Thomas R. Stanley II - President and CEO

tom_125Real estate has always been a part of Tom's life. He grew up with his father rehabbing homes and his grandfather maintaining family owned apartment buildings. A mere one year after graduation from high school, Tom purchased his first of several apartment buildings. He lived upstairs, rented the downstairs and used the cash flow to pay his way through college and graduate school. An entrepreneur at heart, while in graduate school, Tom also started a chain of successful health clubs which he sold a few years later to focus on real estate.

Over the past 26 years, Tom has developed his expertise in business development, marketing, strategic client development and project delivery. A pro at managing successful multi-disciplinary teams, he has built successful companies and created satisfied customers. Tom has completed hundreds of projects, many of which were partnered with other agencies or funded by Tom himself.

Tom has soared to great heights, stumbled and bounced back . In fact, he rebounded from bankruptcy after losing $500,000 in one day with another successful career as Principle of High Rise Investments. Although burned in the past by poor choices and bad bubbles, Tom takes pride in being a self-made man.

Now, he wants to teach others to do the same thing - successfully educate themselves to be astute commercial real estate investors. And he wants to a spend a year with group of "students" doing just that. Teaching them the ropes, on how to avoid the pitfalls, and ultimately experience success.

Tom is starring in season two of "The Invested Life" on MSN. And his role as the Real Estate Expert/Experienced investor is the perfect platform for him to showcase his expertise in the industry while educating those in need.

Tom is a speaker and mentor in the real estate sector. He can proudly point to several successful students. He owns a few hundred doors in the multi-family sector as well as other commercial and residential properties. All structured to be income producing properties for himself and his other investors.

Thomas likes challenges and enjoys his continued connection to the health and fitness industry. He recently trained for "The Race Across the Sky" , to achieve another formidable goal.

Tom spends his free time enjoying his loving wife and family, endurance cycling, boating, and jet skiing. 

Learn more about Tom:  Tom appeared on The Invested Life from MSN Money.  Click any, or all, of the links below to learn about him, his family, his life, and his career in real estate.

Video 1 - Invested Life Video 1

Video 2 - Invested Life Video 2

Video 3 - Invested Life Video 3

Video 4 - Invested Life Video 4

Video 5 - Invested Life Video 5

Video 6 - Invested Life Video 6

Jill Claypool – Vice President of Investor Relations

Jill_Claypool_PhotoJill has had a long time interest in real estate investing. After being raised in Illinois she ended up in Southern California (by way of Denver) for 11 years. She met a self made millionaire who explained the true meaning of wealth through business ownership and passive real investment. The seed was planted.

While successfully working a number of different sales positions, she found time to ride a bike from San Diego to Jacksonville, Florida eventually ending back in the Midwest.

In 2008 the seed took root, and she entered the real estate investment world, representing education and funding solutions for single family and multi-family investment opportunities. Her passion for the opportunities real estate investment provides led her to E2E where she looks forward to helping students become involved in a unique, one of a kind, mentorship/real estate education.

In her spare time, Jill enjoys cycling, ballroom dancing, golf, gardening and travel.


Kristin Stanley –
Chief Communications and Marketing Officer


Kristin has a long history of entrepreneurial businesses. Graduating from Benedictine University in Lisle, she moved to San Diego and founded Body Wise, her nutritional consulting company. Her successful company was on the cutting edge of the nutritional movement, including integration within companies. She moved her company to Hinsdale and merged with Tom Stanley's training facilities as Body Image Nutritionals.

After selling her Hinsdale Company, she joined Tom in helping to develop Prosperous Properties and Investments. Kristin worked with homeowners to remodel and update their homes, quickly moving into residential fix and flips as the Design/Build Consultant for PPI's investor division. After acquiring her real estate license she researched and purchased distressed homes in good areas. PPI investors received an excellent return on investment, and Kristen was involved every step of the way.

Kristin is joining Tom once again to help develop the E2E program. A true "people person" Kristin enjoys being able to interact and help E2E students while spreading the word about the huge opportunities the E2E program provides.

In her spare time, she enjoys spending time with Tom and their 3 children. She also continues with her strenuous fitness training goals while enjoying biking, water sports and anything boating.

Jody Hutchison - 
Accounting Manager

Raised in Downers Grove, Illinois, Jody grew up in a family full of men in construction and real estate flipping.  As early as the age of 6, she can recall helping her father and brother clean up the houses he was remodeling as his side job.


While going to college to obtain her accounting degree, Jody was hired as the Comptroller to a privately held manufacturing plant in Bellwood, Illinois that boasted sales of 10 million.  Here she learned more than just accounting.  She became knowledgeable in inventories, health insurance policies, and OSHA regulations as well.  During her 12 years of employment, the owner purchased 2 more manufacturer plants.  By the end of her career, Jody was promoted to CFO and responsible for overseeing roughly $30 million in sales a year, $5 million in revolving inventories, and 300 employees.

When the opportunity came along to work with Tom in the real estate arena, Jody accepted.  After 9 years of working along side Tom, Jody’s passion for real estate continues to grow.

In her free time, Jody enjoys spending time with her husband of 16 years, two daughters and two dogs.  She enjoys jogging, music and quality time with good friends.


Jodi Pavlik, Staff Accountant

Jodi Pavlik is a lifelong native of Naperville, IL and grew up in the real estate and new contructionjodibusiness with her family. Jodi began her career in the mortgage industry for 15+ years. She began as a Residential Loan Processor then became a Mortgage Loan Closer and eventually found herself working as the Accouting Manager/Excutive Assistant to the owner of a mortgage company. Following this Jodi chose to work with her family owned real estate business as the Business Manager. There she obtained her real estate license, became involved in property management and leasing for residential and commercial properties. Jodi assisting in partnership portfolios, land development, new construction, and home remodeling until family retirement. 

In 2012 the opportunity came to work with Tom Stanley and Education to Equity. Jodi is loving being a part of this new venture. 

Jodi spends time with her family and grandkids. She enjoys the outdoors and reading.