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About
Jonathan Fleming | Founder/CEO
Openworld Properties – Northern California
I don’t just collect rent — I stabilize and strengthen real estate assets.
I am a California Real Estate Broker and Certified Community Association Manager (CCAM) with 25+ years of experience managing single-family, multifamily, commercial, and HOA properties across:
• San Francisco County
• San Mateo County
• Alameda County
• Contra Costa County
• Marin County
• Santa Clara County
• Surrounding Northern California markets
Owners contact me when situations are complex:
• Problem tenants
• Chronic delinquency
• Lease violations
• Section 8 / Housing Authority oversight
• Failed prior management
• Compliance or city involvement
• Deferred maintenance
• Probate or trust-held assets
We provide:
• Residential & commercial property management
• Section 8 / HAP contract administration
• Rent recovery coordination
• Notice & compliance oversight
• Tenant issue resolution
• HOA governance support
• Distressed asset stabilization
• Pre-sale or pre-lease repositioning
We are experienced in working with Housing Authorities and navigating inspections, documentation, and compliance requirements.
My approach is structured, decisive, and execution-driven. I implement systems, enforce lease terms, and protect long-term asset value.
If you are looking for minimal involvement management, we may not be the right fit.
If you need strong oversight and real problem-solving — let’s talk.
Overview
Hired 10 times
Serves Oakland, CA
Background checked
15 employees
27 years in business
Business hours
This pro hasn't listed their business hours.
Payment methods
This pro accepts payments via Apple Pay, Cash, Check, Credit card, Google Pay, PayPal, Samsung Pay, Square cash app, Stripe, Venmo, and Zelle.
Services offered
Property type
Commercial
Mixed use
Number of properties
Multiple properties
Single
Monthly rental income
$5,000 - $10,000
$10,000+
Projects and media
Projects and media
Reviews
Customers rated this pro highly for work quality, responsiveness, and professionalism.
Good 3.9
24 reviews
5
71%
4
0%
3
4%
2
0%
1
25%
Your trust means everything to us. Learn about our review guidelines.
Read reviews that mention:
Anne H.
Oct 1, 2017
•
Hired on Thumbtack
I reached out to Jonathan for a lease renewal, but, instead of charging me money, he walked me through the process and gave me free advice on how I can do it myself. 5 stars for ethics and values! I'll be sure to recommend him to anyone with rental needs.
Openworld Properties's reply
I hope it worked out, thank you. If you need further don't be shy just call me or email me.
Jonathan Fleming
Property Management
Erik M.
Sep 11, 2018
•
Hired on Thumbtack
After disappointing experiences with two previous propertymanagers who did not fulfill their promises, it's great to have a propertymanager who lives up to expectations and does everything that he says he will do. Jonathan Fleming found a new tenant for my vacant condo within a month after I hired him, at a rent over 50% more than what my previous tenant had paid. Jonathan and his staff always respond quickly to my questions. The people he hires for repairs, remodeling and house cleaning all do a first rate job. I'm completely satisfied with the quality of service that have received from Openworld Properties and I have already recommended them to a friend.
Details: Home(s) • No, only one • Occupied • More than 1 year
Property Management
Roy B.
Mar 4, 2019
•
From Google
My experience with the services of Jonathan Fleming at Open World Properties for the past two years has been commendable. He is committed to screening prospective tenants and only accepting high quality reliable occupants for the properties he manage. Im definitely pleased with his service.
Carolyn B.
Feb 20, 2019
•
From Google
Jonathan has been extremely helpful in getting my house ready for rental and finding a great tenant. He knows Oakland well and has worked with many good people for contract work and handy man fixes.
Openworld Properties's reply
Awesome to work for you. Thank you.
Anita M.
Mar 5, 2019
•
From Google
Professional and FriendlyI am a tenant and have lived at my place for over 3 years. Jonathan has always been responsive and professional. I love that I can pay my rent online and even submit maintenance requests online. My water heater was turned off by mistake once and workers were out the same day-checking it out and fixing it. If you are a tenant or landlord, I recommend Openworld Properties!
Credentials
Background Check
Jonathan Fleming
FAQs
What should the customer know about your pricing (e.g., discounts, fees)?
My pricing is not fixed. I work with all types of landlords. I am new school and old school, I do not let my ego guide me like a fool. I know how to customize to fit all solutions.
What is your typical process for working with a new customer?
If possible, I love to sit down to talk prospective clients to see what their true needs are right now.
I like to create a short and long term plan, we treat our work like a workout plan designed to get in your property into great financial shape.
What education and/or training do you have that relates to your work?
Member of California Association of Community Managers, I am a Certified Community Association Manager (CCAM)
CCIM Member and Candidate in training/Member
IREM Certified Property Manager In-Training Certification Candidate(CPM)
Legislative Chair at SF IREM Chapter dealing with property mgmt and real estate legal issues
Former Technology Director at California Commercial Brokers Association 2017 Chapter
Former Associate Broker Remax Accord