Career Transitions

No school business official starts their first day in the district planning to eventually be walked out by his or her superintendent or board. To help SBOs stay above reproach and navigate tricky situations from the first day to the last, Illinois ASBO is excited to introduce this member-sourced resource portal.

This portal is filled with advice, articles and resources to help you as you experience career transitions of all kinds.

Illinois ASBO Transition Guide

Whether you are an outgoing or incoming school business official, this guide provides a list of suggested tasks and considerations to help you in your transition.

Download the Guide

Three Key Crossroads

KEY ONE > Establishing a Strong Foundation

> How to Evaluate a District and Interview Wisely

Although it can be impossible to predict what challenges a new job will bring — starting off on the right foot (even before you take the job) can help set the tone for a positive experience within a district. Use the advice from your peers and resources below to help you build a solid foundation.

Evaluating a Potential District

  • Do your research. Go to a board meeting before you apply (if possible) or watch prior board meetings. Google the superintendent and board.
  • Talk to people in the know. Your Illinois ASBO network can give you a lot of insight into a district. Vendors may also be able to help. If you can talk to a previous business manager, get their advice and weigh it heavily.​
  • Pay attention to red flags. If you see a negative history with the superintendent, board and business manager or you sense that something is not quite right, be willing to stay away. (It is easy to think, “I’ll do it differently than the last person.”)

Interviewing and Accepting the Job

  • Express your needs. Make it clear you desire work/life balance and what you are or aren’t prepared to do (work all night, etc.)
  • Ask to see the atmosphere. Know where you will be working.
  • Don’t be afraid to ask questions. Remember you are interviewing the district as much as they are interviewing you.
  • Put quality of life over dollars. How much you make is important, but not worth sacrificing your quality of life. Be patient and wait for the position that is really the best for you.
  • If it doesn’t feel right, you have to be able to say no. This holds true even if you are in the process of training and the contract isn’t finalized.

> Establish Your Ethics and Work/Life Balance

Although it can be impossible to predict what challenges a new job will bring — starting off on the right foot can help set the tone for a positive experience within a district. Use the advice from your peers and resources below to help you build a solid foundation.

Stay Above Reproach

No matter what happens in your new position, it is critical to remember your values and ethics. It can be difficult when you are asked to do something against your morals and feel obligated to be a “team player.” It is important to remember your real job description and not let others lead you to unethical decisions.

Resources

Establish Your Work/Life Balance

Establishing balance from day one is important if you want to stay in your new district long-term. Losing your work/life balance or experiencing high levels of anxiety is often a warning sign that something isn’t right.

Resources:

KEY TWO > Navigating Career Transitions

> Keys to a Transitioning Smoothly

Whether it is your first day as a school business official or you are transitioning to a new district, heed the advice of fellow school business officials to lay a solid foundation from day one.

Tips to Start on the Right Foot

  • Focus on relationships. This should be you primary task during your first year. Once people really get to know you and see who you are (that you are grounded, and flexible but not willing to compromise, etc.) it makes things a lot smoother when issues come up in the future.
  • Touch base with the Superintendent every month. Consider questions such as, “How do you think I’m doing?" or "I get the impression this isn’t working… what about this way?” 
  • Build up your network. You need to have a good network of people to survive in this industry. Make sure you get connected through Illinois ASBO – Regional Organizations are a great place to start.
  • Stay on your guard. Even if things get off to a good start, a change in leadership or expectations may take things for a sudden turn. See below for a list of warning signs to watch out for. 
  • Seek out mentors. You can establish mentoring relationships through your Illinois ASBO Regional Organization or through Illinois ASBO Mentoring Services.

Resources

> Warning Signs & Next Steps

Working in a school district, change can happen fast — and not always for the better. Use the following signs to guide you on whether it may be time to move on and how to move forward.

Signs it May Be Time for a Transition

There is a Change in the Atmosphere

  • New board or district leadership causes you to lose long-standing relationships.
  • Things start getting contentious at board meetings and the blame falls on you (with a lack of support from other leaders.)
  • You are asked to go against your morals and principles.
  • You start hearing gossip around the office, i.e. “You’re the next one to go.” 
  • Things happen outside the normal chain of command (Example: Board members start going around the Superintendent to you.)
  • If you see that people are treating you differently, be mindful. (Example: You were previously included in closed session and now you are not, or you’ve noticed that every communication is now email vs. in-person conversation.)
  • You are being micro-managed as a professional or the leadership doesn’t seem to have confidence in you (whether it is their personal history or they don’t feel you are doing your job right).

You Experience a Lack of Balance or High Stress/Anxiety Levels

  • You feel extreme anxiety like you are constantly walking on eggshells.
  • You know in your gut that something is not right. (Tip: Not ignoring that feeling is key. Most people know on some level that something is going on, but it can be tempting to overthink things and justify the situation.)
  • You lose your work/life balance. Are you happy in your job/life? If not, these could be signs that something isn’t right. 
  • You reach a breaking point. (This could be in the form of a nervous breakdown.) 

How to Carefully Evaluate the Situation

  • Look for hidden meaning. If you have an unusual incident, it is important to evaluate and see what it really means. Try to do a good job but be cautious and watch out for what could be happening. 
  • Ask, “Is this the norm?” If you are experiencing contentious board meetings, talk with someone outside the situation, invite him or her to a board meeting and ask them if this is something they’ve encountered.
  • Trust your intuition and then inquire. Whether it is to the Superintendent or a board member, reach out and ask, “Am I meeting your expectations? I was under the impression you wanted A, but it seems that’s not what you are looking for...” Ask for some feedback on how you can better meet their needs.
  • Don’t get overly paranoid right away. It is a careful balance but don’t make assumptions. Try to renew your contract early to test the waters, or if you feel comfortable, ask, “Hey I know things aren’t going perfectly, will I be renewed next year?”
  • Always remember your values and ethics. Understand and hold to the code of ethics provided by Illinois ASBO and ASBO International. 

Do you feel like you may be headed toward a career crisis?  
See Below for next steps as you prepare for the worst.

Resources

> How to Prepare for the Worst

You’ve seen the warning signs that you may be headed toward a career crisis. What do you do next? Take the advice below from peers who have been through it to carefully prepare for your exit. 

Start Getting Your Ducks in a Row

  • Get as many letters of reference as possible from current peers. (Example: Board members or colleagues that you have a good relationship with.)
  • Look to your network for insight on the situation. Talk to acquaintances who are connected to the person who you are in conflict with and/or the district. (Tip: Even though you may feel hesitant or embarrassed to share, don’t be afraid to reach out. Just make sure to be strategic about it.)
  • Start searching discreetly for your next position. Look at the Illinois ASBO Job Bank or network at Illinois ASBO events and find someone whose ear is to the ground.
  • Protect your personal information. Use Dropbox or another web-based app to store all personal items saved to your computer. This could be any documents or files you don’t want to lose.
  • Make sure you are backing things up to the cloud. If you have spreadsheets or other work-related documents you would like to keep when you move from place to place, start saving these files or forwarding documents to yourself.
  • Start removing personal possessions from the office. Don’t be too obvious about it. In case of walkout or if you are locked out, this will be one less thing to worry about.

Take Care of Yourself and Your Reputation

  • Do everything by the book. Staying above reproach is key during these times.
  • Talk with someone you can trust outside of your work environment to get some perspective. (This could be a pastor, priest, mentor, etc.)
  • Find mentors who have been through it. Find out more on how to locate mentors through Illinois ASBO.
  • Don’t be afraid to get medical help. If you feel extreme stress, consult a psychologist, counselor or doctor. It is helpful to have an outside person to talk to.
  • Be patient with yourself. Letting yourself work through the emotions of what you are going through is key. Don’t feel like you have to have it all together right away.
  • Be careful with whom you talk to. Remember that the Illinois school industry is a very small network. If you are looking for a job, do not let your boss know. 
  • Consider the timing of crucial conversations — especially contract-related conversations. Ideally this would be before contract renewal. If you know they are not renewing your contract, you can resign and then not have to deal with the implications of dismissal. (Whether you’ve been terminated is a standard question in applying for new jobs.

Document Everything Related to the Problem or Issue

  • Copy or forward related emails to your personal email. Once they cut you off you are done and you won’t be able to get back in.
  • Document all meetings. Follow up with emails from one-on-one meetings. Take notes about who you met with regarding the issue and when. If they don’t want to talk, document that you tried and were unsuccessful.
  • Gather witnesses. Make sure that other people are around during any one-on-one meetings. 
  • Start getting advice from an attorney – sooner than later. See a list of legal advisors.

Resources

KEY THREE > Handling Crisis Situations

> Career Crisis: After the Worst Happens

What you could have never imagined has happened to you. You may feel alone, anxious or disillusioned. Although everyone faces these types of trials differently, we hope the following advice and resources can help you get the support you need. Click here to find mentors and legal advisors to help you get back on your feet. 

Your Physical and Emotional Needs Come First

  • Assess your physical health. It is not uncommon for the stress of a career crisis to take a toll on you physically. Pay attention to your symptoms and contact a doctor if needed.
  • Assess your financial health. Before getting too involved in searching for a new job, it is crucial to take an inventory of your assets and your bills and make a plan for the interim.
  • Assess your emotional health. Going through a dismissal or other crisis can evoke the same kind of grief process as any other loss. Getting help from a counselor or spiritual advisor may help you cope during this time.

Utilize Your Illinois ASBO Network

  • Get on the Illinois ASBO Interim list. If you don’t have a new position lined up, you can put your name on the list to be contacted for temporary placement opportunities within a school district. Contact Holly Wallace for more information.
  • Network as much as you can. You never know who will happen to know of a position coming open. Your inside connections can help you be quick to respond when something opens up.
  • Keep going to PDC Meetings. Attend all Illinois ASBO gatherings. This is the time you may feel most tempted to shy away, but also the time you most need to go! As long as your membership is active, feel free to participate.

If you are having trouble maintaining your Illinois ASBO membership due to financial troubles following a job crisis, please contact Kris Monn to discuss what options are available to you.

Resources

Find Mentors Through Illinois ASBO

 If you are going through a difficult time and would like to speak with another member who understands, contact:

Kristopher Monn, E.d.D.
kmonn@iasbo.org 

He can get you in touch with a fellow member who can relate to your situation.

Get Support and Legal Advice

The following lawyers have agreed to be listed in our Career Crossroads Center as a resource for those who need counsel regarding their contract/dismissal or other issues:

Steven E. Glink, Attorney at Law
Northbrook, IL
(847) 480-7749
steve@educationrights.com

Steve offers a free initial consultation to discuss your situation. His focus is on teacher and school staff and school board rights. Visit his website at: www.educationrights.com.


Stephen A. Yokich
Dowd, Bloch, Bennett, Cervone, Auerbach & Yokich
Chicago, IL
(312) 372-1361
syokich@laboradvocates.com

This firm provides counseling and representation to labor unions, as well as individual employees at all levels seeking to enforce their rights to pension, disability or other employee benefits and seeking to challenge discrimination, improper pay practices and wrongful termination. Visit their website at: www.laboradvocates.com.

> Moving Forward After a Crisis

“After my career crisis, I became much more cautious. I knew I would have to be more thoughtful and consider my history when looking for a new position. I also knew where I didn’t want to go and what to avoid. I waited on the job that I really thought was best for me.”
— Interviewed School Business Official after facing a job displacement 

How to Discuss Your Crisis in an Interview

  • Don’t go into detail. The gory details are not beneficial. Plus, your future employer needs to know that you won’t rat anyone out if faced with a similar situation.
  • Stay positive. After being terminated, don’t say bad things about the school board you left. You can’t expect your prospective employer to understand the situation, empathize or take your side.
  • Emphasize your learned skills and abilities. Be prepared to put a positive spin on your previous job. Talk about that district in terms of the competencies you gained and accomplishments you had. 
  • Call it what it is and focus on the good. You can simply state the bottom line of the situation. For example, “I refused to compromise my integrity,” or “It was a difference in leadership styles.” 

Straight From Your Peers

Whether positive or not so positive, the advice provided within this portal comes from the experiences of SBOs who have generously shared their stories. If you have anything to share, please contact Chris Harley. We hope to crowd source this portal to deliver the most value possible.

Share Your Story

Note: The advice and resources included on these web pages are suggestions and should not be considered legal advice. By traversing these pages, you acknowledge that Illinois ASBO assumes no responsibility or legal liability for the actions you take and the resulting consequences. Please consult a qualified attorney for questions related to the legal implications of your actions or advice on contract-related issues.