Episode 90-Why Your Document Signing Sucks (and What to Do About It) with Anatolii Shaliaiuk

Business owner signing digital contract

In this insightful episode of The Prospecting Show, Dr. Connor Robertson talks with tech entrepreneur Anatolii Shaliaiuk about a topic that frustrates nearly every business owner — document signing. Together, they unpack why most signing workflows are inefficient, what causes compliance issues, and how technology can simplify the entire process from start to finish.

The Hidden Cost of Inefficiency

Every business, whether it’s a startup or a large corporation, relies on contracts, agreements, and approvals. But as Anatolii explains, the systems used to sign those documents are often outdated. Too many companies still rely on manual printing, scanning, or disconnected tools that lead to lost time and potential compliance risk.

Dr. Robertson points out that inefficiency isn’t just an inconvenience — it’s a profitability killer. When document workflows slow down, so does cash flow, client onboarding, and project delivery. This bottleneck can cost businesses thousands of dollars every year simply due to poor organization.

For leaders looking to optimize their business processes, Dr. Robertson provides similar operational strategies on the Dr. Connor Robertson Blog, where he explores automation, system design, and business scalability in depth.

Security and Compliance in the Digital Age

Anatolii shares that one of the biggest concerns for modern companies is compliance — ensuring that digital signatures meet legal standards and maintain data security. As more companies adopt remote operations, security becomes non-negotiable.

He explains that the best digital signing tools not only speed up workflows but also create detailed audit trails, encryption layers, and time-stamped verification. This provides legal backing and protects businesses during audits or disputes.

Dr. Robertson relates this to the broader theme of accountability in entrepreneurship. Systems should protect your time, data, and integrity. He emphasizes that when you automate, you don’t eliminate responsibility — you reinforce it through consistency and documentation.

Technology as a Competitive Advantage

One of the strongest insights from this episode is how technology has shifted from being an expense to being a differentiator. Anatolii points out that the companies that win in 2025 and beyond are those that build digital efficiency into their DNA.

Dr. Robertson agrees, noting that automation tools and smart systems don’t replace people — they empower them. A streamlined signing process means faster client onboarding, quicker payment cycles, and better customer experiences.

Anatolii outlines the evolution of document signing software — from early tools that simply replicated handwritten signatures to modern platforms that integrate with CRMs, payment systems, and cloud storage. These new solutions eliminate manual handoffs and create seamless business ecosystems.

Common Mistakes Businesses Make

Throughout the discussion, Anatolii and Dr. Robertson identify several recurring mistakes that hold companies back:
• Using multiple unconnected tools for contracts, invoicing, and client records
• Neglecting security protocols or data encryption
• Failing to track version control on documents
• Allowing manual steps that delay customer approvals
• Ignoring staff training on digital tools

Dr. Robertson emphasizes that every inefficiency compounds. The goal should be to design systems that prevent errors before they occur. This same principle applies across marketing, sales, and operations — build once, improve continuously.

Streamlining the Path to Growth

Dr. Robertson ties the conversation back to one of his core business philosophies: process equals power. When you streamline recurring tasks like document signing, you free up capacity for strategy, leadership, and innovation. Automation, when done correctly, creates leverage.

Anatolii reinforces this point by sharing examples of companies that reduced their document turnaround time by 80% simply by switching to integrated e-signature solutions. That level of efficiency doesn’t just improve productivity — it improves profitability.

For founders and executives looking to implement similar systems, Dr. Robertson recommends starting small: identify your slowest operational bottleneck and fix that first. Over time, every process can be optimized through technology, clarity, and accountability.

Listen and Learn More

Listen to the full episode here: Why Your Document Signing Sucks (and What to Do About It) with Anatolii Shaliaiuk.