School Bus Fleet
MenuMENU
SearchSEARCH

Deal Making 101: Choosing the Right Battles is Key to Winning the War

Focusing on material deal points, sticking to the end goal but being flexible on the means to get there, and determining whether a “battle” is even necessary at all are three effective strategies for successfully closing a transaction.

by Stephen Joest, Tenney Group
June 11, 2021
Deal Making 101: Choosing the Right Battles is Key to Winning the War

Don't get stuck in the weeds; remember the big picture when closing a deal. 

4 min to read


Editor's Note: A version of this article ran on Tenney Group's website on Nov. 11, 2020. 

Staying disciplined in allocating time and energy and focusing on diligence and negotiation is essential for both buyers and sellers of businesses to successfully execute a transaction.

Ad Loading...

Consistent with the classic 80-20 rule, one could assume that 20% or less of the deal points in a transaction account for 80% or more of the value creation for each party. However, many transactions fail to even reach the closing table when one or both parties become bogged down by the 80% of deal points that have only a marginal impact on value.

Here are three strategies to consider to “choose the right battles” on the path to “winning the war” and successfully close a transaction.

Strategy #1: Focus on material deal points in the context of transaction goals.

Before embarking on a journey to buy or sell a business, it is critical to define goals to serve as a filter for various opportunities that the market may make available. Sellers must define goals around financial outcome, post-transaction involvement, plans for key employees, etc., while buyers must define strategic and financial rationale for acquisitions as part of their larger growth plan.

When negotiating a transaction, both parties must let these goals serve as a “north star” in guiding the sequencing and emphasis placed on each deal point. When parties can focus early energy on structuring a transaction that accomplishes the most material goals of each side in principle, it becomes a whole lot easier to navigate the marginal trade-offs of dollars and risk associated with ancillary deal points.

Strategy #2: Remain principled on the “end,” flexible on the “means.”

When negotiating the material aspects of a transaction, buyers and sellers must take a step back and view the transaction as a whole, rather than focusing on specific deal points.

Ad Loading...

Too often, parties get caught up in the weeds of specific economic or legal mechanics and “die on the hill” of trying to impose their will on a specific point. The reality is, there are an infinite number of ways to structure a transaction to accomplish your goals. If there are alternative ways to structure a transaction that result in materially similar net economic and risk outcomes, isn't it worth having that conversation?

While it is generally not prudent to compromise on the “end” (i.e., the most significant goals each party has in the transaction), you must remain open-minded on the “means” to get there.

Strategy #3: Seek clarity to determine if a “battle” is necessary at all.

Particularly in the earlier stages of a transaction when the parties are just getting to know one another, it is critical to establish clarity around the goals of each party as well as the nature of the sellers’ business.

Due to the information asymmetry inherently present in the process (seller has operated the business for 30 years while buyer has had two weeks of high-level diligence), buyers will often err on the side of caution when proposing initial terms. Rather than taking offense and responding emotionally in a way that could jeopardize the transaction, sellers and their advisors should seek to understand the risks the buyer is willing to mitigate, provide additional information or explanation to help the buyer distinguish between “real” and “perceived” risks to advance the conversation.

As Sun Tzu once wrote in The Art of War: “The greatest victory is that which requires no battle.” 

Ad Loading...

Although every transaction that reaches the finish line will inevitably involve a few “battles” (negotiations around material deal points), the parties must conserve mental and emotional energy by avoiding unnecessary conflicts so that deal fatigue does not compromise a deal that would otherwise achieve the goals of both parties.

About the Author: Stephen Joest is a senior analyst at the Tenney Group, a mergers and acquisitions advisory firm dedicated to serving the transportation and logistics industry since 1973. Tenney Group typically represents sellers with annual revenues ranging from $20 million to $200 million. For more information visit www.thetenneygroup.com

Subscribe to Our Newsletter

More Management

Back-to-school graphic featuring a chalkboard-style background with the text “Back to School: 6 Ways to Plan Ahead” and the School Bus Fleet logo.
ManagementAugust 20, 2026

The Back-to-School Checklist Every Director Should Complete Before the First Bell

Help your transportation team start the school year strong with these tips for contingency planning, communication, fleet visibility, technology, and trip management.

Read More →
Students with backpacks exit school buses and walk toward a school building as transportation staff assist with afternoon drop-off.
Managementby News/Media ReleaseAugust 19, 2026

How a New York District Cut Nearly $1M in Transportation Costs While Expanding Bus Access

A data-driven overhaul with BusRight reduced Poughkeepsie City School District's planned routes from 26 to 17 while extending school bus service to about 1,200 additional students.

Read More →
A female teacher sitting in front of elementary school classroom, giving a lesson to several students.
SponsoredAugust 17, 2026

Budgets Down, Enrollment Shifting: What the Data Says Districts Should Watch

School transportation departments face two converging challenges this year: tightening budgets and shifting enrollment. Most districts still address these issues separately, but the assumption that either trend will simplify operations is proving incorrect.

Read More →
Ad Loading...
BusRight-branded image showing students exiting a yellow school bus, with the Inc. 5000 logo recognizing America’s fastest-growing private companies.
Managementby Amanda HuggettAugust 17, 2026

These 8 School Transportation Companies Made the 2026 Inc. 5000 List

Find out which school transportation contractors, technology providers, and suppliers ranked among America’s fastest-growing private companies.

Read More →
School Bus Fleet’s The Route podcast thumbnail featuring Kellie Doyle Bailey and host Amanda Huggett with the text “Emotional Intelligence and School Bus Safety.”
ManagementAugust 14, 2026

The Link Between Emotional Intelligence and School Bus Safety

How can emotional intelligence help transportation pros navigate stress, manage change, and build stronger relationships? Listen to find out.

Read More →
School Bus Fleet’s The Route podcast thumbnail featuring Kellie Doyle Bailey and host Amanda Huggett with the text “Emotional Intelligence and School Bus Safety.”
Sponsoredby Amanda HuggettAugust 14, 2026

What Emotional Intelligence Has to Do With School Bus Safety

In this video, discover how emotional intelligence can help transportation leaders and drivers navigate stress, manage change, and build stronger relationships. The Route is sponsored by IC Bus.

Read More →
Ad Loading...
School transportation professional holding a two-way radio in front of a row of school buses, with PositionPTT radio and communication accessories pictured alongside him.
Managementby Amanda HuggettAugust 13, 2026

Beyond Two-Way Radios: School Bus Communications Evolve With Push-to-Talk Over Cellular

PRYME Radio and PositionPTT join forces to advance hands-free radio use and reduce distracted driving. See how PoC compares with traditional radios on range, cost, safety, and connectivity.

Read More →
An orange and white graphic with HopSkipDrive's logo and text reading "Districts Adjusts to Persistent Driver Shortages."
Managementby Elora HaynesAugust 12, 2026

Have School Districts Adapted to Bus Driver Shortages or Simply Accepted Less Service?

According to a recent report from HopSkipDrive, many districts appear to have recalibrated what "normal" transportation service looks like.

Read More →
A blue and white graphic with text reading "The Ripple Effect of a Reliable Ride."
Managementby Elora HaynesAugust 12, 2026

Reliable Transportation Linked to Better Student Outcomes, New EverDriven Study Finds

See why new research suggests transportation consistency improves student outcomes while influencing attendance, funding, IEP compliance, and family trust.

Read More →
Ad Loading...
A close-up side view of a yellow Switzer-CARTY school bus parked in a bus yard, with the contractor's name displayed on the side panel and additional school buses visible in the background.
Managementby News/Media ReleaseAugust 7, 2026

Switzer-CARTY Enters the U.S. with New Acquisition

The Canadian contractor’s acquisition of Minnesota-based Agnes Corporation marks its first cross-border expansion into the United States and adds 350 vehicles.

Read More →