Trustworthy’s Specialists - Trustworthy: The Family Operating System®

Trustworthy's Q&A Specialists

Our Q&A series offers expert perspectives and practical advice on topics that matter most to families, from document organization to estate planning and beyond.

Gyan Chawdhary

Gyan Chawdhary is a vice president at Security Compass, a Toronto cybersecurity solutions provider that uses AI-based tools and development products to support a range of financial companies, tech businesses, and government agencies such as the U.S. Department of Defense. Gyan founded Kontra, an app security training platform that Security Compass acquired in 2024.

Our chats with Gyan:

Expert Q&A: How AI Benefits Older Generations
Jan 25, 2025
“AI doesn’t have to be intimidating. Starting small with easy-to-use tools can open up a world of possibilities, helping older adults stay connected, independent, and organized while making life a little easier.”

Expert Q&A: How AI Is Making Scams More Dangerous
Feb 27, 2025
“AI helps scammers craft highly targeted social engineering attacks. By analyzing your social media and online behavior, they can create scenarios that seem incredibly plausible, exploiting your trust or fears.”

Travis Christiansen

Travis Christiansen is an author, an attorney, and the owner of the law firm Boyack Christiansen Legal Solutions. He has practiced for over two decades, helping clients with estate planning, divorce and custody, and criminal matters in St. George and Hurricane, Utah.

Our chat with Travis:

Expert Q&A: What to Know About Naming a Guardian for Kids
Dec 30, 2024
“It is a good idea to talk to an estate planning attorney who can help you set out a plan of care for your dependents if you pass away. Especially if you have children with special needs, you will need to set out a lifetime of care plans for anyone who takes on their guardianship.”

Niloufar Esmaeilpour

Niloufar is a registered clinical counselor with the BC Association of Clinical Counsellors and the founder of Lotus Therapy & Counselling Centre in the Vancouver area. Specializing in trauma treatment, Niloufar combines extensive experience with a steadfast dedication to supporting individuals on their journey to healing and well-being.

Our chat with Niloufar:

Expert Q&A: Using Digital Tools to Boost Motivation for Bipolar Disorder
Nov 28, 2024
“Mood swings in bipolar disorder significantly impact motivation. During depressive phases, individuals often experience overwhelming fatigue, feelings of worthlessness, and a lack of interest in activities, making it difficult to initiate or sustain effort toward goals.”

Tanner Gish

Tanner, director of operations at Loving Homecare Inc. in Southern California, is a certified dementia practitioner accredited by the National Council of Certified Dementia Practitioners. He is dedicated to delivering high-quality, personalized care for seniors, with a particular focus on those living with dementia.

Our chat with Tanner:

Expert Q&A: Planning Essentials After a Dementia Diagnosis
Dec 2, 2024
“The first step to take after receiving a diagnosis should be to educate yourself. Learn about the type and progression of dementia. Then, build a care team. Include health care professionals, family members, and care agencies. Discuss wishes early. Openly communicate preferences for care, finances, and living arrangements.”

Kalim Khan

Kalim Khan is a senior partner and founder of the Toronto-based firm Affinity Law. With over two decades of experience in estate planning, Kalim's law firm helps guide families through complex legal decisions and supports them in organizing and securing their legal documents.

Our chat with Khan:

Expert Q&A: Organizing Your Legal Documents
Dec 23, 2024
“The most common mistakes people make when organizing legal documents are failing to update documents, not informing family members of their location, and neglecting to address minor details. This can lead to complications.”

Alfred Polizzotto

Alfred has 33 years of experience in elder law. He addresses various issues related to aging, including nursing home negligence, guardianship, and conservatorship.

Our chats with Alfred:

Expert Q&A: Knowing When It’s Time to Take Over Your Elderly Parents’ Finances
Nov 5, 2024
“If you see unopened bills piling up or hear about calls from creditors, it's usually a sign for intervention. Cognitive decline can sneak up on seniors, and you don’t want to wait until something serious happens.”

Expert Q&A: How Alzheimer’s Caregivers Can Help Organize Key Documents
Dec 6, 2024
“If there’s any kind of medical emergency, you don’t want family members scrambling to find important papers while trying to make quick decisions about care. It just makes more sense to have a trusted few people who know where everything is stored.”

Brian Quigley

Brian Quigley is a financial expert based in Denver. He has more than 20 years of experience guiding clients through a range of documentation requirements and tax hurdles to achieve their financial goals.

Our chat with Brian:

Expert Q&A: How to Avoid Having to Get a Tax Filing Extension
Mar 11, 2025
“Setting up calendar alerts for key tax deadlines helps prevent last-minute panic. Automated reminders for estimated payments, document collection, and filing dates ensure you stay ahead of schedule.”

Sam Riley

Sam Riley is a principal at Allixo, a SaaS and cybersecurity firm in Mount Vernon, Washington, that helps businesses protect their digital assets and strengthen their online defenses.

Our chat with Sam:

Expert Q&A: Phishing Scams and Protecting Your Two-Factor Authentication Codes
Feb 8, 2025
“Attackers are still often successful in tricking or bribing telecom employees or using social engineering (not as difficult as it should be) to convince the carrier to transfer a victim’s phone number to a new SIM card under their control.”

Dr. Sham Singh

Sham, a psychiatrist trained at Harbor-UCLA Medical Center, approaches mental health holistically. His approach emphasizes medication management and lifestyle modifications to achieve peak performance of the brain.

Our chat with Sham:

Expert Q&A: Digital Organization Tips for People With OCD
Nov 27, 2024
“For OCD clients, I recommend simplifying or using very structured systems to minimize the potential for overthinking. Limiting the choices, for instance, using few and well-defined categories in organizing, helps make the task more manageable.”

Jonathan D. Steele

Jonathan is a distinguished family law attorney specializing in complex divorce, custody, and privacy issues. Partnered with Beermann LLP, his practice combines legal acumen with cybersecurity expertise and is recognized by Illinois Super Lawyers and Leading Lawyers.

Our chat with Jonathan:

Expert Q&A: What Happens When Seniors Have No Money?
Nov 4, 2024
“It is prudent to seek professional financial and legal assistance when elderly parents demonstrate difficulties in managing basic financial responsibilities, such as timely bill payments or understanding their financial obligations.”

James Taska

James, founder of Alpha Wealth Advisor, is a dedicated financial advisor committed to transparent fiduciary services. He crafts tailored investment strategies, often utilizing non-correlated assets, with a focus on risk management.

Our chat with James:

Expert Q&A: How to Help Aging Parents With Their Investment Portfolio
Oct 31, 2024
“A trusted financial advisor will encourage the adult children to attend meetings with their elderly parents if desired by the client. Having an open line of communication is an excellent line of defense against scams targeting senior citizens.”