Career History

I worked as a digital marketing director back home in Nigeria and have had the privilege of working with some of the biggest brands in the country up until 2019.

I've been super successful in growing their digital footprint and driving awesome marketing campaigns. I also had a stint as an online freelancer upping the business game of around 100 businesses from all over the globe. Yup – you guessed right! It was an incredible experience that taught me so much and made me hungry for more. And you know what? I decided it was time to take things to the next level and show the world what I've got.

In 2019, Canada came calling, and I couldn't resist the lure to share my skills and knowledge with businesses in new countries.


Mastering My Craft: Dedication and Hard Work

Countless hours of learning, researching, and developing have allowed me to become a true expert in my craft. “Dots“ It's a name I earned because I know how to connect the "dots" and see the bigger picture.

From lead and sales generation to customer acquisition, customer value maximization, Marketer Coaching, Marketing Automation, Go-To-Market Strategies for B2Bs and D2Cs, Marketing Unit Economics, Online Campaign Management, Digital/Enterprise Strategy, Investor relations, Web Project Management, Conversion Rate Optimization, Marketing Intelligence and Predictive Analysis, and so much more - I've mastered it all. Plus, I've enjoyed working with businesses from five continents and over 20 countries. It's been a wild ride!

You know what else?

I decided to take my education to the next level by pursuing an executive program in B2B Marketing Strategy from Columbia Business School and, later, a Product Marketing Manager Certification (PMMC). It has been a challenging but incredibly rewarding experience that has brought me one step closer to achieving my dream of making a global impact and becoming a leading marketing leader.

Hey there! I'm Oludotun Oyebolu a.k.a Dots.

My journey into the world of computers started during the internet boom of 2005. Ever since then, I've been hooked. Fast-forward five years, and I developed my first 360-degree digital campaign right in my dorm room—awesome, right?

That's when the spark for growth marketing ignited inside me, and I haven't looked back since.

Career Impact

As a marketer on a mission to deliver outstanding results, this is the section where I share how I’ve impacted brands. Buckle up – let’s get to it!

My passion lies in helping businesses of all kinds accelerate their objectives through growth marketing, and I empower fellow marketers to drive effective digital marketing strategies for their own businesses.

Check out some of my achievements over the years:

As a one-person business unit, I sustained Clickspace Digital's efficient growth, surpassing $170,000 in ARR in 2021. I also generated over 1,500 high-quality leads across 10 clients through performance advertising and conversion rate optimization.

I helped numerous eCommerce clients generate over 1,000 eCommerce transactions using Shopping ads on platforms like Google and Amazon.

At ARM, I spearheaded quarterly customer retention campaigns that consistently brought in more than $1 million in investment deposits each time. My efforts were recognized with the prestigious ARM Ambassador Award in 2015, highlighting my outstanding work performance. In 2017, I also received the Service Champion Award during Customer Service Week for delivering excellent service to the client-facing arms of the business.

Through Content Allies, I drove cutting-edge Podcast SEO strategies for startups and enterprise clients. I’ve developed podcast marketing and strategic offerings that significantly drove around $3 million in Annual Recurring Revenue (ARR) for the Content Allies Group.

• Most recently, in 2023, I co-founded Listen Network, a US-based company focused on innovation in the podcasting space. As a co-founder, innovator, and evangelist, I've played a key role in developing proprietary Rich-media Podcast growth Adtech and Strategies for B2B and D2C enterprises. This solution has already achieved significant traction, surpassing $2 million in ad spend. Within Listen Network, I've grown from spearheading Podcast Adtech development, Agency Operations, and Podcast Ads strategy to a position on the Executive Committee and a recognized Podcast Promotion Influencer. I'm also proud to have developed game-changing Podcast follower solutions for Spotify and YouTube Podcasts.

Not to toot my own horn, but here goes – My Portfolio of delivered Projects

As a Marketing Director for Content Allies, a leading B2B Podcast Production Agency, I built revenue-generating podcasts that rose above the maturity curve.

At Listen Network, I am a co-founder and Senior Director of Ads Strategy. In this role, I oversee Rich Media Programmatic Campaigns, leveraging innovative strategies to drive exceptional results.

You can catch me as the co-host of ToolSplit on YouTube! I led the growth strategy for our channel, "Toolsplit Reviews," which has garnered over 4,000 subscribers. Additionally, I'm involved in creating captivating episodes for the channel "Toolsplit Trends."

As the Founder and Consultant at Frihet Technologies, I wear many hats and tackle various projects. One of my exciting pursuits is Dotslovesmarketing (this website), a venture that allows me to delve into my passion for marketing strategy and share my expertise with a wider audience.

I also host a Marketing Leadership podcast, where I connect with seasoned CMOs and marketers who are both established and just starting out in their careers. Through engaging conversations and insights, I position myself as a B2B/B2C strategic marketing expert, sharing valuable knowledge with my audience.

Other Interests

When I'm not diving into the world of marketing and driving results, I embrace the digital nomad lifestyle and remote work with open arms. Efficiency and creativity go hand in hand for me, and I love finding that perfect balance.

As a proud diaspora citizen, I've had the incredible opportunity to lead social marketing campaigns and provide free strategic consulting to small businesses.

But life isn't all about work!

And here's a fun fact about me—I have a unique talent for whistling, humming in perfect harmony, and overtone singing. If you ever want to catch a glimpse of my musical side, you can find me on TikTok and YouTube, sharing some lighthearted whistling and humming moment.

I wear the hats of a loving husband and father to a beautiful daughter. During my leisure time, I enjoy a lot of history and documentaries.

I also make time to give back by volunteering as a Youth Church Leader. It's a fulfilling experience to guide and mentor the younger generation, helping them find their paths to a successful life.