The UpFlip Podcast

“What's your origin story and how did you get started?”

This is usually the opening question, used to establish the guest's background and the catalyst for their business.

“What is your revenue and how big is the business today?”

Asked early on to establish the scale and success of the guest's company, setting the stage for the rest of the interview.

“What's your monthly marketing spend and where are you putting those dollars?”

This question seeks to uncover the specific marketing strategies and budget allocation behind the guest's growth.

“What's the highest ROI activity a business like yours can do?”

This question aims to identify the single most impactful strategy for listeners to focus on.

“Take us back to the early days. What did the hustle look like?”

Atkinson often asks guests to 'paint a picture' of their humble beginnings, like working from a garage.

“Why did you decide to make that key pivot or walk away from that major deal?”

The host uses this to explore a critical, often counterintuitive, business decision in the guest's journey.

“What does your team look like at your current revenue level?”

This question connects revenue milestones to the operational reality of team size and structure.

“How did you land major deals with big brands like Netflix or Walmart?”

This question unpacks the strategy behind securing high-stakes partnerships.

“If someone has a small budget, like $100 or $1,000, what's the first step to start this business?”

This question is used to get a simple, actionable starting plan for listeners with limited resources.

“What's the secret sauce for a successful ad campaign on a platform like Meta?”

When a guest mentions a specific marketing channel, Atkinson drills down for actionable tactics.

“What do you look for when sourcing products/inventory, and what do you avoid?”

For product-based businesses, this question provides specific, practical advice on inventory selection.

“What do you actually say in a DM or email to get a celebrity or big brand to respond?”

A follow-up question that pushes for the exact language and outreach tactics used for major deals.

“How important is mindset to your entrepreneurial story?”

Often asked near the end of the interview to explore the psychological aspects of success.