rochelle roberts

Founder & CEO of Waithe Avenue Inc

Carpe Diem Interview Series

Toronto Business Success Stories

About Me

What inspired you to pursue a career in your industry?

Funny story: I was actually interviewing for a job that didn’t technically exist. An old boss had introduced me to a woman running her own recruitment firm and suggested that we meet because he thought she could benefit from having someone like me in her firm.
Halfway through, she asked why I wasn’t running my own company based on my skill set, and I didn’t have an answer for her. So she told me to take the weekend to think about it and then send her my thoughts for a follow up meeting the following Monday. I spent the weekend sketching out what I would do - and was a little surprised at how quickly the idea flowed - and her feedback was, “This is needed. I needed this a year ago when I was setting up my operations in Toronto and couldn’t find someone like you anywhere. Do it.”  From that day forward, I set out to build Waithe.

How did you overcome the biggest challenge you faced in building your business/advancing your career?

Balancing my work and personal lives was definitely the biggest challenge in year one. I made the classic SMB owner mistake: Working. All. The. Time. I was fortunate enough to receive referrals right out of the gate, but that meant I hit the ground running before the ink had even dried on my business plan. I quickly realized that it wasn’t realistic or productive to work at the pace I was working at.

I took some time to pivot and developed a series of best practices. I also decided that the “work/life balance” thing was a myth and I would leave that thinking behind. You have to have balance in both. My services allow my clients to have balance in their work life, which means work doesn’t bleed into their home lives. I like to say that if a small business owner has 24 hours in a day, I’m their 25th. I also balance out my work life so that I have time to enjoy life with my friends and family. I have more balance now being a one-woman show than I ever did working in a company. 

What is one key factor behind your company’s success?

I take inspiration from various and sometimes unexpected sources for my approach to work. One of my favourite examples to use when coaching clients is to use Prince as an example for process and workflow. He’s my favourite music artist, and one of the reasons his shows were always so well executed was that he rehearsed with his band constantly. They knew the ins and outs of every song on the playlist and even ones that weren’t. This meant that whenever he wanted to change direction midway through a show or even a song, they were ready and could switch it up so seamlessly that the audience didn’t even realize it. If you know how your company flows, you can change and adapt on the fly whenever you need to. 

How do you stay motivated and focused on your goals?

I’ve always found it easy to motivate myself to do something better than I did the last time.  I’m constantly looking for ways to improve. I’m excited by a job well done and I take great satisfaction in seeing a plan come together. I also plan and schedule backwards: start with the end goal and break down the tasks that I’ll need to do in order to reach that goal. Balance is also important. That lesson I learned about overworking in year one? Sure, you can grind 24/7 but you’re not giving your best and you’re not focused. Taking a step back allows you to see things more clearly and from a different perspective.

What advice would you give to young professionals starting out in their careers or entrepreneurial endeavors?

Nothing is written in stone. We are often told to have things like a five year “plan”, and I think we’ve all learned over the last five years how quickly things can change overnight. So you will need to be prepared for - and not be afraid of - changing. Make a five year roadmap instead, and  make sure to include alternate routes. Strategic and financial planning can run year to year and be a part of the bigger organization plan.

Success isn’t about size but strategy. At Waithe Avenue, we help small businesses turn challenges into opportunities with smart tools, streamlined processes, and sustainable growth solutions.
— Rochelle Roberts

How do you handle setbacks or failures in business?

Take a deep breath. Get angry. Get sad. Feel fear. Then, sit down with yourself and/or your team and examine where the setback or failure happened. Use the loss as a lesson and if you determine that it’s worth it, start over with what you learned. 

What do you think makes a great leader?
A great leader is one that realizes they don’t lead, they support.

A great leader picks a diverse team that will not only work together to achieve their goals, but will challenge each other (including the leader) to make the process better.

A great leader takes the lessons learned from a past mistake or loss and helps the team avoid those pitfalls without hindering their growth. 

How do you maintain a work-life balance while leading a company or team?

For myself, it’s about having “white space” on my calendar. I manage multiple clients with different needs and in different time zones. My days are balanced and have enough space between meetings; I never purposely schedule back to back meetings. Sometimes it happens because of last minute changes, but I give enough space in my day to allow for that. I work from home or remotely, but that still means I have “working hours” which means I don’t mix life stuff into my work day. I don’t stop to do laundry between meetings or anything like that because then I find that the days just end up running longer, because there’s no clear “start” or “stop” time. 

When it comes to teams, I avoid giving work to people who aren’t excited about it - and if you have a team with diverse approaches, thoughts, and skill sets, you’ll find that there will be the perfect person for every part of the job. If everyone knows how they play a part, then they will play their part to the fullest. By the time they have to work on the parts that aren’t as exciting, they will be energized and motivated to do so, because they’ll be able to see how every part is essential. 

How has your industry changed since you started, and how have you adapted?

COVID changed so many industries and the way we approach work. I think it really taught us all how to adapt to a new way to work together - myself included. I’m someone who gets excited about change and innovation and I hope that the past five years will guide us to be more innovative overall.

My biggest change was that before lockdowns, I worked on location visiting clients. Now? 95% of my work is remote. I’ve helped clients be mobile and not be tethered to a desktop, and more importantly, to embrace technology to help them work more efficiently. We love a 30 minute meeting over here; everything else can be an email. 

What’s the best piece of career advice you’ve ever received?

Two things I carry with me regularly:

  1. “One person’s nickel is another person’s dime” - the value of what you do is based on the buyer’s perception. Don’t change what you offer.

  2. “It’s good. How can you make it better?” - my high school photography teacher Mr. D’Allessio would encourage me to look at a photo I took from different angles. Maybe I needed to crop it differently or change the exposure in the darkroom (yes, I shot on film!), but could I tweak it to make it better? 

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