Leadership. Growth. Capital.

An entrepreneur-led partnership founded to acquire, operate, and build a great business with an enduring legacy.

Who We Are.

We’re passionate about the extraordinary potential that small and medium-sized businesses have to leave a lasting impact on their communities, clients, and employees.

By providing a unique combination of executive leadership and growth capital, we help accomplished business owners like you enable succession on your terms, realize the value you’ve built, and preserve your legacy.

We believe there’s a better exit option for business owners: one that combines the flexibility, transparency, and integrity of family succession planning with the resources and active support of seasoned executives, entrepreneurs, and investors.

Meet The Co-Founders.

Davis Bolster

Davis’s background includes diverse experience across investing, strategy, and operations. A former private equity investor at Berkshire Partners, he has led successful M&A transactions in consumer, healthcare, and technology companies. Previously a Management Consultant with Boston Consulting Group and an Aerospace Engineer with The Boeing Company, Davis brings a keen eye for designing scalable systems and developing growth strategies.  Davis received a B.S. in Mechanical Engineering from Duke University, where he played club baseball and spent time cheering on the Blue Devils. He received an MBA from the University of Chicago Booth School of Business, where he graduated with Honors. In his free time, Davis enjoys playing golf and cherishes quality time with his wife Lindsey and their beagle puppy, Weller.

Josh Kite

Josh’s prior experience includes work in corporate finance, private equity, and investment banking. He spent the majority of his career investing in family and founder-owned manufacturing, business services, and distribution companies as a private equity professional with HCI Equity Partners. He also held roles as the Director of FP&A at Curtis Metal Finishing and as an investment banker at KippsDeSanto. Josh received a B.S. in Commerce from The University of Virginia, where he was a member of the rugby team and a Big Siblings Program Director. He earned an MBA from the University of Chicago Booth School of Business, where he concentrated on entrepreneurship and graduated as a Wallman Scholar. Outside of the office, Josh can be found hiking, snowboarding, camping, or trying out a new workout class.

Our Strategy.

Backed by a team of successful entrepreneurs, executives, and investors, Co-Founders Josh Kite and Davis Bolster will relocate to your community and take full-time executive roles in your company on day one. By committing 100% of our energy and focus to the long-term success of your business, DoubleJack offers a secure transition opportunity for owners, employees, and customers.

Sole Focus.

Your business will be our only investment, and it will receive 100% of our time and attention.  We will not have a portfolio of investments. Our success depends solely on the success of your business. 

Entrepreneur Founded and Backed.

DoubleJack’s Co-Founders are entrepreneurs focused on accelerating the growth of an enduring business. Our investors are seasoned entrepreneurs and business leaders committed to actively supporting your business’s future.

Built-in Succession Planning.

DoubleJack’s growth investment comes with a built-in, day-to-day leadership solution. We will work directly with you to develop a tailored transition plan that ensures the business is positioned for success. 

Flexible Terms.

We can offer deal terms that align with your preferences and motivations.  We are creative in designing great outcomes for all parties, including provisions for any continued involvement or investment to share in the company’s future success.

People-First Strategy.

We believe that great people and culture are vital to the success of any company.  We will invest the time and resources to ensure your employees thrive during the business’s next phase of growth.

Long-term View.

Unlike other firms, we do not have a mandated investment horizon, so we can invest like true owners. We are focused on creating long-term value, building on the foundation you’ve laid, and preserving your legacy far into the future.

The DoubleJack Difference.

Led by passionate entrepreneurs and committed to the long-term growth of your business, DoubleJack’s model emphasizes your priorities, offering succession strategies tailored to your desired level of involvement.

Operational Approach

Succession Planning

Seller Payout

Seller Reinvest

Investment Process

Time Horizon

Source of Funds

Growth Strategy

DoubleJack


Takes over executive leadership and day-to-day operations

Flexible transition planning around your desired level of involvement

Terms tailored to your needs, with potential for full or partial cash exit

Planned around your desired level of participation in the next phase of growth

Transparent, honest, and efficient process that works with your timeline

Plan to operate the business over the long-term

Seasoned group of entrepreneurs, executives and investors with capital ready to deploy

Measured, sustainable, and long-term growth orientation

Private Equity


Monitors from a distance; substantial reporting requirements

Often requires founders to keep operating for years

Restrictive structures and often delayed payout

Often required to re-invest significant equity

Complex process with many stakeholders that can last months

Short-term outlook, 3-5 year “chapters”

Institutional investors with rigid investment criteria

Focus on short-term value creation initiatives (“flipping the business”)

Our Investment Process.

Informed by 10+ years of investing and transaction experience, we’ve designed our investment process to be efficient and transparent. Throughout every step of the process, you will work directly with us to design a win-win opportunity.

Click each item to learn more.

  • We’ll spend time getting to know each other. We will confidentially discuss your company and your goals to understand if there’s a fit.

  • We’ll sign a non-disclosure agreement (NDA) and request access to basic financial information on your company. We’ll schedule a follow-up call to answer any questions.

  • We’ll put together an initial offer to facilitate a high-level discussion about the terms and structure of an acquisition.

  • Should we agree to move forward, we’ll submit a letter of intent (“LOI”), which is a formal, non-binding offer to acquire your business. The LOI will include a purchase price (or a range) and outline the key terms of the acquisition at a high level. A signed LOI will extend DoubleJack an exclusivity period (typically 60-90 days) to conduct due diligence.

  • Our diligence process will include a review of your company's operations, financial performance, and team. We plan to engage an elite team of professionals throughout the diligence process, including our investors as well as third-party legal, lending, accounting, and technical diligence partners.

    Throughout due diligence, we will meet regularly to ask questions, discuss terms, and build a transition plan. We are committed to transparency, integrity, and efficiency as we work through this process to position the company for future success together. We will strive to provide clear timelines, action items, and documentation requestions to minimize the burden on you and your employees. Should you decide to remain involved in the business, this process will lay the groundwork for a long-term partnership.

  • Once all parties are happy, we’ll sign the final purchase agreement, transfer funds, and celebrate an exciting future for your business.

Frequently Asked Questions.

Click each item to learn more.

  • DoubleJack’s model provides and unique combination of growth capital and leadership. With the active support of active support of a group of seasoned executives, entrepreneurs, and investors, Co-founders Josh Kite and Davis Bolster will relocate to your community and take on full-time executive roles in your company on day one.

    Depending on your goals, we can be very flexible in how we structure the transaction and your role in the company post-close. If desired, we’d welcome re-investment in the company so that you can participate in the future growth of the business.

    Our co-founders and investors have substantial experience closing a variety of M&A transactions. We can run an efficient, transparent, and honest process and aim to close quickly.

    Unlike traditional Private Equity, we plan to operate the business like long-term owners. We are focused on the sustainable growth and well-being of the business, its employees, its customers, and its partners.

  • We are growth-oriented operators and investors, and our goal is to maintain and grow the existing team. We are flexible about your role and continued involvement in the business post-close, and we will discuss your interests early on in our conversations.

    While not required, we’d encourage a short (4-6 month) transition period to transfer operating knowledge. Thereafter, you are welcome to stay closely involved in the business, move into a strategic or advisory role, or exit entirely.

  • No. Although we are based in North Carolina, we are open to opportunities across the United States. Co-founders, Davis Bolster and Josh Kite will relocate to your community and take on executive roles in your company post-close.

  • Our investors are entrepreneurs and former executives with decades of experience operating small and middle-market businesses. Several of these advisors now lead institutions or operate family offices that solely invest in small and middle-market businesses. Collectively, they have executed hundreds of successful small business transactions.

    Each of these investors has made a commitment to DoubleJack based on a rigorous vetting process and a relationship developed with its co-founders over the past several years. This group will actively support Josh and Davis in acquiring, operating, and growing the acquired business through board involvement and their networks of advisory resources.

    This unique structure combines the flexibility, transparency, and integrity of family succession planning with the resources and active support of seasoned executives, entrepreneurs, and investors.

    For more information see the “Team” section of our website.

  • The valuation will be based on a number of financial and non-financial factors. Several important factors include the following:

    • Size

    • Growth

    • Margins

    • Capital intensity: Do you have to heavily invest in new assets every year to keep the business running or growing? The more capital-intensive the business is, the less cash available to re-invest into growing the business.

    • Concentration (customer, partner, supplier, etc.): Does the business have few or many customers, suppliers, or key resources to provide services?

    • Cost of debt: How plentiful is the current environment for debt? How high are interest rates?

    • Many others …

    Generally, the first step in valuing your business once we obtain your historical financial statements is to calculate EBITDA (earnings before interest, taxes, depreciation, and amortization). This number is a proxy for the business’s cash flow. You can get a rough estimate for this number by taking net income and adding back interest, tax, depreciation, and amortization.

    Most buyers will speak about the valuation in terms of a multiple of EBITDA. For example, a company with $1 million in EBITDA valued at a 5x EBITDA multiple indicates a $5 million purchase price.

    Comparable or precedent M&A transactions can provide guidance; however, each business is unique, and there are no standard EBITDA multiples given the range of factors outlined above.

  • That’s ok. We will request specific information and will walk you through the process to make it as smooth and simple as possible. We can put together a financial analysis based on what you can share with us to get to an indicative valuation range.

  • DoubleJack stems from the symbol of a “jack” in playing cards. A jack is a depiction of a young man—one who is less experienced but full of energy, spirit, and grit and who often possesses a variety of skills (as in “jack of all trades”).

    The name DoubleJack, describing the principals as two jacks, invokes this industrious and entrepreneurial spirit in Davis and Josh’s partnership, also being a phonetic combination of their first and last initials (DB & JK).