Mastering Consultative Sales Conversations in The Remote MSP Sales Era

By
David Frankle
10
min read

MSPs has undergone a dramatic shift in recent years, accelerated by the widespread move to remote work. Gone are the days of relying solely on face-to-face meetings and handshake deals to close new business. In this new era, MSP sales professionals must adapt their approach to building relationships and delivering value through remote consultative sales conversations.

Mastering the art of consultative selling over virtual channels has become a critical skill for MSP sales leaders and their teams. No longer can reps get by on charisma and in-person rapport alone. They must now become adept at leveraging technology to foster meaningful connections, uncover client needs, demonstrate expertise, and craft compelling solutions - all while navigating the unique challenges of selling complex IT services without the benefit of being in the same room.  

But why does excelling at remote consultative sales matter so much for MSPs? For one, IT decision-makers are increasingly embracing virtual interactions as their preferred way of engaging with vendors. According to a 2023 study by Gartner, over 80% of B2B sales interactions between suppliers and buyers will occur in digital channels by 2025. MSPs that fail to upskill their teams in effective virtual selling risk getting left behind as client buying behaviors evolve.

What's more, remote consultative selling skills are proving essential for expanding business with existing MSP clients. With IT environments growing ever-more complex and new technologies constantly emerging, clients need trusted advisors to help them navigate this landscape and optimize their infrastructure. MSPs that can hold thoughtful, insight-driven discussions to uncover unmet client needs and craft targeted solutions will be well-positioned to drive lucrative upsell and cross-sell revenue.

The stakes are high, but the rewards of building strong remote consultative selling muscles are well worth the effort. According to rain group, companies that have mastered virtual selling report 70% higher productivity per rep and 54% more pipeline than their less proficient peers. For MSPs looking to accelerate revenue growth, nailing the remote sales formula is non-negotiable.

To help MSP sales professionals rise to this challenge, this article will take a deep dive into proven strategies and tactics for orchestrating masterful consultative sales conversations in a virtual setting. We'll explore how to adapt a consultative approach for remote selling, leverage technology to build meaningful prospect connections, navigate virtual sales calls with poise, and tap into the power of AI to supercharge the remote sales process. 

Along the way, we'll share real-world examples of these techniques in action based on the experiences of top-performing MSP sales organizations. Readers will come away armed with a practical roadmap for elevating their teams' remote selling game and driving results in this new sales landscape.

As the business world continues to shift toward virtual collaboration, MSPs that commit to upskilling their sales teams in remote consultative selling will be strongly positioned to outpace their competition. Equipped with the right mix of technology, techniques, and a value-driven approach, MSP sales professionals can master the art of selling IT services in our digital-first era.

Adapting to the New Reality of Remote MSP Sales

Successfully transitioning from founder-led sales to a scalable sales team is one of the most critical challenges facing growing MSPs today. The remote work era has only amplified the complexities involved. Adapting to this new reality requires a strategic approach on multiple fronts.

First, MSPs must recognize and overcome the unique challenges of remote selling. Building personal connections and trust with prospects can be more difficult through a screen. Sales conversations may feel less dynamic and interactive. Gauging interest and engagement from subtle body language cues is not always possible. Demonstrating complex IT solutions and managed services via web conferencing takes a different skillset than in-person presentations.

To succeed, MSP sales teams need to double down on consultative selling techniques. They must become adept at uncovering client needs, understanding business objectives, and positioning offerings as strategic solutions - all in a virtual setting. Honing the art of asking probing questions, active listening, and delivering customized value propositions is key.

Founders can empower their teams for remote sales success by investing in the right training, tools and content assets. Developing a comprehensive remote sales playbook, complete with call scripts, email templates, battle cards, and tailored talk tracks can provide a solid foundation. Detailed buyer persona documents, case studies segmented by industry and service type, and competitive intelligence resources are critical for remote sellers.

Leveraging technology is also essential. Investing in a reliable video conferencing platform with screen sharing and virtual whiteboarding features can elevate remote sales presentations. Integrating real-time conversation intelligence software like Nayak can provide valuable coaching moments when they’re most effective – during the live sales situation. Utilizing digital sales rooms and content sharing tools can facilitate seamless collaboration with prospects throughout the buying journey.

Maintaining personal rapport remotely requires a proactive and structured approach. Encourage reps to turn on their cameras for face-to-face interaction. Schedule regular virtual "coffee chats" to build relationships outside of formal sales discussions. Offer personalized support like sharing relevant industry articles or making warm introductions to others in your network. Small gestures can have an outsized impact on trust in a remote world.

It's also crucial to reimagine sales coaching and collaboration for a distributed team. Implement a regular cadence of video-based coaching sessions, deal reviews, and pipeline updates. Utilize call recordings to provide targeted feedback on remote selling skills. Create digital spaces for reps to share wins, exchange best practices, and collaborate on deals. Foster a culture of continuous learning through virtual training sessions and lunch-and-learns.

When hiring, look for reps who can thrive in a remote, consultative selling environment. Prioritize candidates with strong communication skills, emotional intelligence, and a track record of navigating complex sales cycles. Consider implementing a remote selling skills assessment as part of your interview process.

Finally, align your sales metrics and incentives with the realities of remote selling. Recognize that sales cycles may be longer and adjust quotas accordingly. Measure leading indicators like conversation quality, next-step commitments, and pipeline progression. Celebrate and reward wins that demonstrate exceptional remote selling skills, not just closed deals.

The shift to remote selling in the MSP space is not a temporary blip, but an enduring transformation. By proactively adapting your sales strategy, enabling your team with the right resources, and cultivating a culture of remote selling excellence, you can successfully navigate this new landscape and drive sustainable growth.

Mastering the Art of Consultative Selling

To truly excel, MSP sales professionals must shift from a transactional approach focused on pitching products to a consultative selling strategy centered around uncovering and addressing client needs. This transition is essential for building trust, creating value, and positioning yourself as a strategic partner rather than just another IT vendor.

Developing a deep understanding of client needs and pain points is the foundation of consultative selling. Rather than leading with your MSP's service offerings, take the time to ask probing questions and actively listen to the prospect's unique challenges, goals, and business requirements. What are their most pressing IT issues? How are technology limitations impeding their growth or efficiency? What internal processes or initiatives could be streamlined through managed services? The better you understand their situation, the more effectively you can tailor your solution.

Asking the right questions is key. Use open-ended queries to encourage the prospect to share detailed information. Ask follow-up questions to gain further clarity and uncover hidden pain points they may not even be fully aware of yet. Some examples:

- "What are the biggest IT challenges your team is currently facing?"

- "How is your current technology setup affecting productivity and profitability?"

- "What are your top strategic priorities, and how can technology help you achieve them faster?"

- "If you could wave a magic wand and make your IT issues disappear, what would that look like?"

Actively listening to their responses, both what they're saying and what they may be leaving unsaid, allows you to get to the heart of their needs. Don't be afraid of conversational pauses - give them space to think and elaborate.

As you gain this deeper understanding, focus on positioning yourself as a knowledgeable, trusted advisor rather than just a salesperson. Share relevant industry insights, talk about technology trends and best practices, and discuss how other similar companies are using managed services to drive results. Demonstrating your expertise and showing you understand their business establishes credibility.

When it comes time to propose your MSP's services, the consultative approach ensures your solution is laser-focused on their specific needs. Walk through their key pain points and detail exactly how your offering addresses each one. Share case studies of similar clients who have seen concrete results. Paint a vivid before-and-after picture of how their business will improve by working with you. Connect each aspect of your managed services package to a clear, measurable business outcome they care about. 

The final piece of consultative selling is quantifying the value and ROI of your solution. Work with the prospect to understand the true cost of their current IT challenges - lost productivity, missed opportunities, heightened risk, inefficient spending. Then demonstrate how your services will eliminate those costs and open up new possibilities. If possible, provide value calculators or assessment tools to help make the business case.

Throughout the sales process, focus on aligning everything to the client's needs and goals rather than your MSP's priorities or quotas. Operating with this customer-centric mindset builds genuine trust and positions you as an asset to their organization. When you get the chance to propose your solution, they'll view it through the lens of the value you provide rather than the cost.

Mastering consultative selling takes practice, but it's a powerful way to differentiate your MSP in a crowded market, build lasting client relationships, and ultimately drive more revenue. By developing a deep understanding of each prospect's unique needs, acting as a trusted expert, and quantifying your value, you'll consistently create win-win managed services partnerships.

Conducting Effective Virtual Sales Meetings

Conducting effective virtual sales meetings has become an essential skill for MSP sales professionals in the remote era. To make the most of these digital interactions, careful preparation is key. Start by setting a clear agenda that outlines the purpose of the call, the topics to be discussed, and the desired outcomes. Share this agenda with the prospect beforehand to ensure everyone is on the same page. 

Next, focus on creating an engaging and professional virtual presence. Ensure your video backdrop is tidy and free from distractions. Use good lighting and position your camera at eye level for a natural, face-to-face feel. Dress as you would for an in-person meeting to convey professionalism. During the call, maintain "eye contact" by looking directly at the camera and use hand gestures naturally to keep the prospect engaged.

Building rapport through the screen requires extra effort and intentionality. Start with a warm welcome and a bit of light conversation to put the prospect at ease. Use active listening techniques, nodding and providing verbal affirmations to demonstrate your engagement. Leverage screen sharing to make the conversation more interactive, using visuals to highlight key points about your MSP services.

To keep remote meetings productive, have a clear structure in mind. After initial pleasantries, reiterate the agenda and gain agreement before diving in. Use concise questions to uncover the prospect's needs efficiently. If the conversation goes off track, gently steer it back by referencing the next agenda item. Close meetings with a summary of key points, agreed-upon next steps, and a sincere thank you for their time. Follow up promptly with a recap email, including any requested resources or information.

Managing objections and concerns in a remote environment requires a proactive and empathetic approach. Anticipate common objections around MSP services, such as concerns about cost, service quality, or the transition process. Prepare clear, concise responses that address these head-on. When an objection arises, thank the prospect for sharing their concern to show you value their perspective. Ask clarifying questions to fully understand their reservation before responding. Frame your answers in terms of the benefits to their specific business to make your points more impactful.

Throughout virtual meetings, strive to position yourself as a knowledgeable, trustworthy IT partner. Demonstrate your expertise by sharing relevant MSP case studies and ROI analyses. Offer honest, transparent responses to technical questions, even if it means admitting when you need to consult with a colleague for specifics. By focusing on the prospect's best interests and providing tangible value at every interaction, you'll build the kind of genuine relationships that lead to long-term MSP sales success, even in a virtual world.

Leveraging AI-Powered Sales Tools for MSPs

AI-powered sales tools offer MSPs the opportunity to revolutionize their sales processes, enhance team performance, and drive revenue growth in ways never before possible. 

By leveraging AI algorithms and machine learning, these intelligent platforms can analyze vast amounts of data from sales conversations, customer interactions, and deal progressions to uncover valuable insights. This empowers MSP sales leaders with unprecedented visibility into rep performance, customer needs, competitive positioning, and market trends.

AI-driven sales tools can automate repetitive tasks like data entry, lead qualification, and email follow-ups, freeing up valuable selling time for reps. Predictive analytics can identify which prospects are most likely to convert, allowing MSP sales teams to prioritize their efforts for maximum impact. AI-powered coaching platforms can even analyze sales call recordings to provide personalized feedback and training recommendations at scale.

The potential for MSPs is immense. By embracing AI-powered sales technology, IT service providers can overcome many of the unique challenges they face, such as:

- Streamlining complex sales cycles for managed service contracts

- Identifying upsell and cross-sell opportunities within existing client accounts

- Improving sales forecasting accuracy in a recurring revenue business model

- Enabling reps to lead technical sales conversations more effectively

- Optimizing resource allocation across different service offerings, client segments, and geographical markets

Forward-thinking MSPs are already realizing the competitive advantages of AI-powered selling. As the technology continues to advance, it will become an increasingly critical differentiator for IT service providers looking to thrive in the digital era.

How AI Can Enhance Sales Conversations and Performance

Artificial Intelligence (AI) is revolutionizing the way Managed Service Provider (MSP) sales teams operate, particularly in the realm of conversation intelligence. By leveraging natural language processing and machine learning, AI-powered tools can analyze sales calls in real-time, identifying crucial moments such as:

- Competitor mentions

- Critical pain point discoveries

- Pricing objections

- Expressions of purchase intent

This unprecedented visibility into sales conversations empowers MSP sales managers to:

1. Identify effective talk tracks and technical proof points

2. Optimize negotiation techniques

3. Score seller performance on key competencies (e.g., technical acumen, active listening)

4. Deliver targeted coaching and training at scale

5. Monitor pipeline health with greater precision

For sales representatives, AI acts as a virtual assistant, providing real-time access to:

- Battle cards

- Technical documentation

- Service catalogs

- Contextually relevant talk tracks

This ensures reps are always equipped with the right information to overcome objections, articulate unique value propositions, and guide customers toward purchasing decisions.

The impact of AI-powered conversation intelligence on MSP sales performance is significant:

- 30-50% reduction in new hire ramp time

- 10-20% increase in average deal sizes

- 5-10 percentage point improvement in win rates

- 10-15% boost in revenue per rep

In an industry where technical fluency, service knowledge, and sales agility are critical, AI empowers MSP reps to conduct sales conversations with enhanced confidence, precision, and effectiveness.

Nayak, an AI-powered conversation intelligence platform, exemplifies these benefits for MSPs. By providing real-time guidance, intelligent talk tracks, and continuous optimization, Nayak enables sales teams to:

1. Become trusted advisors

2. Close more deals faster

3. Drive predictable revenue growth

Nayak's AI analyzes sales conversations to:

- Surface key insights

- Recommend effective messaging

- Equip reps with essential knowledge

This approach allows MSPs to prioritize hiring for sales talent while relying on Nayak for technical enablement, resulting in:

- Over 50% reduction in ramp time

- 20% increase in win rates

Other Tools

AI-powered pricing and proposal generation: Tools like Zimit and Configure Price Quote (CPQ) automate and optimize the creation of service proposals and contracts. Using AI and machine learning, they can recommend optimal pricing and discount structures, automatically populate service descriptions, and streamline approvals to compress sales cycles.

Sales intelligence and buyer intent tools: Platforms like 6Sense and Zoominfo help MSPs identify which existing clients and target accounts are most likely to purchase new services based on behavioral, technographic, and engagement data. This allows reps to focus outreach on the ripest opportunities and tailor messaging to specific pain points and initiatives.

Robotic process automation (RPA): RPA tools like UiPath and Automation Anywhere can streamline repetitive manual tasks such as data entry, service provisioning, invoice processing, and reporting to unlock more time for selling and client servicing. 

While the specific mix of tools will vary based on each MSP's unique needs, integrating AI into the sales tech stack will be increasingly essential for IT service providers looking to stay competitive, agile, and profitable in the years ahead.

Best Practices for Implementing and Adopting AI Sales Tools

Implementing AI-powered sales tools is not a trivial undertaking for MSPs. To realize the full value of their investments, IT service providers must approach it strategically and holistically. Some key best practices to consider:

Start with clear objectives and use cases: Before evaluating specific tools, get clear on what sales challenges you're looking to solve and how AI could help. Is it reducing rep ramp time? Improving forecast accuracy? Increasing cross-sell/upsell? Identifying at-risk clients? Defining discrete use cases upfront will help guide tool selection and success measurement.

Secure buy-in from senior leadership and frontline reps: AI-powered selling represents a significant shift from traditional approaches. It's critical to get buy-in from the top down and bottom up. Help senior MSP leaders understand the business value and competitive advantage AI can provide. Engage reps early to communicate the benefits to them, address concerns, and gather input on requirements.

Ensure strong CRM data hygiene: AI is only as good as the data it ingests. If an MSP's CRM data is incomplete, inaccurate, or fragmented across systems, AI insights will be suboptimal. Invest time upfront to clean, deduplicate, and structure key CRM data fields like accounts, contacts, opportunities, and activities.

Integrate AI seamlessly into existing sales workflows: To drive adoption, AI tools must be easy for reps to access and use within their daily rhythms. Prioritize tools that integrate natively with core MSP platforms like ITGlue, Datto, Kaseya, ConnectWise, as well as CRM. Leverage automation to surface AI insights and recommendations directly where reps already work.

Focus on change management and training: Rolling out AI requires thoughtful change management. Clearly communicate the value proposition to different MSP personas. Provide tailored, role-based training so reps and managers understand how to interpret and act on AI insights. Expect an adjustment period and be prepared to reinforce new behaviors.

Align incentives to encourage desired behaviors: Consider how rep incentives may need to evolve to encourage adoption of AI-guided selling motions. Rewards no longer just quota attainment but also adoption of new tools, application of AI-driven insights, improvement on AI-measured competencies.

Establish KPIs to measure success: Define upfront how you will gauge the impact of AI investments. Track leading indicators like tool usage, conversation scores, and sales competency metrics as well as lagging indicators like conversion rates, sales cycle times, win rates, and revenue per rep. Monitor regularly to optimize over time.

Treat AI as an augmentation to rep judgement, not a replacement: AI provides reps with superhuman analysis, insight, and recommendation capabilities. But it does not replace the need for reps to apply situational context, emotional intelligence, and consultative problem-solving to each client engagement. Coach reps to view AI as an empowering assistant, not an all-knowing oracle.

Start simple and scale gradually: Trying to boil the AI ocean can overwhelm reps and hamper adoption. Begin by solving for one or two high-impact use cases with a single tool. Build comfort and confidence before expanding the roll-out to more teams, geographies, use cases. Iterate based on feedback and results.

View AI as a journey, not a destination: The field of AI is evolving at breakneck speed. MSPs must adopt a continuous learning and optimization mindset—expect to test, learn, and adapt AI strategies and tools over time as the technology and MSP business needs evolve.

By following these best practices, MSPs can harness the full potential of AI to supercharge sales performance, stay ahead of competitors, and thrive in the era of intelligent, data-driven selling.

Enabling and Empowering Your MSP Sales Team

Equipping your MSP sales team for success in the era of remote selling requires a thoughtful and comprehensive training and enablement program. This starts with ensuring your sales reps have a deep understanding of your full range of IT services, cybersecurity solutions, and cloud offerings. Given the complexity and breadth of a typical MSP's solution portfolio, it's critical to develop standardized onboarding processes that efficiently ramp new hires on your offerings while internalizing your unique value proposition. 

Consider leveraging a learning management system (LMS) to create self-guided, interactive training modules that cover your service catalog, key technologies, common client IT challenges by industry, and competitive differentiation. Complement this with live virtual training sessions led by your senior technical experts and top sales performers to dive deeper into solution architectures, use cases, and effective sales techniques. Recorded demos, battle cards, and call scripts can further reinforce the training.

But enablement shouldn't stop after onboarding. Keep your sales team continuously updated on new offerings, emerging technologies, and evolving client needs through a regular cadence of lunch-and-learns, webinars, and hands-on technology workshops. Curate an easily accessible digital library of sales collateral - presentations, white papers, case studies, ROI calculators, and proposal templates - organized by solution, industry, and sales stage. Streamline your sales tech stack with tools for configure-price-quote (CPQ), contract lifecycle management, sales content management, and customer success to boost seller efficiency.

In addition to training and content, your sales reps need the right tools and resources to effectively engage prospects and clients remotely. Start with a robust CRM system configured for the nuances of selling IT services - tracking opportunities by service line, contract value, and upsell potential. Integrate your CRM with sales engagement platforms to empower reps with email sequences, digital sales collateral, and analytics on prospect interactions. 

Arm your team with modern demo environments that showcase the full scope of your managed services in action. Leverage SaaS cloud estimators and assessment tools to quickly tailor solution recommendations and pricing based on a prospect's IT environment. Automate proposal creation by fusing CRM data with pre-built templates and case studies. Provide your reps with a library of ROI models and TCO calculators to quantify the business value of your offerings versus in-house IT management.

Selling complex IT services often requires deep technical expertise, so make solution architects and subject matter experts readily accessible to your sales team. Consider establishing a sales engineer function to partner with reps on requirements discovery, solution design, and technical objection handling. Create a technical sales slack channel for reps to get quick answers from experts. Schedule regular office hours with your service delivery leaders to keep the sales team apprised of common client challenges and successful user adoption strategies.  

Fostering a Culture of Continuous Learning and Improvement

What led to success yesterday may not work today. That's why it's critical to foster a culture of continuous learning and improvement within your MSP sales organization. Encourage reps to proactively pursue new certifications and accreditations to deepen their technical knowledge. Create incentives for peer learning by having top performers share their winning strategies and successful customer case studies in team meetings.

Make sales excellence a pillar of your MSP's values, and align your sales enablement priorities with the broader goals of the business. Share insights from win-loss analyses to optimize your sales approach. Establish a regular cadence of sales and service delivery retrospectives to identify areas for process improvement and knowledge sharing. Celebrate not just closing deals but also creative solutioning and exceptional client experiences. 

Leverage AI-powered conversation intelligence tools to gain visibility into seller-client interactions and identify coaching opportunities. Mine your CRM data to uncover the sales activities and behaviors that most correlate with success to standardize best practices. Conduct periodic surveys and interviews with your sales reps to understand any obstacles in their way and prioritize enablement efforts to remove friction. Continuously track service adoption and client satisfaction data to refine your solution offerings and sales content.

Implementing an Effective Sales Coaching and Feedback Loop

Even with the best training and tools, developing an MSP sales team requires active coaching and constant feedback. Establish a regular 1:1 cadence between managers and reps to not just inspect pipeline and activities but to provide personalized guidance on sales techniques, technical acumen, and objection handling. Leverage game film review by using recorded sales calls and demos to highlight successes and areas for improvement.

Deploy a data-driven sales coaching approach that combines metrics from your CRM, sales engagement tools, and conversation intelligence software to identify each rep's strengths and skills gaps. Have managers partner with top performers to observe sales calls and demos to provide live coaching and immediate feedback. Establish peer mentoring programs that pair junior reps with accomplished sellers to accelerate onboarding and skills development.

Make coaching a two-way dialogue by soliciting feedback from your sales team on what they need to be successful. Use regular sales team meetings and QBRs to reinforce winning strategies and align the team around shared priorities. Celebrate the small victories and incremental improvements in addition to the big wins. Normalize coaching as an integral part of your team's culture rather than a remedial activity. And remember to extend coaching beyond selling skills to also how to build trusting relationships and be a true partner to clients.

Celebrating Wins and Recognizing Top Performers

Sustaining momentum and morale requires consistently celebrating your sales team's wins and recognizing top performers. Highlight major milestones like landing anchor clients, expanding into new verticals, or exceeding revenue targets. Showcase customer case studies that demonstrate the business impact your services and your sales team's solution-crafting has driven for clients. Make a big deal out of sales trips and President's Club winners with travel, unique experiences, and public acclaim.

Create a sales leaderboard that tracks key metrics like new logos won, revenue generated, and client retention. Institute a "Sales Rep of the Month" program that recognizes not just top sellers but also those that exemplify your MSP's values and deliver exceptional client experiences. Provide accelerators and SPIFs for sales activities that expand your business, like driving cross-sells, launching a new service, or penetrating a new geography.

Get creative with recognition by tailoring rewards to your team's interests - client sports tickets, charitable donations, lunch with the CEO, or professional development. Celebrate the big wins with events that bring together sales, service delivery, and support teams to reinforce the shared mission. Infuse gamification throughout your sales contests and recognition programs to further engage your team. 

Most importantly, ensure your recognition is equitable, consistent, and rooted in the actual behaviors and values that you want your sales team to embody. Reinforce the message that how they sell is as important as what they sell. Empower your managers to deliver in-the-moment appreciation for positive client impact. Make recognition a consistent part of your enablement rhythm to foster a sales culture that attracts and inspires top talent.

Measuring and Optimizing Remote Sales Performance  

Driving sustainable revenue growth in today's complex and competitive MSP landscape requires a rigorous, data-driven approach to measuring and optimizing sales performance. This is especially crucial in a remote selling environment where many traditional in-person cues and interactions are absent. The foundation of effective performance management is identifying and tracking the right key performance indicators (KPIs) that provide an accurate pulse on the health of your sales pipeline and the effectiveness of your team's efforts.

For MSPs, core metrics to monitor include the number of qualified leads generated, initial meetings or demos scheduled, proof of concept or trial signup rates, proposal and negotiation stage conversion rates, average deal size and length of sales cycle, and win rates. It's important to benchmark current performance in each area to identify improvement opportunities. 

However, avoid the common pitfall of becoming too focused on lagging indicators like bookings that provide a retrospective view. Leading indicators that measure sales activities and pipeline progression, such as prospect engagement levels, lead response times, opportunity stage-to-stage conversion rates, and pipeline velocity, often provide more actionable insights. Strike the right balance of metrics to gain a holistic view.

While tracking standard sales KPIs is essential, leading MSPs gain a true competitive advantage by going beyond the basics to measure more nuanced indicators of sales effectiveness. Chief among these is conversation quality - a notoriously difficult factor to quantify.

Advancements in natural language processing and AI are enabling a new frontier in conversational analytics. Tools like Chorus.ai and Gong can transcribe and analyze sales calls to surface insights about topics discussed, talk-to-listen ratios, speaker sentiment, and engagement levels. This allows sales leaders to identify patterns in top performer conversations and replicate winning approaches across the team.

Tracking client engagement score throughout the sales cycle is another powerful way to gauge momentum and predict closed-won likelihood. Factors to consider include: frequency and length of communications, number of stakeholders involved, volume of content consumed, and trial product usage levels. Combining engagement scoring with traditional opportunity stage data provides a more accurate forecast.

However, gathering this data often requires sales reps to be diligent about logging activities and customer interactions in the CRM. Providing them with sales enablement tools that automatically capture customer touchpoints across email, social media, and other channels can greatly streamline this process and improve CRM data quality.

Consistently tracking the right metrics and engagement indicators provides a wealth of data, but the true value lies in leveraging that data to derive actionable insights that can elevate sales performance.

Begin with a granular analysis comparing performance across key segments such as industry verticals, client revenue bands, and product/service lines to pinpoint areas of strength or underperformance. Dive deep to understand the underlying drivers. Perhaps there are crucial features resonating in certain industries or common objections derailing momentum in particular customer bands.

Analyze sales cadence data to identify the optimal sequence and timing of touchpoints by sale stage and buyer persona. Overlay this with win rate data to determine the most effective sales plays to double down on and areas where the process is breaking down.

To ensure remote teams are effective, compare activity levels and results between top and bottom performers. This can reveal coaching opportunities across key dimensions like efficiency in research and pre-call preparation, the ability to navigate influencers and decision-makers, and effectiveness in communicating value propositions. 

Heat mapping account penetration rates and white space across territories can highlight untapped potential or saturated zones needing coverage optimization. The key is to look for patterns and conduct root cause investigation.

While analyzing CRM and conversational data provides critical insights, sometimes the most valuable lessons come directly from the source - your buyers. Instituting a regular cadence of win-loss interviews and post-sale debriefs is a goldmine for understanding the true decision-making process and factors that influence deals.

Probe to understand the specific pain points that triggered their initial interest and how effectively your sales approach addressed them. Identify any roadblocks or concerns that emerged during the evaluation. For wins, pinpoint the deciding factors that tipped the scales in your favor. For losses, solicit candid feedback on where competitors outperformed you.

Consolidate these learnings into actionable battlecards that arm your sales teams with the insights needed to more effectively control the narrative and address persona-specific pain points, objections, and decision criteria. 

Equally important to external feedback is conducting internal sales retrospectives at both the individual and team level. Create a culture of continuous improvement by openly discussing what is working well or needs to be modified across the full sales cycle. Celebrate wins and dissect losses as a team to extract lessons that can boost performance.

Arguably the most important aspect of sales performance management is acting on the wealth of data and insights you collect. Regular process refinement is critical to remain agile and adapt to changing buyer preferences and market dynamics, particularly in the rapidly evolving MSP space.

Based on the improvement opportunities identified, develop a prioritized roadmap of process enhancements, enablement investments, and coaching focus areas. This may include tactics such as:

- Streamlining research and pre-call planning processes 

- Implementing multi-channel cadences with proven content assets

- Conducting structured session plans and call reviews 

- Improving value-selling and storytelling for specific personas

- Aligning pricing and packaging to common buyer scenarios

- Enhancing proposal templates and negotiation talk tracks

- Optimizing the post-sale handoff to customer success

However, be wary of making too many disruptive changes at once which can overwhelm reps and disrupt performance. Prioritize incremental improvements that deliver compounding results over time. Establish a proper change management approach with clear communication and training.

Treat optimization as an ongoing, iterative process. Regularly monitor leading indicators to gauge the effectiveness of new tactics and course correct as needed. Solicit input from managers and reps on what is moving the needle. The most effective sales process is one that continuously evolves based on data, experimentation, and feedback from the front lines.

By diligently measuring the right KPIs, leveraging cutting-edge analytics tools, conducting regular win-loss analysis, and instituting a culture of continuous improvement, MSPs can crack the code to remote selling success. While the transition to a data-driven sales process takes concerted effort, the rewards in terms of improved rep efficiency, higher win rates, and accelerated revenue growth are well worth the investment.

Key Takeaways

Mastering consultative selling in the remote MSP sales era requires a multifaceted approach. The most critical strategies include:

• Shifting your mindset from transactional selling to a consultative, problem-solving approach. Focus on truly understanding the unique needs and challenges of each MSP client.

• Asking probing, insightful questions to uncover pain points and actively listening to the answers. Position yourself as a knowledgeable, trusted advisor.

• Aligning your IT service offerings and managed service bundles to directly address the specific problems facing each prospect. Avoid generic, one-size-fits-all pitches. 

• Leveraging technology intelligently to build rapport and maintain momentum, even when engaging clients virtually. Tools like video conferencing, digital whiteboards, and screen sharing can help create interactive, personal sales experiences.

• Enabling the MSP sales team with the training, coaching, tools, and resources they need to excel in remote consultative selling. Provide ample opportunity for continuous learning and peer-to-peer knowledge sharing.

• Measuring sales performance using metrics that go beyond raw activity and closed deals to also factor in conversation quality, engagement levels, and client feedback. Regularly analyze this data to identify areas for optimization.

When these strategies become ingrained into the fabric of the MSP sales culture, consultative selling will thrive - whether engaging clients in-person or remotely. Sales professionals will consistently lead with curiosity and empathy, crafting tailored solutions that deliver tangible business value.

Sales professionals who cling to outdated, product-centric tactics risk irrelevance.

Emerging technologies like AI-powered sales coaching platforms, conversational intelligence tools, and predictive analytics will increasingly augment the core competencies of top-performing MSP sellers. Those who embrace these innovations and leverage them to enhance their consultative approach will be well-positioned for the future.

However, while technology will play an important role, it will not replace the fundamentally human element at the heart of consultative selling. Empathy, trust-building, and problem-solving will remain vital skills, even as the channels and tools of selling evolve.  The most successful MSPs will be those who see change as an opportunity rather than a threat. By staying attuned to industry trends, continuously refining their sales processes, and investing in the development of their people, these agile organizations will consistently outpace the competition.

Knowledge without action is futile. To truly master consultative selling in the remote era, MSP sales leaders and professionals must commit to putting these strategies into practice.

Start by critically assessing your current sales approach. Are you leading with products or with problems? Are your discovery questions superficial or penetrating? Do your proposals read like tailored action plans or generic service catalogs? Identify areas for improvement and prioritize accordingly.

Next, equip your team with the necessary tools and training. Invest in technology that facilitates meaningful remote sales conversations. Implement a coaching cadence that blends instructor-led training with real-deal call reviews. Create space for sellers to share their successes and failures openly, learning from each other.

Finally, establish a culture of continuous improvement. Regularly solicit feedback from clients on the sales experience. Analyze call recordings and pipeline data to surface insights. Celebrate wins enthusiastically and extract lessons from losses graciously. 

By relentlessly pursuing excellence in consultative selling, MSPs can not only survive but thrive amidst the challenges and opportunities of the remote sales era. So start implementing these tactics today - your clients, your team, and your bottom line will thank you.

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