How to Pursue Your Entrepreneurial Dreams Without Risking Your 9-to-5

with Titilayo Tinubu Ali


(Excuse the tech weirdness at the beginning; you can jump to the lesson at 2:38. Timestamps for the whole training are listed below.)



We covered a lot, so here are timestamps for specific sections in the training:

2:38 - Why I was a little nervous, honoring Nipsey Hussle, Happy Founders Day Spelman College

5:00 - Our agenda for the webinar

10:35 - My story and road to entrepreneurship

15:30 - State of the working economy

18:40 - The weird and unnecessary divide between employees and entrepreneurs

23:15 - The kind of education we need right now, and why having expertise isn’t all you need to start a business

26:30 - Common mistakes I see aspiring entrepreneurs make

27:25 - The internal reasons why it’s hard to play bigger

28:17 - A quick exercise to help you clarify your offer

34:20 - How to avoid burnout when you’re just starting

37:00 - Picking a business model that fits your personality and skillset

43:08 - Finding the time to work on your business

46:35 - How to launch anything

52:00 - What comes first and next before you worry about scaling and reaching the masses

53:45 - A stupid simple way to eliminate overwhelm and stop making endless to-do lists

I had been in business before, and I was mentally ready to start another business, but I was struggling with structure and developing a focused strategy for how to begin. 

Through our work together, I've learned not to be a perfectionist and to build, measure, learn and repeat. I now believe that I'm expert enough, I'm organized financially, and I've identified my niche.

Just two months after working with Titilayo, I submitted my first proposal, gained my first paying clients and turned a profit for the first time in my business. I'm officially an entrepreneur again! 

—Deanna Mason, Creator and Founder of Refreshed Moms


Before working with Titilayo, I wasn't sure where to start, how to organize, or what was possible in the consulting field. I lacked knowledge of a succinct system to get me to the place of starting and was unclear about the path to consulting.

Over the course of working with Titilayo, I developed a clear vision for how I will start consulting, where this could possibly lead, and I reaffirmed my value in the space I intend to consult in. My first consulting gig is actually in the works, and I feel like a world of opportunities opened up.

—Jenay Sermon, Ph.D., Education Researcher and Innovator

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Titilayo showed me how to get out of my own way and walk through a simple process where I quickly gained momentum and so much confidence. Within 8 weeks of working together, I submitted a six-figure multi-year proposal for a major client—AND I landed it! Now after a few months I have several new clients and I am using all of the skills, tools, and templates that Titilayo shared with my mastermind group. 

—Danielle E.


“Before working with Titilayo, I was having a hard time figuring out my niche. Over the course of working together, I have narrowed my niche; determined the cost value of my services; and learned about designing a marketing strategy. My perspective has definitely shifted from hesitant entrepreneur to confident consultant, and I have several new prospects.

I did not have a roadmap and now I do. Titilayo has been exactly what you need a coach to be...knowledgeable, encouraging, energetic, resourceful and flexible. I am so appreciative and better off for having taken part in the process. 

—M.J. Lane, Trust Administrator & Attorney