AI sales strategy: How to build smarter, scalable teams – pandadoc.com

Welcome to the forefront of conversational AI as we explore the fascinating world of AI chatbots in our dedicated blog series. Discover the latest advancements, applications, and strategies that propel the evolution of chatbot technology. From enhancing customer interactions to streamlining business processes, these articles delve into the innovative ways artificial intelligence is shaping the landscape of automated conversational agents. Whether you’re a business owner, developer, or simply intrigued by the future of interactive technology, join us on this journey to unravel the transformative power and endless possibilities of AI chatbots.
22 min
Author:
Josh Gillespie Director of Enterprise Sales at PandaDoc
Do you feel like selling never gets any easier?
Don’t worry — you’re not alone: 69% of your colleagues feel the exact same way, according to Salesforce’s State of Sales report.
Buyer expectations are constantly changing, forcing sales reps to become trusted advisors. Sales teams must switch from being reactive to proactive and create a personalized, customized experience for today’s buyers.
Luckily, sales reps don’t need to go it alone.
Machine learning and artificial intelligence have entered the chat. Helping teams analyze large data sets, make strategic predictions, streamline communications, provide valuable advice, and automate routine, error-prone tasks.
According to the State of Sales report, salespeople typically spend only 28% of their working hours selling.
So, learn how AI and machine learning tools can help you stop wasting your time on inefficient routines so you can spend more time closing deals.
Manage your sales activities twice as fast
AI in sales is using artificial intelligence to enhance and automate key aspects of the sales process. AI empowers teams with data-driven insights, real-time predictions, and intelligent recommendations that improve efficiency and results.
AI analyzes vast amounts of customer and sales data to identify patterns, forecast outcomes, and suggest next-best actions. Adopting an AI sales strategy enables teams to automate, personalize, and make intelligent decisions at scale.
When AI is integrated into a strategic framework — not just as standalone tools — sales organizations can increase productivity, close rates, and customer satisfaction.
AI enables data analysis and personalization, helping sales teams optimize workflows. The result? Faster deal cycles, higher conversion rates, and more scalable revenue growth.
Below are the core benefits of using AI in sales, each with practical examples to demonstrate how AI creates real strategic value.
AI can analyze large datasets quickly and derive valuable insights into customer preferences, behaviors, and pain points.
Tech companies selling smart home devices can use AI to analyze customer reviews and feedback.
For example, an AI tool (like Brandwatch or Amplitude) identifies a trend: customers in colder regions appreciate the thermostats’ energy-saving features.
This insight helps companies tailor their marketing campaigns to highlight this feature in those specific regions.
As you can see, this deeper understanding enables you to craft strategies that yield higher sales with less effort.
AI algorithms can improve sales forecasting and predict revenue streams with greater accuracy than people.
AI examines additional inputs, such as historical data, current market trends, and external factors like economic indicators.
For example, fashion retailers can accurately predict the demand for winter coats.
By employing AI-powered analysis (like Salesken, Dealcode AI, or Freshsales), they can now immediately review past sales data, current fashion trends, and weather forecasts, which isn’t as feasible with just a manual approach.
AI lets you automate routine tasks, from data entry to scheduling follow-ups.
The automation potential goes far beyond what is typically considered possible.
It also opens a hidden benefit. With AI, sales teams can automate the important tasks they neglected to allocate resources to due to their high labor intensity.
AI-powered CRM systems like Salesforce can automatically log details, adjust inventory, and set strategic follow-ups.
AI-driven tools are much more advanced in lead scoring and ranking than typical sales reps.
These tools can access and use parameters far beyond the usual set you’ve used for manual scoring.
Online B2B platforms employing sales enablement software can score leads not just based on interaction metrics like page views or downloads.
AI can also analyze patterns in content engagement, time spent on specific product pages, and cross-referencing data — company growth indicators and recent industry news mentions.
You can use specialized tools like Akkio Augmented Lead Scoring, or even more universal LLM chatbot-based tools like ChatGPT or Claude.ai.
How to build a sales enablement strategy that keeps up with today’s buyers
Chatbots and virtual assistants powered by AI are excellent in initial customer interactions, quite efficiently, and with record-breaking average response time.
For example, say you’re visiting a travel agency website and have a question about beach vacations. Chatbots provide instant package details, check availability, and book consultations with travel agents—all that the first-line support team had done in the past.
You can use specialized or customized AI-powered chatbots like Chatbot or Wonderchat, as well as a more general GPT-5.1 with API and predefined inputs.
AI can analyze market trends, competitor pricing, and demand fluctuations to suggest dynamic pricing strategies.
Dynamic real-time pricing is very demanding and labor-intensive. Plus, you run the risk of setting the wrong price accidentally.
E-commerce platforms selling thousands of items can’t be supported by human-powered dynamic pricing.
Specialized AI-powered tools like Dynamic Pricing AI or Imprice can monitor dozens of competitors and hundreds of thousands of parameters and react immediately.
Teams can use AI tools to review sales calls to identify areas of improvement and best practices.
It’s nearly impossible to manually review large batches of calls continuously.
But Colibri Sales Copilot and other similar AI software surely can.
Analyzing dozens of calls that an IT sales department makes daily, artificial intelligence identifies intricate trends — like newer reps that often struggle to explain particular features.
Sales managers then organize training sessions focused on these features, improving the teams’ pitches.
Read more: How to use document intelligence for real-time sales coaching
Manually crafting highly personalized messages for each customer segment is a huge challenge that requires tons of manual effort.
But with the power of AI, it’s much easier to do this at scale.
For example, Panda AI can instantly generate a personalized copy for each field of your sales proposal. All you need is to check and insert it.
The context for this copy can be borrowed from the block where the AI is added, your prompt, and the selected template.
For the cases that include crafting personalized messages, you can use ChatGPT or any other AI-powered conversational chatbots.
To understand the transformative power of AI in sales, let’s cover how to develop an AI-powered sales strategy step-by-step.
We expanded each step with samples based on illustrative examples.
This step helps you gain a clear understanding of areas that are unnecessarily draining time and resources.
For example, many sales teams spend several hours each day manually qualifying leads, which takes time away from engaging with high-value prospects.
Conducting an unbiased audit helps you understand what tasks are slowing down the sales process.
The goal is to document repetitive and time-consuming tasks that could be optimized or automated with AI.
An AI-driven tool can:
Example: A technology company organized a series of focus group sessions. Each session included 8-10 sales reps from various regions and product lines. The sessions were facilitated by an external consultant to ensure unbiased feedback. They also used Wonderway.io AI-powered sales coaching software to optimize the sales process.
During these sessions, sales reps are asked about:
Sales reps expressed that:
Potential revenue loss:
Define specific, measurable outcomes you aim to achieve with AI.
Setting clear, measurable goals is crucial to drive focused AI adoption tied to business value.
The goals should be based on the pain points and opportunities identified in the sales process audit.
They must also align with overarching business objectives so that AI-driven improvements lead to tangible outcomes, such as increased revenue, lower costs, or improved customer retention.
For example, goals could be to reduce lead qualification time by 20%, increase sales team productivity by 15%, or boost customer lifetime value by 10% within a defined timeframe.
Having quantifiable metrics is key — rather than just aiming to “improve sales,” set targets like “reduce sales cycle by 5 days.”
An online retailer has noticed a plateau in sales despite increasing website traffic. They believed that enhancing the accuracy of their product recommendations could lead to higher conversion rates and, consequently, increased sales.
After analyzing its current product recommendation system, the company found that:
The company’s broader business goal for the year was to increase online sales by 15%. Improving product recommendation accuracy is a key strategy to achieve this, as more accurate recommendations can lead to higher purchase rates.
Based on the initial assessment and alignment with the broader objective, the retailer set a specific goal: To improve product recommendation accuracy from 60% to 80% in the next quarter.
To understand the potential impact of this goal, they did some calculations:
Conducting a comprehensive audit of your current technology tools and platforms is crucial.
This is how you can clearly determine whether the current infrastructure supports integration or requires an upgrade.
For example, if you want AI for predictive lead scoring, assess if the existing CRM can provide this or needs an upgrade.
Assessing infrastructure helps budget for upgrades like newer CRMs, cloud data storage, and real-time analytics APIs.

If in-house expertise is lacking, engage external consultants to audit systems.

A real estate firm has been keen on using AI to optimize customer interactions and improve lead conversion rates. Before diving into AI adoption, they decided to assess their existing tech stack.
The IT department created a comprehensive list of all software, platforms, and tools currently in use. This includes their CRM, website backend, customer communication tools, and data storage solutions.
The sales and marketing teams listed the functionalities they expected from AI integration, such as predictive lead scoring, automated customer communication, and data analytics.

Comparing the current tech stack with the desired AI functionalities, the IT team identified that:

To validate their findings and get a broader perspective, the company hired an external IT consultancy firm that:

Given the insights from the assessment and external consultation, the company’s management:
What type of companies use a CRM? Strategies and use cases
Conducting a detailed cost-benefit analysis is crucial in building the business case for AI investment and setting realistic expectations on ROI.

ROI = (net benefits / total costs) x 100

Finally, decide between AI tools and set implementation budgets or timelines.
For example, AI could cut lead qualification costs by 20% through automation. It may take 12—18 months to break even, but project long-term gains.
A large restaurant chain was considering implementing an AI-driven inventory management system to optimize its supply chain and reduce food wastage. Below is a breakdown of how they calculated the ROI.
Annual food wastage costs: $500,000 (This includes spoiled ingredients, unsold dishes, and other food-related waste.)
Current inventory management system annual costs: $50,000
Total: $550,000
AI system setup and integration: $100,000 (one-time cost)
Annual AI system subscription: $70,000
Training for staff on the new system: $30,000 (one-time cost)
Total first-year costs with AI: $200,000
Total annual costs with AI (from second year): $70,000
By analyzing historical data and industry benchmarks, the company estimated that an AI-driven inventory management system could reduce food wastage costs by 15%.
Projected annual savings: 15% of $500,000 = $75,000
ROI calculation for the first year:
Total benefits (savings): $75,000
Total costs: $200,000
Net benefits (savings – costs): -$125,000
ROI = (-$125,000 / $200,000) x 100 = -62.5%
ROI calculation from the second year onwards:
Total benefits (savings): $75,000
Total costs: $70,000
Net benefits: $5,000
ROI = (net benefits / total Costs) x 100
ROI = ($5,000 / $70,000) x 100 = 7.14%
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Now, it’s time to research the AI tools market for efficient solutions covering your needs.
This in-depth research helps create a shortlist of solutions likely to provide the best ROI.
A call center focusing on providing top-notch customer service recognized the potential of AI-driven voice analytics to enhance its operations. They set out to find the best tool for their needs.
A management team collaborated with floor supervisors to list specific requirements:
The team conducted an online search to identify leading AI-driven voice analytics tools. They created an initial list of 10 potential solutions.
Over the next month, the team attended webinars hosted by these solution providers. They also request personalized demos to see each tool in action, focusing on their specific use cases.
The team also visited industry forums, read online reviews, and even reached out to other call centers using these tools.
They gather feedback on:
For each tool, the team evaluated the cost of implementation and subscription against the potential benefits, such as reduced call handling time, improved customer satisfaction scores, and enhanced agent training.
Based on their extensive research, the company shortlisted three AI-driven voice analytics tools that best align with their needs and budget and received positive feedback from current users.
Before full-scale deployment, run controlled pilots using shortlisted AI tools with a small subset of users.
With preliminary real-world testing, you can validate the capabilities and ease of use.
A finance company was eager to enhance its customer service and lead generation using an AI-driven chatbot.
Before fully integrating this technology, they conducted a pilot test.
Based on their previous research, the company selected a chatbot that promises real-time customer query handling, lead capture, and integration with their CRM.
The company decided to run the pilot for a month. They deployed the chatbot on two of their most visited web pages: “Home Loan Services” and “Credit Card Queries.”
A subset of the sales team, consisting of 10 representatives, was trained on the chatbot’s backend. They learned how to monitor conversations, intervene when necessary, and extract lead information.
During the test, the chatbot interacted with visitors, answering queries and capturing lead information. The sales reps monitored these interactions, occasionally stepping in for complex queries.
Two feedback forms were created:
An analytics team assessed the chatbot’s performance by analyzing:
The project team met with the sales reps to discuss their experiences. They looked at challenges, potential improvements, and the overall impact on their sales process.
Armed with quantitative data and qualitative feedback, management reviewed the pilot’s outcomes.
They assessed whether the chatbot met their expectations, its ROI potential, and any necessary modifications before a full-scale rollout.
Develop comprehensive training modules for each AI tool you plan to adopt.
Include both tool-specific and general modules.
Training should enable employees to master AI for tasks like data analysis, decision-making, and customer service.
Hands-on practical sessions are ideal over just presentations. If in-house expertise is lacking, engage external AI trainers or tool vendors.
Training helps employees gain confidence in using AI-powered systems through practice in a safe environment.
It also highlights how AI helps them be more productive and develop new skills.
Beyond training, address change management concerns transparently via town halls and 1-on-1 meetings.
Provide reassurance on job security and continuous support during transition. The goal is to equip employees to adopt AI, not just operate tools.
A car dealership decided to test an AI tool to optimize its lead generation process. Recognizing the importance of proper training and change management, they implement a structured approach to ensure smooth adoption.
After selecting the AI tool, they organized an orientation session. The session aims to introduce the sales team to the tool, highlighting its benefits and the rationale behind its adoption.
The company partnered with the AI tool’s vendor to design a training program. The vendor provided insights into the tool’s capabilities, best practices, and common challenges users might face.
Based on the vendor’s input and the dealership’s specific needs, a series of training modules were developed, covering:
The sales team attended hands-on workshops to use the tool in a controlled environment.
These sessions, facilitated by the vendor and in-house experts, allowed the team to practice and ask questions in real-time.
The management team also identified team members who might be resistant to the new tool.
They organized one-on-one sessions to address concerns, emphasizing the tool’s benefits and the dealership’s commitment to supporting its staff during the transition.
Create a dashboard or reporting system to monitor AI’s impact.
This performance tracking process keeps AI outcomes aligned with business needs rather than operating in a silo, allowing tweaking tools for better precision. It also provides ongoing proof of ROI to justify investments.
A leading fashion retailer integrated an AI-driven demand forecasting tool to optimize inventory management and reduce stockouts. Recognizing the importance of tracking the tool’s performance, they devise a structured approach to monitor its impact.
The management team, in collaboration with the inventory and sales departments, listed down critical KPIs to measure the tool’s effectiveness:
The IT department collaborated with the AI tool vendor to develop a real-time dashboard. This dashboard visually represented the KPIs, allowing easy monitoring and quick insights.
To ensure the dashboard reflects accurate data, integrations were set up between the AI tool, the inventory management system, and the sales database.
A recurring monthly review meeting was scheduled.
In these sessions:
Based on the monthly reviews, management identified areas where the AI tool could be fine-tuned for better accuracy. They collaborated with the vendor for necessary updates or modifications.
Every quarter, performance metrics were compared against the initial goals set during the AI tool’s adoption. This helped determine whether the tool was on track to achieve the desired outcomes.
AI technology is evolving rapidly. To realize its full value, you must stay on top of the latest innovations and be ready to adapt to them quickly.
The aim is to build a sales tech stack that leverages cutting-edge AI advancements relevant to your needs. It is key to avoid stagnating with outdated tools when better solutions emerge.
A prominent logistics firm recognized the rapid pace at which AI technology is evolving. To ensure they remain at the forefront of innovation and harness the potential of new AI advancements, they implemented a proactive approach.
The company assigned a team member the specific role of AI research analyst. Their primary responsibility was to keep abreast of the latest AI developments relevant to the logistics industry.
Every month, the analyst attended at least two AI-related webinars. These webinars, often hosted by AI experts, tech companies, or industry associations, provided insights into the latest tools, techniques, and best practices.
Annually, the company sponsored their AI research analyst to attend major AI conferences. Here, they got the opportunity to witness live demonstrations, participate in workshops, and network with AI professionals.
The analyst subscribed to leading AI journals and magazines. These publications offered deep dives into recent AI research, case studies, and emerging trends.
The analyst became an active member of online AI forums and communities. These platforms allowed the analyst to engage in discussions, pose questions, and share the company’s experiences with AI implementation.
At the end of each month, the analyst organized a presentation for the team. They shared:
While AI offers a multitude of benefits in the sales domain, it’s essential to recognize and address the challenges and considerations associated with its implementation:
With AI systems collecting and analyzing vast amounts of customer data, there’s a heightened concern about data privacy.
Adopting AI in sales isn’t just about purchasing a tool. It involves organizational alignment, training, and overcoming technical obstacles.
AI systems, while powerful, can make mistakes. It’s crucial to review their outputs and not rely solely on their recommendations.
AI models thrive on continuous data inputs. They require regular tweaking and updating to remain effective and relevant.
While automation can enhance efficiency, it’s essential to maintain human touchpoints in the sales process.
The integration of AI often raises concerns about job displacement within sales teams.
With AI systems processing vast amounts of data, there’s an increased risk of cyberattacks and data breaches.
Ensuring AI systems operate without bias and with transparency is crucial to maintaining trust and ethical standards.
When considering the adoption of an AI tool for sales, it’s also crucial to have a clear set of criteria to ensure the tool aligns with your business needs and values.
Here’s a table-style guide to help you evaluate potential AI solutions.

Each criterion contains three possible results, where the first one is always the most desired, the second one is acceptable but not preferred, and the third one is unacceptable (though not necessarily for all cases).

Some of the criteria might not affect your context. You may exclude them from your evaluation.
As we look to the horizon, it’s evident that AI will surely redefine roles and introduce new paradigms. Here’s a glimpse into the potential future of AI-driven sales:
With the continuous refinement of AI algorithms, sales processes will become increasingly predictive.
AI will analyze vast datasets to forecast customer needs even before they arise.
This proactive approach will enable businesses to offer solutions tailored to individual customer requirements, often before the customer has even identified a need.
Virtual assistants, powered by AI, will play a more significant role in sales, handling everything from initial inquiries to closing deals.
These AI-driven entities will engage customers in natural language, providing information, answering queries, and negotiating terms.
With AI handling many of the routine and data-driven tasks, the role of sales professionals will evolve.
They will focus more on building deep customer relationships, understanding nuanced needs, and offering strategic solutions.
With AI’s capability to analyze vast amounts of personal data, there will be an increased emphasis on ethical selling.
Companies must ensure they use data responsibly, maintaining transparency with customers about how their data is used.
AI, combined with AR and VR, will offer immersive sales experiences.
Customers can experience products or services in a virtual space, aiding their purchase decisions.
As you can see, the future of AI-driven sales promises a blend of technology and human interaction, where AI tools handle both data-driven decision-making and rote tasks and routines, and humans focus on supervising and correcting the AI efforts, as well as on enriching them with personal touch.
This synergy will drive sales to new heights, offering unparalleled customer experiences and business growth.
AI tools can analyze vast amounts of data and make smart decisions, draw patterns, and make quite accurate predictions.
But the human element, understanding, empathy, and ethical judgment, is irreplaceable
As businesses integrate AI into their sales processes, they must ensure these tools are used responsibly.
Transparency in how customer data is used, ensuring fairness in AI-driven decisions, and avoiding biases are all highly important.
The future of AI-driven sales is bright and filled with opportunities and innovations.
But as we stride forward, let’s do so with a commitment to ethical adoption and a focus on the invaluable human-AI collaboration.
PandaDoc helps sales teams close deals faster with streamlined proposals, quotes, and contracts, powered by automation and built-in AI features.
Try it now by starting a 14-day free trial or requesting a free demo.
AI plays a key role in the sales process by automating tasks, analyzing customer data, and improving-decision making.
Using AI in your sales strategy allows teams to identify qualified leads, personalize outreach, forecast revenue, and optimize pricing.
AI-powered tools can also help to enhance customer engagement through chatbots, analysis, and predictive insights.
AI will not fully replace sales reps, but the use of technology will transform their roles. AI tools automate repetitive tasks like data entry and lead scoring, allowing reps to focus on building relationships and closing deals.
Human skills like empathy, trust-building, and negotiations will always be essential in the sales process. AI is a complement not a replacement.
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Author
Josh Gillespie Director of Enterprise Sales at PandaDoc
Josh is the Director of Enterprise Sales at PandaDoc. When he’s not closing large deals or working on complex SaaS implementations, you’ll find him either on the basketball court or rocking the salsa dance floor with his wife.
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