Thursday, September 17, 2026

Building strong volunteer-based tutor, mentor and learning programs

School has started and volunteer-based tutor, mentor and learning programs in Chicago and across the country are at different stages of volunteer and student recruitment, orientation, training and matching. 

Ideally, most of the planning that for this year's activities began last spring and continued through the summer. My focus is on helping programs with their planning so they are even better when they start again in the coming year.


I led one volunteer-based tutor/mentor program in Chicago from 1975 to 1992, then with the help of six other volunteers, started a new program in November 1992, which I led until June 2011.  These were hosted at the Montgomery Ward Corporate Headquarters on Chicago Avenue until 1999.  

When I say "volunteer-based" I'm not just talking about the adults who serve as tutors and mentors, but those who do more, helping to organize and operate the program.  

The program I started leading in 1975 was already 9 years old when I became its leader. It had 100 pairs of volunteers and elementary school-age youth participating by the fall of 1975, after starting in 1965 with just a small group of corporate volunteers.

I had started as a volunteer in 1973, then joined the leadership committee in 1974. I took over when the previous leader decided to take off for Europe, saying "Dan should lead, since he talks the most!"  

The graphics below illustrate the growth of the program from 1974 to 1992. 

The committee in 1974-75 had nine members. It was led by Roger Kennedy, a copywriter in the MW Catalog Advertising Department.

By 1976-77 I had increased the committee to 13 people.  I was a retail advertising copywriter. 



By 1987 the program had grown to over 250 pairs of kids and volunteers. 33 volunteers, including students in grades 7 through 12 who were graduates of the program, were offering time and talent to lead the program.  We had a part-time paid staff, of three students from Moody Bible Institute.  My own jobs had grown and I was now a divisional advertising manager. 


In the spring of 1990 I left my corporate job with Montgomery Ward and we converted the program to a non-profit, named Cabrini-Green Tutoring Program, Inc.  This enabled me to raise money to pay myself a salary to continue leading the program and to hire others to help.  The 1991-92 volunteer leadership structure reflects the growth of the program to 440 kids and 550 volunteers by June 1992. More than 60 volunteers, including student alumni, were involved in planning and operating the program.  I was the only full-time employee.  We had three part timers helping. 


As we ended every school-year, starting in 1975 I had to recruit new volunteers to take on leadership roles. While this was a year-round process it peaked in April-May.  My year-end speech always included a "help me" message. We spent the first part of every summer teaching new committee members about the work involved in operating the program and then the rest doing the work of starting the next year's program. 

I starting a written annual plan in the late 1970s and rather than starting each new year from scratch, we built on what we'd done before, getting better, adding new elements, discarding what was not working. Here's an example of this annual plan. This is from 1984-85.  

That's one of the secrets of growing a tutor/mentor program from "good to great" over many years. 

I was able to lead a program for so many years because I was constantly learning from how other programs in Chicago were operating.  My primary goal of building a list of all tutor/mentor programs was a) to help draw attention and resources to each; and b) to help each program "see" what others were doing, and to borrow good ideas for their own program.  The idea was to build from "good to great" rather than constantly start from a limited range of ideas.

My departure from the CGTP in October 1992 was painful, and the result of a lack of agreement on how the program should operate and what its future growth would be, between myself and the volunteers who I had recruited to be our Board of Directors in 1990 when we created the non-profit.

It was during this timeframe that 7-year-old Dantrell Davis was killed in Cabrini-Green.  While Chicago media were "demanding action" I remember driving down the Kennedy Expressway and saying to myself, "I don't need to lead an under-funded, under-supported program with over 900 participants, to share what I've learned to help similar programs grow in all parts of Chicago."

I immediately began to focus on what had divided myself and the other program. First was the decision to expand and serve 7th to 12th grade kids who had graduated from the original program at the end of 6th grade.  Second was to help similar programs grow in all high poverty areas of Chicago.


We created Cabrini Connections to help kids from the original program go from 7th grade through high school. Starting with 5 teens and 7 volunteers in January 1993 we grew to 80 teens and 100 volunteers by 1998 and due to the limited space we had, we stayed around that number until I left in 2011.  We used our first grant in 1993 to hire two part time staff (veteran volunteers from the original program).  As we raised more money in 1994 I began to draw a salary. We never had more than 3-4 full time staff members and 3-4 part time staff and interns between then and 2011. 

I never earned as much as I was earning during my final years at Wards.  And, since forming the Tutor/Mentor Institute, LLC in 2011, I've drawn no salary.


We spent all of 1993 planning what became the Tutor/Mentor Connection and launched it in January 1994.  In 2011 I created the Tutor/Mentor Institute, LLC to continue to operate the T/MC in Chicago and help similar intermediaries grow in other cities.

In both versions we drew upon volunteers to help.  

In both cases we applied the "Good to Great" principles that Jim Collins made famous in his book, "Good to Great and the Social Sector".  


I first used the graphic at the right in the late 2000s, then in a 2011 article, which I updated in 2022.  If you have read this far, I urge you to visit the 2022 article and read more about "Good to Great" and what it takes to build constantly improving tutor/mentor programs. 

Then read this article about re-thinking philanthropy.  If we don't change how programs are funded there will be too few great programs and far to few programs of any kind reaching K-12 kids in high poverty areas of Chicago and other places.


This 1994 Chicago Sun-Times article shows how I traded my advertising job at Montgomery Ward to build Cabrini Connections and the Tutor/Mentor Connection.

I've shared much of what I learned over those years in the articles on this blog and in the information I share on the www.tutormentorexchange.net site.

However, the details of what I learned and how I did this are in my archives.  I hope that someone who reads this will recognize the potential value of this history and will recruit a university to take ownership, so students can learn from what I've learned and more systematically share it to help "good to great" youth programs grow in more places, reaching more kids. 


You can connect with me on Twitter, Facebook, LinkedIn, Instagram, Mastodon and a few other places (see links here).

If you want to help me pay the bills, please visit this page and make a small contribution.  




Friday, September 04, 2026

Mapping the Ecosystem

For more than 50 years I've attempted to connect leaders and supporters of volunteer-based tutor, mentor and learning programs in an on-going effort to help constantly-improving programs reach K-12 youth in more high poverty areas of Chicago and other cities.  I did this from my role as leader of a single program from 1974 to 1992, then through the Tutor/Mentor Connection, which I still lead today, through the Tutor/Mentor Institute, LLC.

My secret. Build a list. Use it to invite people to gather. Use it to share information about individual programs and why they are needed.  

We launched our first formal survey to learn about tutor/mentor programs in Chicago in January 1994. 120 organizations responded. We used that list to organize the first Tutor/Mentor Leadership and Networking Conference in May 1994.  We held additional conferences every six months until May 2015.

I've been trying to map participation, showing "who's attending" and "who's missing" since the late 2000s.  Visit this page and you can find many examples. 


Visit this page and see work done by IVMOOC students at Indiana University to show 1994-2015 Tutor/Mentor Conference participation, using Kumu and other visualization tools. Below is just one view created using the visualization created by one Fall 2025 IVMOOC team.  See it in this article. 


While I've attempted to explain why mapping participation is an important part of network-building, I did not have these resources pre-2015 when I was still hosting conferences, or pre-2011 when I had funding and a small staff to help me do this work.  

Plus, the tools available to map and analyze participation in networks have dramatically improved in the past few years.  Thus, I've been pointing to work done by others to emphasize what I've been trying to do.

Below is a screen shot I from an article I found today on LinkedIn.  This shows the Black Home Initiative Network, which is working to increase Black homeownership in the Washington/Oregon states.  Read their description of why this is important and then open the map and look around. 


Read more articles showing use of Kumu.io. click here

View my page on "Mapping Network Growth" and follow the links. 

9-18-2026 update - look at the ecosystems maps created by the Clark-Fox Family Foundation in St. Louis.  read LinkedIn article - click here.  Visit website - click here


Open this link to explore the map shown above. 

On this page of the Tutor/Mentor Library I point to many intermediaries working in the youth-service field. I've been connected to some of these, such as America's Promise and MENTOR since the late 1990s.  Yet, I've not found examples of any of these organizations mapping their networks, like you see done in the examples that Kumu.io shares. 

Maybe it's being done. If you have examples, please share the links and point to blog articles that show how they are building an understanding of their ecosystems and how this is helping them to more to help kids.


I no longer have the resources or energy (I will be 80 in December and had a heart attack in August 2026) to do the work I'm describing, yet for comprehensive, on-going, youth tutor, mentor and learning programs to reach K-12 youth in more places, that ecosystem needs to be built, and operating in Chicago and every other urban and rural area of the USA (and the world).

The articles I share can hopefully spur the innovation of many others.  

Please connect with me on LinkedIn, Facebook, Instagram, BlueSky, Twitter and/or Mastodon. (see links here).

And, if you value what I'm sharing, visit this page and make a contribution to help me pay the bills.