• Menu
  • Skip to right header navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

RoseBiz Inc

Mergers and Acquisitions for Technology Providers

  • How We Help
  • Why Us
  • Our Successes
  • Blog
  • Learn With Linda
  • Newsletter
  • How We Help
  • Why Us
  • Our Successes
  • Blog
  • Learn With Linda
  • Newsletter
You are here: Home / Uncategorized / Top Three Options When Selling Your Company: Strategic Sale, Merger and Roll-up to Private Equity

Top Three Options When Selling Your Company: Strategic Sale, Merger and Roll-up to Private Equity

March 30, 2023 //  by Katie Spokely

LinkedInTweetFacebookEmailPrint
Reading Time: 8 minutes

Working with technology companies as their M&A advisor is a lot of fun.  I say that because technology companies have so many more options when it comes time to sell.  That is, in part, due to the inherent attribute of recurring revenue and customer stickiness that comes with maintaining your customers’ infrastructure.  Other industries don’t necessarily have that automatically built into their business plan.  So, when it comes time to sell the company, there are more options in terms of the type of buyer and the structure of the deal.  

Here are the top three options I see most IT companies presented with:

  1. Sell to a strategic competitor, one who uses their own money or obtains a loan from the bank to make the acquisition – so not backed by PE.
  2. Merge with a complimentary company or competitor who is similar in size so as to attract a larger buyer down the road – a mini roll-up if you will, for a much larger sale to a PE later as a portfolio company.
  3. Or sell to a larger PE-backed competitor who is already down the path of a roll-up.

Now, before you go on the war path about private equity and how they just want to buy and slash expenses – I should share with you that that is not always the case. Plus, there are some significant up-sides to selling to a PE-backed company, especially if you can roll equity.   

Of course, everyone strives for economies of scale when making an acquisition for a roll-up, but no one wants to jeopardize the employees or customers, as we all know you cannot service your customers without loyal employees. So, the smart PE firms approach an acquisition with caution and deference for the employees and customer base, and they try not to rock the boat very much post-sale.

But let’s go back to our three most common options above.  Two out of the three can very likely provide for a second cash event after the initial sale of your business: numbers two and three.  Yes, it is possible that you can receive equity in the larger company when selling to a strategic competitor, but usually that is not the case.  Many times, these strategic buyers buy for personal growth reasons and don’t really plan on sharing any proceeds down the road on their ultimate exit.  Plus, there is usually always a component of either seller financing or an earnout.

When I present these three scenarios to my sellers, many times they assume that their best offer will come from a strategic buyer – and that may well be true in the short run, but certainly not in the long-run (as you can see by my examples below). 

Let’s look at these three different scenarios and really dive into what a second bite of the apple might look like when selling to a PE firm as either a roll-up or a portfolio company.

Here are a few conservative assumptions:  Multiples at time of sale or rollover is 5x.  Multiples at second bite is also 5x. With the exception of scenario #2 – their multiple at selling the first time to the PE firm is at 9x, since they are now double the size.  Don’t get too hung up on the multiples because they stay pretty consistent through each option and a 5x multiple is easy to follow the math.

A Closer Look at Each Option*

Option 1 (Strategic (Non-PE) Competitor):

It is clear that the quickest way to all your money is option one, assuming a two-year earnout.  This also works well for companies who are in the sub $1M EBITDA range, companies who just want to cash-out, or those that are willing to accept some seller financing over time. This is perfect for the older seller or even the younger one who just wants to move on to another big opportunity.  You will very likely have an opportunity to exit after the earnout, or maybe even before if you have the team in place to execute on it for you.  Of course, the downside to this option is that it provides the least amount of cash up-front (most in an earnout) and no additional equity.  Now, I am not going to say you will never see equity in the sale to a strategic buyer, but it is unlikely and if you do, you will most likely need to stay on to actually earn it. 

Option 3 (Strategic – PE-Backed): 

This is a pretty common option among MSPs, MSSPs and CSPs (Cloud Service Providers).  So, many PE firms are working the roll-up scenario and are out hunting for add-on’s to their existing portfolio companies.  While many PE firms have come down market (meaning a lower EBITDA value), most don’t want to go below $500K.  Anything lower than that, and the deal doesn’t make sense due to the legal, accounting, and integration costs associated with every purchase.  In most cases, you will be given an option to roll equity; I see ranges from 10% – 25%.  If the company is backed by a reputable PE firm that has a track record of successful exits, this can be a great opportunity. As you can see from our example above with a 5x multiple down the road, you can make some nice money on the equity amount you leave in the company.  I would be sure to have a lengthy conversation with the PE firm to understand their roll-up strategy, as well as what they expect for multiples down the road.  5x is NOT a number everyone achieves, so be sure to ask what their goal is and how long it will take to get there.  One last comment here is that where you are in the rollup lifecycle will also affect how much you have to pay for the stock – so your upside may be much lower than 5x.

Now here is what most people don’t know: you as the seller (or tuck-in to a portfolio company) don’t need to stay for the entire holding period to get the second bite of the apple.  Most sellers believe they need to stay the entire time, but you don’t, and you actually may want to move on and retire or build another non-competing company.  My final advice on this is: if you can afford to roll the equity, do it.  In most cases, it will pay off in 5 years or less and, if it’s structured correctly, it will be all capital gain (remember, I am not giving tax advice here, so check with your CPA).

Option 2 (Merger – Roll-up):  

I have saved this for last because it is the most complicated. First, let me tell you how many calls I get from IT services providers who want to pull a few buddies together and sell themselves as a portfolio company.  Easy peasy right?  No, far from it!   While this does have the most rewards, it does take some time and planning.  To name just a few things, here is what needs to happen:

  • First, you need to create a new entity, and all the smaller companies need to contribute their interests to the new company. Then, you need to begin ACTING as one.  This can start simply by moving to one branding strategy.
  • Next, define your new organization chart.  There should only be one CEO, one COO, etc.  Then start mapping out the consolidation of general and admin functions and people.  You don’t need three or four people doing the same admin functions, but don’t let them go until you are fully integrated in the next step.
  • Next you need to integrate your front and back office. This means all being on the same platform for starters, and then integrating those platforms.  The same holds true with accounting.  Start by getting aligned on the chart of the accounts, and then begin the combination of the data.  And the hard part – as if that wasn’t already hard – is getting everyone on the same contracts and billing schedules.  I recommend having this planned out well in advance and before you combine.  This process can be difficult and there will be a lot of give and take here.
  • Get your adjusted normalized EBITDA to over $2M!  More would be better.  Ideally $4M if you can get there quickly. The higher the amount, the higher the multiple.  This could take up to 4 – 6 companies to accomplish, but it gets harder with any more than that. Plus, you need to do this without using cash; everyone needs to do an equity swap as part of this consolidation. Then, try to grow organically for 6 months (ideally 12) to show the buyer that you can grow as a team.

It’ll probably take 12 to 24 months to do all this and more.  If you had just a couple sellers to combine, maybe you could do this in 6 months, but that’s aggressive.  Eighteen months to twenty-four months is more realistic, assuming just a few sellers rolling up together. But after you’ve accomplished these steps, you can begin looking for a buyer.  And while you are doing that, continue to look for other companies you can acquire, all while acting as one cohesive team.

Needless to say, this is NOT for the faint of heart. But look at the reward above (note, the $36M is just your share at 50% ownership – if you add more companies together initially, this amount will be less of course). Plus, once you are acquired as a portfolio company, there is likely more compensation for you for every additional acquisition you find to add to your portfolio company (hint, remember to negotiate that).

The cohesiveness of the team will have a huge impact on the company’s success in attracting a buyer.  If your team is not cohesive, savvy PE firms will see through it and pass.  And this process that I briefly outlined above will bring out the challenges of combining (people, infrastructure, agreements, accounting, etc.), which you will need to overcome as a team…and some sellers cannot (for ego or other reasons).

Let me be clear: this option is definitely the long game.  Even if you are not taking on the role as CEO, but instead another C-level title, you should plan on staying on for the next 5 years as the PE firm continues to build out the company with other tuck-in’s/add-on’s.  I think you will agree that the rewards are worth your time if you pick the right initial group of partners and the right PE firm to grow your company.

Best of luck to you in whatever option you choose.  

* Sure, I may be off a little in my assumptions and multiples, but you get the gist and the case I am trying to make: that each option brings a very different result.

LinkedInTweetFacebookEmailPrint

Category: UncategorizedTag: Acquisition Types, M&A, mergers and acquisitions, Private Equity, Roll-up, Selling Your Business, Selling Your IT Services Company, Strategic Buyers

Previous Post: « Another Transaction Closed…in 23 Days!
Next Post: Mind Your Margins! »

Primary Sidebar

Learn with Linda
Your go-to hub for M&A guidance, tools, and training.
Learn With Linda
Start Learning

Whether you’re just starting to think about a sale or deep in deal prep, we have resources built for IT business owners like you.
  • Free worksheets, checklists, and cheat sheets
  • On-demand online courses
  • Smart quizzes to gauge your readiness
  • Real-world advice from a sell-side advisor

Recent Posts

  • Broken LOIs: Why Deals Fall Apart After the Handshake
  • The Next Wave of MSP Consolidation Is ERP – And It’s Already Underway
  • You’re Not Just Selling Your Business. You’re Betting on a Team.

Archives

  • April 2026
  • February 2026
  • January 2026
  • December 2025
  • November 2025
  • October 2025
  • September 2025
  • July 2025
  • June 2025
  • May 2025
  • April 2025
  • March 2025
  • February 2025
  • January 2025
  • December 2024
  • November 2024
  • October 2024
  • August 2024
  • July 2024
  • June 2024
  • May 2024
  • April 2024
  • January 2024
  • December 2023
  • November 2023
  • October 2023
  • September 2023
  • August 2023
  • June 2023
  • May 2023
  • April 2023
  • March 2023
  • February 2023
  • January 2023
  • December 2022
  • October 2022
  • September 2022
  • August 2022
  • July 2022
  • June 2022
  • May 2022
  • April 2022
  • March 2022
  • February 2022
  • January 2022
  • November 2021
  • October 2021
  • September 2021
  • August 2021
  • July 2021
  • June 2021
  • May 2021
  • April 2021
  • March 2021
  • February 2021
  • January 2021
  • December 2020
  • November 2020
  • October 2020
  • September 2020
  • August 2020
  • July 2020
  • June 2020
  • May 2020
  • April 2020
  • March 2020
  • February 2020
  • January 2020
  • December 2019
  • November 2019
  • October 2019
  • July 2019
  • January 2018
  • October 2017

Footer

Resources and Links

  • M&A Advisor
  • Advisory Board Services
  • Speaking Engagements
  • Learn With Linda
  • Assessment
  • Book: Get Acquired for Millions
  • PersonalScore
  • M&A Documents Made Easy
  • Course – Ready, Set, SELL (your company)

RoseBiz, Inc.

  • Why Us
  • Contact Us
  • How We Help
  • Blog
  • Media

Join Our Newsletter

This field is for validation purposes and should be left unchanged.
You can change your mind at any time by clicking the unsubscribe link in the footer of any email you receive from us, or by contacting us at linda.rose@rosebiz.com. We will treat your information with respect. For more information about our privacy practices please visit our website. By clicking below, you agree that we may process your information in accordance with these terms.

Copyright © 2026 RoseBiz Inc. | Privacy Policy | Terms and Conditions | Terms of Participation

This site uses cookies to store information on your computer. Some are essential to make our site work; others help us improve the user experience. By using the site, you consent to the placement of these cookies. Read our Privacy Policy to learn more. Accept
Privacy & Cookies Policy

Privacy Overview

This website uses cookies to improve your experience while you navigate through the website. Out of these cookies, the cookies that are categorized as necessary are stored on your browser as they are essential for the working of basic functionalities of the website. We also use third-party cookies that help us analyze and understand how you use this website. These cookies will be stored in your browser only with your consent. You also have the option to opt-out of these cookies. But opting out of some of these cookies may have an effect on your browsing experience.
Necessary
Always Enabled
Necessary cookies are absolutely essential for the website to function properly. This category only includes cookies that ensures basic functionalities and security features of the website. These cookies do not store any personal information.
Non-necessary
Any cookies that may not be particularly necessary for the website to function and is used specifically to collect user personal data via analytics, ads, other embedded contents are termed as non-necessary cookies. It is mandatory to procure user consent prior to running these cookies on your website.
SAVE & ACCEPT