a focus on legal and AI-related careers. She works as an AI Innovation Analyst at a major law firm. She has a law degree and has led GenAI adoption for more than 750 legal users. Earlier, she delivered over 25 enterprise programs at Citibank and Morgan Stanley.
What Simone helps with
Simone helps people plan their careers, move into new industries, and advance in the roles they hold now. She also covers AI basics.
- Breaking into a new industry
- Advancing in your current role
- Career planning
- AI fundamentals
- Legal tech and AI careers
- Project management career paths
Background and qualifications
Simone holds a Juris Doctor from Indiana University Maurer School of Law. She is a certified project management professional and a Scrum-certified professional. She has worked as an AI Innovation Analyst at McDermott Will & Schulte and as a Project Manager at Schulte Roth & Zabel. At Citi she was an Application and Program Analyst. At Morgan Stanley she started as a contractor in technology risk and became a full-time employee within a year, later serving as Assistant Vice President in vendor and supplier risk management. She has coached several people on career paths.
Simone Sterling pricing
Programs and services
- Custom hourly coaching sessions
Simone Sterling reviews
Simone Sterling has a 5.0 out of 5 rating from 2 reviews on Leland, as of September 2026.
The CoachVouch take
Builds legal AI tools and leads GenAI adoption at an AmLaw 20 firm while coaching on careers.
Best for professionals who want to move into legal tech or AI roles, or advance in a legal career.
Common questions
How much does Simone Sterling charge?
Coaching with Simone runs $100 to $175 an hour. Message Simone from this page for an exact quote.
What does Simone Sterling help with?
Simone Sterling helps with breaking into a new industry, advancing in your current role, career planning and AI fundamentals.
Does Simone Sterling have reviews?
Simone Sterling has a 5.0 out of 5 rating from 2 reviews on Leland, as of September 2026.
Is Simone Sterling certified?
Simone Sterling lists: Juris Doctor, Indiana University Maurer School of Law; Certified Project Management Professional; Scrum-Certified Professional.
Does Simone help with AI skills?
Yes. She offers help with AI fundamentals and has led GenAI adoption across 750+ legal users at an AmLaw 20 firm.
How do I contact Simone Sterling?
Send Simone a message from this page. It's free and takes a minute.
Similar coaches to compare
Tick "Compare" to message several coaches at once.

Samorn Selim
Samorn Selim is a career, executive, and leadership coach who helps BIPOC, women, and first-generation professionals build careers they enjoy. Samorn is a lawyer turned coach and the founder of Career Unicorns. Samorn was a big law attorney, then Director of Employer Outreach at Berkeley Law. Samorn has coached more than 1,000 lawyers, tech workers, and leaders. Samorn's programs aim to get clients to their goals in 3 months.

Aamna K.
Aamna K. coaches product managers, managers of PMs, and product operations managers on interviews and career moves. She is a Lead Product Manager at Meta and has worked in product at ServiceNow, Intuit, DoorDash, and Nike. She has interviewed and mentored more than 50 PM candidates across levels L3 to L7. She has also hired on hiring committees and screened hundreds of resumes. She holds an MBA from UC Berkeley Haas.

Ababil Annur
Ababil Annur coaches people who want to break into AI careers and executives who want to understand AI. He has worked in growth at Anthropic and on enterprise AI solutions at Amazon AGI. He also worked as an investment associate at K50 Ventures. He co-founded a beauty startup and scaled it to 65K$ ARR before it was sold. He has coached 62 people toward AI career goals.

Addison Howard
Addison Howard coaches people who want to break into data engineering or grow their careers in it. Addison also advises on using AI and automation in data work. Addison was the first data hire at a company with $400M+ in revenue and built its data function from the ground up. That included hiring and managing a team of junior data engineers and analysts. Today Addison works as a Staff Data Engineer at a high-growth tech company.
Browse related
Last updated September 2026. Request a correction.