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PODCAST

Can We Not? Business Is Hard Enough.

Samantha C. Prestidge

Can We Not? Business Is Hard Enough. A Podcasts for Working Founders (previously Strategies, Solutions, and Sanity). Running a business is hard enough. The advice you"ve been given shouldn"t make it harder. Can We Not? is the podcast for founder-led businesses that are done overcomplicating the work. No eight-figure frameworks. No systems that require a full-time project manager to maintain. Just the real, behind-the-scenes decisions that shape how a business actually runs. I"m Sam Prestidge,

business entrepreneurship

All Episodes

50:16

40. Can We Not People-Please Our Way Through a...

Can We Not? Business Is Hard Enough. ·

2026/04/07

Growing community, conference, or business without losing your original vision — and your sanity — can be a picasso painting that easily gets distorted.Host Samantha C. Prestidge chats with Megan Shapiro, construction attorney and founder of the Converge Construction Summit, about strategic community growth, what sustainable business building actually looks like, and how to stop people-pleasing your way into something you didn't mean to create.Megan grew Converge from 13 people in Savannah

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13:13

39. Can We Not Be the Reason Our Assistant Fails?...

Can We Not? Business Is Hard Enough. ·

2026/03/31

You’ve hired an assistant before. It didn’t stick. And if you’re honest, you’re not totally sure why.Host Samantha C. Prestidge of Auxo Business Services breaks down the three areas of clarity founders need to have in place before they bring on an assistant — and why skipping them is almost always what tanks the working relationship.This solo episode gets into why even strong assistants fail when founders aren’t ready, the difference between delegating tasks and delegating outcomes, and the

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38:54

38. Can We Not Keep Marketing to Everyone and...

Can We Not? Business Is Hard Enough. ·

2026/03/24

Hiring operations help for your small business is harder than it should be — and most founders are looking at the wrong things when they do it.Ashley Connell, CEO of Prowess Project, has spent seven years matching small business owners with operations partners. She's learned that the skills on a resume tell you almost nothing about whether someone can actually run your business alongside you.In this episode:Why hiring for tech stack and job titles fails service-based business ownersHow to

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39:48

37. Can We Not Sell Like We're Trying to Win an...

Can We Not? Business Is Hard Enough. ·

2026/03/17

Most sales training teaches you to push harder when a prospect hesitates. Aleasha Bahr teaches you to get curious instead — and the results are hard to argue with.Host Samantha C. Prestidge chats with Aleasha Bahr, author of Black Sheep Sales and founder of a sales coaching practice that helps service business owners build strategies designed around how they actually think and communicate — not a pushy script that never fit them in the first place.They dig into what it looks like to

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55:45

36. Can We Not Duct-Tape Seven Apps Together? |...

Can We Not? Business Is Hard Enough. ·

2026/03/12

You're not running seven apps because you're disorganized. You're running seven apps because each one solved a real problem at the time and nobody ever stopped to ask if the pile still made sense.Host Samantha C. Prestidge chats with Bryant Solomon, co-founder of ControlQore, who did something most founders skip — he went and worked inside his customer's business before building anything. What he found was a back office held together with workarounds, and a team trained on tools that were

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11:44

The #1 Mindset Shift to Stop Being the Bottleneck in...

Can We Not? Business Is Hard Enough. ·

2025/12/01

Feeling overworked, overloaded, or like you’re the only one holding everything together in your business?You might be stuck in the trap that catches so many founders and high performers: confusing self-sufficiency with strength.In this episode of Strategy, Solutions, and Sanity, Samantha shares the one mindset shift that helps founders stop being the bottleneck in their own business. Through personal stories, real-life examples, and practical delegation insights, you’ll learn:why asking for

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7:42

Creative Hiring: How to Find Great Admin or Executive...

Can We Not? Business Is Hard Enough. ·

2025/10/27

Creative hiring for executive assistants and office managers: learn how to define day-to-day tasks, map soft skills, and find great candidates in unexpected places. We cover transferable skills, small-town recruiting, and why PTA leaders, teachers, and restaurant team leads can shine in admin and EA roles. If job boards are failing you, this will help you think outside the resume.What you’ll learnHow clarity in tasks reveals the right soft skillsWhere to look beyond resumes: PTA, education,

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10:08

How to Be a Healthy Skeptic in a World Selling You “More

Can We Not? Business Is Hard Enough. ·

2025/10/20

In this episode, we diverge from the scheduled content plan to address a critical business principle: simplicity. Spurred by early Christmas setups in stores, I discuss the importance of simplicity in both business and personal life. You'll learn three practical strategies to maintain simplicity: 1) Stop being oversubscribed with information, 2) Get to the root cause of problems, and 3) Embrace the boring but profitable tasks. These steps will help you stay aligned with your business goals

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8:42

3 Interview Questions That Reveal the Real Person...

Can We Not? Business Is Hard Enough. ·

2025/10/13

In this episode, we delve into four essential interview questions designed for the final round of our four-stage hiring process, specifically targeting virtual administrative, executive, and operations assistant roles. The goal is to assess soft skills, character traits, and personality beyond technical competencies. I explain the rationale behind each question and the insights they provide into a candidate’s ability to navigate client relationships, self-reflect, take initiative, and

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4:15

Why ‘Just Hire a VA’ Is Terrible Advice

Can We Not? Business Is Hard Enough. ·

2025/10/06

In this episode, we tackle a common piece of advice given to business owners: 'Just hire an assistant.' While it sounds great on the surface, many find that hiring without a clear plan often leads to frustration and wasted resources. Learn why it's essential to understand your business functions and desired involvement before bringing an assistant on board. We share practical insights on how to define your role, identify tasks to delegate, and ensure a seamless integration of a virtual

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6:06

How Delegation Helps You Zoom Out and Think Like a CEO

Can We Not? Business Is Hard Enough. ·

2025/09/30

In this episode of Strategy Solutions, Sam explains the importance of delegation for business owners and consultants. By effectively delegating tasks, you can reduce chaos, improve processes, and free up mental space, allowing you to focus on creative and strategic thinking. Sam also offers resources and personalized strategies to help you begin the delegation process and reclaim your role as a confident, visionary CEO.00:00 Introduction: Seeing the Forest for the Trees00:15 Welcome to

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5:44

How to Know If You Can Trust an Assistant (and Start...

Can We Not? Business Is Hard Enough. ·

2025/09/22

In this episode, we delve into what it takes to trust someone enough to hire them as an assistant. We'll explore past discussions on delegation strategy and the essentials for onboarding an assistant. The focus will be on overcoming trust issues—fear of poor performance or exposing personal work details—and what to look for during the hiring process. Key points include establishing initial trust, solidifying it in the first two months by assessing competence and chemistry, and nurturing it

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6:18

How to Create Clear Roles and Accountability in Your...

Can We Not? Business Is Hard Enough. ·

2025/09/17

In this week's Quick Cast, we discuss how to create better clarity and ownership within your team. We'll tackle common issues like unclear job descriptions and undefined processes. Learn the simple, actionable steps to visualize your team's tasks and responsibilities using a process flowchart and swim lanes. This method helps you map out tasks, assign ownership, and ensure accountability. Perfect for small business owners and team leaders looking to improve efficiency and team

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51:44

From ER Nurse to Conflict Coach: Boundaries,...

Can We Not? Business Is Hard Enough. ·

2025/09/11

In this episode of Strategy Solutions and Sanity Today, we dive deep into the journey and insights of Adriana, an ER nurse turned public speaker and leadership coach. Adriana shares her evolution from a healthcare career to coaching, emphasizing the importance of vulnerability, setting boundaries, and integrating personal passions into professional life. We discuss her unique events like Boundaries and Bubbly, the challenge of networking, and practical advice for maintaining work-life

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9:26

5 Red Flags You’re Losing Motivation in Your Business...

Can We Not? Business Is Hard Enough. ·

2025/09/08

Feeling like every task in your business is heavier than it should be? You might not be burned out in the way people typically imagine — but for high achievers, burnout looks different. It shows up as procrastination, losing motivation, brushing off wins, or even resenting small parts of your business.In this QuickCast, I’m breaking down 5 subtle red flags that signal you’re starting to lose motivation in your business — and how to address them before burnout steals your creativity, vision,

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45:22

Profit First, Cash Flow, & Calculated Risk for Small...

Can We Not? Business Is Hard Enough. ·

2025/09/04

In this episode of Strategy, Solutions, and Sanity, host Samantha welcomes financial expert Megan Schwan. Megan shares her inspiring journey from being a teen mom to becoming a successful business owner. She discusses the importance of fostering a supportive culture, embracing calculated risks, and using the Profit First method to manage business finances effectively. Megan also highlights her personal experiences, including overcoming challenges like divorce and moving across the country,

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6:48

How to Stop Working 80+ Hours a Week as a Business Owner

Can We Not? Business Is Hard Enough. ·

2025/09/02

In this quickcast, we explore the two primary reasons clients seek consulting help: proactive preparation for growth and being overwhelmed by unsustainable workloads. The discussion emphasizes the importance of setting boundaries to avoid burnout and improve business operations. Key points include the necessity of recognizing and changing non-productive behaviors, understanding that hustling harder isn't the solution, and the benefits of maintaining healthy communication and respect with

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56:13

Spotting Buying Signals & Closing with Confidence...

Can We Not? Business Is Hard Enough. ·

2025/08/30

Join us for an insightful episode of 'Strategy Solutions and Sanity' featuring Nikki, The Sales Maven! Nikki shares her fascinating journey from working in a male-dominated tech industry to becoming a renowned sales expert. Discover how she navigated her way using neurolinguistic programming (NLP) to enhance her communication skills and build meaningful client relationships. Learn actionable sales strategies, the importance of asking the right questions, and how to manage sales

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8:03

5 Simple Ways Your VA Can Use AI to Help You Sell...

Can We Not? Business Is Hard Enough. ·

2025/08/26

In this quick episode of Strategy, Solutions, and Sanity, Sam, a business and team strategist, outlines how delegating high-impact tasks to virtual assistants (VAs) who leverage AI can significantly enhance your sales process. The episode covers five strategies: filtering high-quality leads, providing follow-up support, preparing for sales calls, turning sales conversations into marketing content, and improving the client experience. These strategies aim to help business owners and small

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53:47

Precision, Adaptability, and the Art of Leading with...

Can We Not? Business Is Hard Enough. ·

2025/08/20

Catch this episode of Strategy Solutions and Sanity as we dive into the messy and often overlooked aspects of growing a business. Our special guest, Sarah Gonnella from Full Sail Partners, shares her journey and insights into effective leadership, the importance of emotional intelligence, and how embracing technology can simplify business processes. Sarah discusses practical strategies for building a collaborative and fun company culture while maintaining high standards of excellence. Learn

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40 results

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