Seeking Scale

Craig and Andy talk about admin things – from bookkeeping to payroll and tax compliance. These business operations and functions may be boring to some but necessary for all.  Andy sometimes got stuck because he did not know what or how to perform specific admin tasks. He started with Gusto but switched Mosey to Justworks ... Read more

When things go wrong in their business, how do Craig and Andy respond? For what it’s worth, they need to know what to worry about and how to communicate to offer guidance and protect customers’ time, money, and data. After rolling out objectives and key results (OKRs) at Castos, Craig shares how job functions, responsibilities, ... Read more

Craig and Andy reflect on the holidays and taking vacation time away from their businesses. Did you miss them? What happened? Did work still get done and was progress made?  Craig wonders what is the point of him in his business? He is finally giving himself permission to do what he wants to do in ... Read more

Craig and Andy reflect on their professional and personal achievements in 2021 and prepare for more progress and growth in 2022. Craig talks about amazing 2021 accomplishments at Castos and gives an update on objectives and key results (OKRs) for the first quarter of next year. Things have to get done and/or delegated to measure ... Read more

Craig and Andy talk about prioritization in marketing and evaluating growth strategies. Where do opportunities exist—more website visits, customers, or trials?  Craig plans to focus on getting more customers by increasing the trial-to-paid conversion ratio to be more effective and valuable. Increasing prices is not the best option for upside potential. Also, Craig’s company has ... Read more

Craig and Andy talk about unplugging during vacations and putting objectives and key results (OKRs) on the rocks to manage goals. Their businesses are left in capable hands and they plan to hire even more help. Andy has returned to the office following his honeymoon. He unplugged for the most part and rarely checked Slack ... Read more

Craig and Andy talk about lessons they have learned in sales. Andy has minimal sales experience, while Craig has a ton of experience and continues to learn from others.  Craig shares how 90 days have passed since his new account executives were onboarded. The salespeople learned foundational things since they came in to break things ... Read more

Craig and Andy talk about preparing to take time off as founders of growing businesses. When getting ready for a vacation or holiday, they need to wrap up, hand off, and document responsibilities at work.  Andy knows he needs to get a lot of little things done before Thanksgiving and going on his honeymoon. Some ... Read more

Craig and Andy talk about building real, scalable companies that are not dependent on them as founders. Considering what they do with their time on a day-to-day basis is critical to grow.    Craig discusses how Castos had a really strong last month for sales. Now, he understands why forecasting and pipelines are really important. Craig ... Read more

Craig and Andy talk about executive assistants (EA), virtual assistants (VA), chief of staff (COS), and much more to get things delegated and done, oh my! Andy enjoyed gambling for work and taking a legitimate business expense for SaberSim at DraftKings – not all for not while living the dream. Also, Andy is working with ... Read more