
It was a deal of a lifetime.
The Seller’s company was undervalued by several hundred thousand dollars.
Our leadership team was thrilled. We’d been planning for this exact scenario, buy a slightly smaller company and acquire the resources to reach our five-year goal.
A Letter of Intent was drafted and sent to Stan[1] and his partner Bob, the sellers. But before they’d sign, they wanted another $150k. No problem, we had the funds and they would still be undervalued.
However, the buyer, Debbie, the primary shareholder and CEO, didn’t want to give Stan and his partner the extra cash. We were stunned. The deal was dead. Wrongly, Debbie believed she had the upper hand. She said, “They’ll never get what they’re asking for. Let them shop around. They’ll come crawling back.”
They didn’t come crawling back.
Less than a year later, Stan and Bob sold their company for a price well above our original offer.
Lurking Monsters Within
The reality was Debbie didn’t want to acquire this company, or any company. Although she hired a consultant to guide the process, made careful plans, and said all the right things, she managed to sabotage the deal, saying, “It wasn’t meant to be. We can reach our goals through organic growth.”
Debbie didn’t consciously sabotage the deal. Her unconscious fears overwhelmed years of good careful planning, awakening (and not for the first time) her inner Saboteur.
In the 1991 romantic-comedy, “Defending Your Life,” the main character, Daniel dies in a car crash and is sent to “Judgement City” where every soul (except children) must review and defend how they lived while on earth. If you did well, you go to the next level, if you did poorly, then you are reincarnated onto earth.
In one scene from Daniel’s life, he is offered an opportunity to invest in Casio watches but laughs at the opportunity. He reasoned that since the Japanese weren’t known for their timekeeping prowess the watches would never sell. He preferred Swiss watches. This, of course, turned out to be a huge financial mistake as Casio went on to be one of the biggest watch makers of the time.
Back in Judgement City, Daniel was confused as to why he was being punished for making a bad business decision (Daniel made a lot of bad decisions), but what he was being held accountable for was the fear that drove his decision to say, “no” in the first place.
You too have an inner saboteur lurking the closet of your unconscious mind, waiting to pounce and scare you silly whenever a big opportunity comes along.
If you’re honest with yourself, you have made self-sabotaging decisions that have ruined a deal or key relationship. Mistakes, that if you decided differently, would have taken your life and fortunes in a more successful direction.
You can try and comfort yourself by thinking that in the end, everything has worked out for the best. But that is only true if you understand why you made decision at the time and have made conscious efforts to change your decision-making processes.
Success and Confronting the Inner Saboteur
Although Debbie said she wanted to grow the company through acquisition, her behavior around it became more and more secretive, and her attitude changed from excited and optimistic to negative and hostile. For example, whenever Stan and Bob had a clarifying question, she would get angry say, “These guy’s are a pain in my ass,” and sometimes take days in getting back to them with an answer.
Change, Love, Resources, and Power
Every human being must confront the following four core challenges and turn them into assets during his or her lifetime:
- Your Relationship to Power
- Your Need for Love and Belonging
- Fear of Change and Dealing with the Unknown
- Allocation of Resources (Internal and External)
The inner Saboteur shows up when it’s time to confront your fear of change and allocation of resources.
Here’s how it works, Debbie had an opportunity that would introduce a significant change into her business, one that she’d been asking for, but one that would be disruptive. More importantly, change challenges the sense of security that comes with certainty.
But change wasn’t the biggest factor in Debbie’s saboteur showing up, rather it was the allocation of mental and emotional resources she needed to accommodate the added responsibility.
That is, the purchase would have nearly doubled the number of employees and clients, which put more pressure on her internal resources for managing more relationships.
Combine this with the added complexity of applying additional external resources to ingest a company that was nearly equal in size operationally and becoming increasingly shutdown and secretive about the deal as time went on, was a recipe for a crash-out.
Befriending the Saboteur and Growing Successfully
Self-sabotaging behavior will show up in a variety of ways. For example, over-thinking (analysis paralysis), procrastination, perfectionism, giving in to frustration and quitting too soon, avoidance tactics…I’m sure you can think of a few more.
To turn your Saboteur into a powerful ally, think back on an opportunity that you missed, one that you suspect you may have sabotaged. If you’re unsure, think of an opportunity where you sometimes wonder, “What would have happened if I said, ‘yes,’ or ‘no.’”
Ask yourself, how did you sabotage yourself and/or the opportunity? If you’re still unclear, ask a trusted friend about your inner saboteur.
Once you have a sense of your self-sabotaging actions, you are on your way to turning the saboteur into a friend.
When the self-sabotaging behavior arises, that inner Saboteur is tapping you on the shoulder, saying, “Hey, here is an opportunity. So, I have two questions for you, are you ready for the change it will bring? And, do you have the mental and emotional resources for added responsibility that this change will bring?”
That is, the Saboteur helps you:
- Recognize there’s a potential opportunity that may change your circumstances.
- Recognize if you’re emotionally (internally) and physically (externally) ready for the changes this opportunity will bring.
- Ask yourself if you’re ready for the additional responsibility that the change will bring.
The most important lesson that the Saboteur teaches is discernment.
Imagine that you have the opportunity to bid on a government contract.
You are friends with the consultant who is helping the client write the RFP, so you have added access.
The problem is that this new opportunity is outside of the scope of your usual delivery of services.
The RFP is due in 45 days, but you’ve spent the past week procrastinating on getting started. The Saboteur is tapping you on the shoulder.
Discernment means that you consciously and soberly ask yourself questions about your readiness to embrace change and your ability to apply resources to the opportunity and accept the added responsibility.
About the author:
Krista Hollingsworth is the President of Windshore Media LLC and the founder of K. Hollingsworth Consulting, where her and her team helps service-based businesses breakthrough the higher revenues and greater operational efficiencies.
With an award-winning sales career and over a decade of entrepreneurial leadership, Krista launched Boutique Marketing Group in 2012 and later served as Chief Revenue Officer for a Managed Service Provider. In 2023, she founded K. Hollingsworth Consulting to bring her proven revenue strategies and people-centered approach to businesses ready to scale.
She is a Certified Business Consultant with the International Association of Small Business Consultants (AASBC), a Master Practitioner of NLP, and has taught meditation and mindfulness for more than 20 years. Her diverse background gives her a unique ability to help leaders align vision, execution, mindset, and communication strategies to achieve breakthrough results.
Krista’s client work spans industries and challenges, from redesigning operations for efficiency to building predictable revenue systems. View case studies here: https://helpugrowcro.com/portfolio/#casestudies
Outside of work, Krista is married with two adult children. She has no pets but does have a lot of plants and enjoys cooking, traveling, and bad movies.
[1] This is based on an actual event, but the names and other identifying details of the transaction have been altered to protect all parties.