One-On-One Coaching

Work directly with an experienced real estate investor and operator.

I selectively work one-on-one with investors who are serious about building their businesses and willing to put in the work.

Over the past 15+ years, I've invested in thousands of apartments and been involved in more than $675 million of multifamily real estate.

Along the way, I've also had the opportunity to coach and mentor investors at different stages of their careers — from people pursuing their first multifamily acquisition to experienced investors looking to grow and improve their businesses.

Today, I work one-on-one with a small number of investors who are serious about what they want to accomplish and believe they can benefit from my experience.

This isn't a course you simply sign up for.

It's a working relationship.

What Working Together Looks Like

My role isn’t to build your real estate business for you. It’s to help you build it better.

That might mean helping you evaluate a market, think through a deal, improve your underwriting, develop broker relationships, structure a partnership, raise capital, solve an operating problem, or simply make a difficult decision with the benefit of someone who has encountered similar situations before.

You’ll have the opportunity to work directly with me, ask questions, bring me deals and challenges, and get candid feedback based on my own experience as an investor and operator.

Matt Teaching Students

I’ll provide guidance, perspective, and accountability.

You have to do the work.

Who I Work With

Picheny Mentoring Students

I’m selective about the investors I coach.

Not because you need a certain résumé, portfolio size, or level of experience.

But you do need to be committed.

The people who get the most out of working with me are willing to take action, have uncomfortable conversations, analyze deals, build relationships, follow up, make offers, learn from mistakes, and keep moving forward.

I’ve watched investors accomplish remarkable things.

I’ve also learned that no mentor, coach, or program can create success for someone who isn’t willing to put in the effort themselves.

At this point in my career, my time is one of my most valuable resources. I want to spend it working with people who are serious about making something happen.

Experience You Can Draw From

There are plenty of places to learn the mechanics of real estate investing.

What I believe is more valuable is having someone you can turn to when the answer isn’t obvious.

Throughout my career, I’ve been involved in acquisitions, operations, partnerships, capital raising, investor relations, business building, and development. I’ve experienced successful investments — and difficult ones. I’ve seen business plans work, watched assumptions prove wrong, navigated challenging markets, and learned lessons I wish I had known much earlier.

Those experiences are what I bring to our conversations.

You don’t need to follow the exact path I took.

My job is to help you make better decisions as you build your own.

NYC Mastermind

Is This a Fit?

I intentionally keep my one-on-one coaching limited.

If you’re looking for someone to hand you a business, find deals for you, or do the work on your behalf, we probably shouldn’t work together.

If you’re serious about building something, willing to put in the effort, and believe having an experienced investor in your corner could help you move faster and make better decisions, I’d be happy to have a conversation.

There’s no obligation. We’ll talk about what you’re working toward, where you are today, and whether working together makes sense for both of us.

Apply To Work Together

What Investors Say About Working With Me

Cody Wiseman's Experience

"I came into it with a goal of going full-time into real estate, I come from software sales and was dabbling in multifamily real estate some and knew I wanted to excel, and Matt helped lay out that path for me of what I need to be doing on a daily, weekly, monthly basis to start... underwriting so many deals, building broker relationships, how to raise capital, there's many different things."

Reine Becker's Experience

"I can tell you with 100 % confidence that as you're working through this program, you are building competence in this industry. Not only in deal structure, but how to market yourself, how to maintain relationships, how to build teams that can execute when the time comes. 

So whether you're new or want to expand your portfolio, but maybe your systems aren't really in place yet, I cannot recommend Matt's program enough."

Scott Bijlani's Experience

"So besides the training, he's fully accessible to me one-on-one and to me that's key. I've noticed in other groups I'm like one of 300 or one of 400 I don't get the personalized one-on-one training so my benefit that was one of the main reasons I chose Matt's mentorship because it was one-on-one he's always been available and accessible."

Brandi Chin's Experience

"His track record, his success, his ability to break down really complex steps and make them simple and actionable. I really like the modules that he creates. They're really easy to follow. And then also I like the personal touch and connection that you get. Like to follow up, ask questions, he's always available." 

Jon Sidoti's Experience

"My biggest challenge getting into this was basically the syndication, I didn't understand structuring, I didn't understand how to do a syndication. Matt really helped with that...

Basically taking you from acquiring a property, operating a property, the systems, the processes, Matt is knowledgeable in in all of it, has been great to work with, and I couldn't be more thankful!" 

Young Cha's Experience

"I'd say the number one most valuable thing is his actual one-to-one mentorship and his commitment to it. 'Cause I've been a part of other programs where they sell you on the one-to-one but then they kind of pawn you off onto a bunch of other folks and they try to leverage the community to answer a lot of those questions. So having direct access to Matt is invaluable." 

Pawel Everly's Experience

"Ever since we've been working in real estate in Matt's mentorship he's always made himself available to us.

Anytime we needed to make a call, to walk us through a deal, through the underwriting, making sure we are putting an offer in on a deal that's actually going to work and is going to be a successful deal, he always was there for us and he gave us the good and the bad." 

CJ Yamada's Experience

"I always say he's not only a mentor and coach but a friend and big brother of my real estate career.  I'm so happy that I met him and without him I would probably own nothing right now."

Past performance does not guarantee future results. Real estate investing involves risk, including potential loss of principal. This is for educational purposes only and not investment advice. Results may vary. Individual success depends on market conditions, personal effort, and other factors.