Leading innovation in large organizations requires new ways of thinking. For serial entrepreneur Danny Nathan, founder of the product design and venture studio Apollo 21, the key lies in empowering intrapreneurs and establishing a renewed culture of collaboration.
With decades of experience launching innovative products and advising startups, Nathan recognized the untapped potential within companies to transform through empowering individuals with transformative ideas. This vision gave rise to Apollo 21, which partners with corporations to implement venture building practices and incubate solutions from within.
Through Apollo 21’s consultative approach and proprietary Mission Control platform, the organization works deeply within client organizations to understand needs, streamline workflows and unlock new efficiencies. Not content to solely drive clients’ innovation agendas, Apollo 21 also incubates its own ventures like Meeting Cost Calculator – helping companies analyze how they optimize limited meeting time.
In an exclusive interview with Entrepreneur Loop, Nathan shared insights from Apollo 21’s journey so far. He stressed the importance of resilience when tackling complex problems, and a collaborative mindset to effectively serve evolving client and market needs. Nathan also discussed lessons from prior ventures and the value of bootstrapping early growth through referral networks versus dependency on investors.
Nathan’s perspectives offer valuable guidance for entrepreneurs seeking to bring innovation to established organizations, as well as leaders looking to empower creativity from within their ranks. With its solutions-driven culture, Apollo 21 is poised to transform how companies embrace challenges through people-first innovation.
- Please provide a brief introduction of yourself and your professional background.
Professionally, I am the consummate square peg. I’ve been called a product person, a UX guy, a designer, a strategist, a marketer, an entrepreneur (and a few other choice names like “The Cleaner”). I have led product build and launch efforts at an international scale, and I’ve helped many startups down the path toward product/market fit.
I’m currently the founder of Apollo 21, a product design and venture studio focused on helping our clients solve business problems (via technology), launch new products, and build new businesses. Today, Apollo 21 can be broken down into two core business units:
Apollo 21: This is our client services studio. We function as a business and technology consultancy and product design studio. Our clients generally come to us to because they have a difficult business problem to solve and believe technology can provide the answer. While this has come to fruition as consumer-facing product launches (mobile apps, commerce platforms, etc.), equally often our focus is on internal goals and workflows. We have helped numerous clients drive operational efficiency through workflow management and automations, coupled with AI, that are tailored specifically to that business.
Apollo 21 Ventures: This is the venture-building arm of Apollo 21. In addition to building new products, services, and workflow platforms for our clients, we also invest in and launch our own ideas. For example, we recently launched Meeting Cost Calculator, an analytics and insights platform designed to give team leaders detailed data on the health of their company’s meeting culture. (Did you know that the time employees spend in meetings has increased by 252% since the start of the pandemic??)
- Please tell us a bit more about your startup – what does it offer, what problem does it solve, and who is your target audience?
Apollo 21 sits at the intersection of a management consultancy, a product design studio, and a venture studio. We partner with corporate partners to establish venture building practices as a path to transformative growth. We work with established businesses to implement technologies that remove barriers to scale, particularly around streamlining operations, automating workflows, and making data actionable via AI. And, through Apollo 21 Ventures, we work with ambitious founders to launch groundbreaking new ventures.
- What inspired you to start your own business? What was the “aha” moment?
My previous role was at an L.A.-based, video-focused technology company called SEER. I was one of the founding team members and led the design of our initial platform offering. About two years into a bootstrapped journey with SEER, we secured outside funding from a family office with a small portfolio of investments. One of the stipulations of this funding was that our team would help their other portfolio companies accelerate their technology efforts. For the next year, in addition to my role at SEER, I led a small SWAT team focused on helping our partner companies design and develop new software that would underpin operations and increase efficiency by an order of magnitude.
At the end of this period, some of the folks at the investor level took note of our efforts and approached me about stepping out to create a new company focused on this type of work. This opportunity led to the creation of Apollo 21 and the introduction of our first major client — an engagement that helped us get our business on the rails.
- What were some of the biggest initial challenges you faced in getting your business off the ground? How did you overcome them?
As a service oriented company, one of the initial (and frankly ongoing) challenges is growth. Finding clients in a busy ecosystem is difficult. I’m working to overcome that challenge by recognizing my shortcomings as a sales person and bringing in the right resources to help us establish a consistent sales pipeline.
- What has been your approach to funding your startup? Did you use your own savings, seek investors, crowdfund?
Apollo 21 is entirely bootstrapped, and our client work funds our venture efforts. While difficult, I’m a huge proponent of bootstrapping your venture for as long as you can. The VC and investor market has gotten incredibly competitive, and most investors want to see substantive traction before they begin contributing. The result is that founders have been forced to travel further and further down the venture process prior to bringing in outside funding. While some businesses may benefit from the “growth at all costs” effort that VC involvement brings, many founders overestimate the need for that funding and underestimate the amount of control and decision-making power they’re giving up in exchange for money.
- How did you go about building your team and attracting talent in the early days?
I leaned on people I’d worked with in the past. Our core leadership team at Apollo 21 is made up of folks who have all worked together in the past. We already knew one another’s idiosyncrasies and working styles — so when we decided to work together again, we had a clear idea of what we were getting into.
We generally source individual contributors on a contract basis. This helps to ensure that we’re hiring the right people for each project and allows us to manage cashflow by limiting resources at times when projects are in transition.
- What have been your key strategies for growth and gaining traction/users?
To date, we’ve relied heavily on word of mouth and referrals. While that process works, it doesn’t generate enough opportunities in the sales pipeline to support the growth we’re pursuing. With that in mind, we’re pivoting in 2024 to more deeply explore how sales work for Apollo 21, especially given the unique place in the market that we sit in.
We’ll let you know how it goes!
- How do you stand out from the competition in your space? What sets your product/service apart?
There are a few key differentiators that help Apollo 21 stand out:
- There aren’t many companies focused on helping corporate partners innovate and build new venture practices as a means to growth. Our team’s unique experience across both entrepreneurial ventures and corporate client work positions us uniquely well to participate in this space.
- Our other efforts are focused on building technology to support our clients’ ability to scale. To serve that goal, we have built a proprietary foundational technology called Mission Control. Not exactly a SaaS offering (we view it as a supported platform as a service), Mission Control is like a box of legos where each piece is a core bit of functionality that serves a goal. For every client, we assess the needs and then dump that box of legos on the floor and pick out the pieces we need. Having this core technology at our disposal enables Apollo 21 to build and release new products (particularly those focused on internal use cases) roughly twice as fast as building from scratch.
- Our last major differentiator is our focus on absolutely relentless collaboration. Our clients find us deeply embedded into their organization as we assess processes, opportunities, and needs in order to define solutions. This level of strategic involvement is unique amongst software-focused companies who often want to take a laundry list of features and simply build them to spec. We’re not fans of rote execution without strategic involvement.
- What have been some mistakes or failures you’ve made along the way as an entrepreneur? How did you recover and learn from them?
Too many eggs in one basket. With our focus on relentless collaboration, it’s easy to get deeply caught up in the needs of the client in front of you without considering where the next client or opportunity will reveal itself. And in a world where clients can disappear at the drop of a hat, not knowing means being caught off guard.
At the beginning of 2023, one of our largest clients rolled off somewhat unexpectedly due to internal strategic disagreements. This left us scrambling to fill the funnel and find new opportunities. Suffice it to say, 2023 was a difficult year.
We survived by turning our focus to one of our latest ventures and dedicating time and resources to building out Meeting Cost Calculator — an analytics dashboard to help managers understand how their team is utilizing meeting time.
- What do you know now that you wish you knew when you were first starting out?
Trust is a currency. Spend it wisely.
I’ve made the mistake of assuming that some people close to me have my best interests at heart. Given my personal need to operate with integrity, I have fallen into the trap of assuming others do as well.
This is a mistake that’s cost me a few times throughout my career and one that I’m still learning how to overcome. It has taught me to be more careful about the assumptions I make in my business relationships. And it has taught me to step back and view business dealings through the eyes of the other person. Whereas in the past I might have taken someone’s words at face value, I now remind myself to think about the situation from their perspective to understand where they stand to gain or lose. In doing so, I can be more objective in considering deal terms, partnerships, etc. and in assessing the other party’s motives.
- What are the most important skills someone needs to be a successful founder, in your opinion?
As I was starting Apollo 21, someone asked me if I was “ready” to be a CEO…to lead a team.
After a moment of consideration, the answer was obvious… No. There was no world in which I was “ready” to be a CEO and lead a company.
I’d led teams before. I’d founded a company before. But I also knew that there was an immeasurable amount that I *didn’t know* about running a company and how to support the team supporting that company.
In that moment I couldn’t imagine anyone ever answering “yes” to that question. Who in their right mind would think that they were ready for the endeavor that is starting a company, becoming responsible for the livelihood of others, aiming to keep clients and customers happy, etc?
But did I answer “no” when asked? No!
My answer was simply, “I’m ready to figure it out.”
Little did I know just how much that would ring true. I’ve learned more in the last couple of years running this company than I probably have in the decade or two prior (a time when I also would have sworn that I was learning a ton). And the amount of constant context switching required of a founder is intense. This isn’t something that’s talked about widely.
I think back on that question often: “Are you ready?”
Hell no. But I’m doin’ it anyway.
So, to quote Sam Altman, “The most underrated quality of a founder is being really determined… So much about being a successful entrepreneur is just not giving up.
- What does a typical day or week look like for you? How do you manage work-life balance?
A combination of meetings and consistently asking myself, “What’s the one thing I can do with this chunk of time, right now, that would most benefit the company, the team, or our clients?”
- What do you find most rewarding and most challenging about being an entrepreneur?
One of the most rewarding aspects of entrepreneurship is living outside the corporate fear cycle. My theory is that 95% of the negative aspects around corporate culture is driven by fear. Fear of the unknown. Fear of losing a job. Fear of bucking the trend. Fear of standing out. As an entrepreneur, I get to set those fears aside and focus on building a company, a team, and a culture that aligns to my own vision for how we should operate.
That, of course, leads to the challenging part. While I get to remove myself from the corporate fear cycle, there are other fears and concerns that I still contend with. Fears around supporting my team, ensuring that they’re enjoying the work we’re doing. Fears related to client needs and whether we can deliver on them. Fears about how we establish ourselves and cultivate new opportunities.
Being an entrepreneur is incredibly difficult. It’s just a different breed of difficult compared to the “standard” career path.
- What advice would you give to aspiring entrepreneurs who want to start their own company?
Start small. Stories of entrepreneurship are generally focused on the wild success of folks who raise millions of dollars and grow their companies in record time, becoming billionaires in the process. What we don’t hear about are the hundreds of thousands of businesses that started with every bit as much gumption but didn’t become rocket ships. Every business out there started somewhere, and small is a perfectly reasonable place to start.
If you want to be an entrepreneur, start a side business. Learn by doing without the pressure of needing to raise money, build a team, etc. Instead, find something you love that you’re knowledgeable about and create a way to monetize that knowledge. Grow over time until you’re ready to pull the ripcord and focus on your endeavor full-time.