Crafting Your Path to Success: Strategic Sales Planning for Small Businesses

Crafting Your Path to Success: Strategic Sales Planning for Small Businesses

The foundation of success in B2B sales lies in the ability to close deals and the strategic planning and objective setting that precedes any sales activity. This article offers a roadmap for salespeople, sales managers, and CEOs of small companies keen on refining their sales strategies and bolstering their management capabilities.

Connecting your sales objectives with your company’s long-term goals is central to developing an effective sales strategy. Sales leaders should cast a vision for where they want their company to be in five years and reverse-engineering the steps necessary to get there. This approach transcends the conventional wisdom of aiming for a marginal improvement over last year’s performance. Instead, it challenges sales teams to envision a trajectory that aligns with the company’s broader objectives, ensuring that each year’s goals are not mere increments but significant strides toward long-term success.

The critical takeaway here is the importance of setting objectives that are ambitious yet grounded in the realities of your business landscape. Leadership should balance aspirational goals and achievable targets, ensuring that the sales team is motivated but not overwhelmed by the challenges ahead. This process involves a deep dive into your company’s performance, understanding the stable segments of your business, identifying areas ripe for growth, and recognizing potential challenges that may impede progress.

This strategic planning adds complexity for small businesses and startups, where the distinction between sales leadership and the sales force can sometimes blur. Sales objectives must be crafted not only to drive growth but also to ensure sustainability. This involves careful consideration of your sales team’s capacity, the operational support necessary to sustain growth, and the potential financial implications of aggressive sales targets.

Moreover, the process of setting sales objectives is not a solitary endeavor but a collaborative exercise that benefits from diverse perspectives. Whether you’re a seasoned sales leader or a CEO navigating the sales landscape for the first time, exchanging ideas and experiences can illuminate pathways to success that may not be immediately apparent. It’s a dialogue that stretches beyond the confines of your organization, tapping into a broader community of sales professionals who share the common goal of driving their companies forward.

The journey towards setting and achieving meaningful sales objectives is both an art and a science. It requires a clear vision, a deep understanding of your business, and the flexibility to adapt to changing circumstances. By adopting a strategic approach to sales planning, you position your company not just to meet its sales targets but to exceed them, ensuring a trajectory of growth and success that is both ambitious and attainable.

Immediate action items that you can do today to improve your business

To transform these insights offered into actionable steps, here are three immediate action items that readers can undertake today to start realigning their sales strategies for enhanced growth and success:

1. Conduct a Vision-Setting Exercise

Start by dedicating time for a vision-setting exercise with your key sales leaders and stakeholders. The goal is to outline where you envision the company in the next five years. This should not be a cursory glance at the future but a detailed session where you map out the long-term goals of your company and how the sales team can contribute significantly to achieving these objectives. Consider the broader impact of your sales goals on the company’s trajectory. After this session, distill the insights into a concise vision statement that aligns with your company’s long-term objectives.

  • Actionable Advice: Schedule a half-day workshop dedicated to this vision-setting exercise within the next week. Prepare by gathering data on your company’s past performance, current market trends, and any forecasts that can inform your discussion.

2. Evaluate Your Current Sales Strategy

Critically examine your current sales strategy. This involves analyzing your sales performance, understanding your business’s stable and high-growth segments, and identifying any potential roadblocks hindering progress toward your newly set objectives. It’s an opportunity to reassess and adjust your approach based on a realistic appraisal of what has been working and what hasn’t.

  • Actionable Advice: Create a checklist for evaluation that covers key areas of your sales strategy. This should include sales processes, team capabilities, market positioning, and aligning sales targets with your overall business goals. Begin this evaluation immediately, aiming to have preliminary findings within two weeks.

3. Foster a Culture of Collaboration and Continuous Learning

The sales objectives should be a collaborative effort involving input from across your organization. Foster a culture where sales teams feel empowered to share insights and feedback. Encourage your team to continuously learn and adapt, recognizing that the sales landscape is ever-changing. Building this culture of collaboration and flexibility will ensure that your sales strategy remains dynamic and responsive to your business’s and the market’s needs.

  • Actionable Advice: Organize a monthly sales meeting to share insights, challenges, and learning experiences from within and outside your team. This should be a platform for open dialogue, encouraging innovation and adaptability in your sales strategies. Start planning the first of these meetings today, setting a date within the next month.

By implementing these immediate action items, sales leaders and business owners can begin the process of refining their sales strategies to be more aligned with their long-term business objectives. These steps are designed not only to catalyze strategic thinking and planning but also to ensure that the execution of these plans is practical, collaborative, and continuously evolving in response to both internal and external business dynamics.

The McDonald’s Lesson: Why a Diverse Sales Team Matters for Small Businesses

The McDonald’s Lesson: Why a Diverse Sales Team Matters for Small Businesses

In the annals of American business history, few stories are as captivating as the rise of McDonald’s, immortalized in the 2016 biographical drama film “The Founder.” The story of Ray Kroc, a struggling milkshake machine salesman who transformed a local drive-in into a global fast-food empire, is a classic tale of ambition, innovation, and, controversially, ruthless business acumen.

However, behind the gripping narrative lies a valuable lesson for small businesses today. The McDonald brothers, Richard and Maurice, were entrepreneurs who envisioned a revolutionary fast-food system. Their only significant flaw? They relied heavily on a single salesperson – Ray Kroc – to sell their franchise concept. This dependency proved to be their Achilles’ heel and resulted in them losing control over their brand.

The McDonald brothers had an excellent product and a promising business model. But the near-total reliance on Kroc as their sole franchise salesperson left them vulnerable. When Kroc’s ambition overstepped the boundaries they were comfortable with, they had no alternative but to endure the adverse outcomes, including the eventual loss of their company.

Small businesses must take this lesson to heart in today’s rapidly evolving business landscape. A diverse sales team is no longer a luxury; it’s a necessity. Here’s why:

Control the Message: The Power of Diversity Over Singularity

In the evolving business landscape, the brand message is one of the most pivotal components for success. It is the heartbeat of your organization, resonating with the values, goals, and ethos your company embodies. Yet, when this message is funneled through a singular voice, it often becomes vulnerable to unintentional distortions and personal biases. Imagine an intricate musical piece being played only on one instrument – while it may still carry the tune, it misses the richness and depth that a full orchestra brings.

With a sole salesperson at the helm, there’s a heightened risk of this narrative skew. Their personal experiences, perspectives, or unique communication styles can inadvertently overshadow or drift from the brand’s foundational message. This is not to question the competence or intentions of the salesperson but to understand human nature. We all carry our filters and interpret things based on our lenses. In contrast, a diverse sales team acts as a safeguard. When guided by a unified strategy, multiple voices can reinforce the brand’s core message, iron out anomalies, and present a more rounded, authentic narrative to potential clients.

Moreover, by diversifying the conveyors of your brand message, you’re preserving its integrity and broadening its reach. Different salespeople can resonate differently with a varied clientele, ensuring your brand message is consistent and universally relatable. It’s about striking a balance between consistency and versatility, and in the intricate dance of sales, this balance can make all the difference.

Reduced Dependency: Spreading the Net Wide for Steady Growth

The tale of the McDonald brothers provides a cautionary narrative about the perils of leaning heavily on a singular entity for business advancement. While it seems convenient and efficient in the short term to place the onus of sales on one high-performing individual, this structure is fraught with risks. Over-reliance on a single salesperson can be likened to building a house on a singular pillar – while it might hold for a while, a single crack can bring the entire edifice crashing down.

A broad and diversified sales team acts as a buffer against such risks. Each member brings their strengths to the table, ensuring that the entire operation doesn’t come to a standstill if one cog in the machinery malfunctions. Whether it’s due to changing personal interests, unforeseen circumstances, or the natural evolution of a career, key players might exit the stage at some point. In such scenarios, a well-rounded sales team ensures that the business doesn’t just survive but thrives, adjusting and recalibrating with minimal disruptions.

Furthermore, reduced dependency on a single individual promotes collective growth and shared responsibility. It fosters an environment where team members motivate one another, learn from each other’s successes and setbacks, and drive the business forward as a united front. The lesson is clear: while individual brilliance is always welcome, the future of sustainable growth lies in collective strength and diversity.

Expanded Reach: The Power of Diversity in Scaling New Heights

A homogenous approach can stymie growth in a small company with a single salesperson. Imagine walking into a room where everyone thinks the same, has had the same experiences, and shares the same network. While there might be a comforting familiarity, the scope for fresh insights is limited. Enter a diverse sales team, a veritable melting pot of backgrounds, experiences, and worldviews. The breadth of knowledge and understanding they bring to the table allows businesses to see beyond the obvious and tap into uncharted territories.

Each member of a diverse sales team carries a unique professional, personal history, and distinct network. These networks, spanning various sectors, regions, and demographics, are like numerous doors waiting to be opened. A multicultural salesperson might provide insights into the buying behaviors of a particular community, while someone from a different industry background might spot parallels and opportunities overlooked by others. The cumulative effect is a richer, more nuanced understanding of a broad spectrum of potential clients, leading to more inclusive marketing strategies and products that cater to a broader audience.

Embracing such diversity isn’t just about ticking a box; it’s a strategic move. In a world where businesses vie for every inch of customer attention, a diverse sales team can be the very edge that sets a company apart, enabling it to resonate with a broader audience and ensuring that its message isn’t just heard but truly understood and embraced.

Increased Innovation: The Spark of Diverse Minds

Like any other sector, the world of sales thrives on fresh perspectives and new ideas. When sales teams resemble an echo chamber, echoing the same strategies and views, stagnation is inevitable. However, a diverse group of salespeople, each hailing from varied experiences and backgrounds, becomes a cauldron of creativity. Every pitch, every strategy, and every solution they discuss is a culmination of their unique journeys, a blend of traditional wisdom and avant-garde ideas.

Consider a brainstorming session where a salesperson with a background in tech suggests leveraging a new tool. At the same time, another with experience in the arts offers a storytelling approach. Fusing these distinct perspectives can lead to a groundbreaking strategy that neither could have conceived alone. Such diversity acts as the lifeblood of innovation, pushing boundaries and constantly redefining what’s possible. It instigates challenges to the “that’s how we’ve always done it” mindset, compelling teams to iterate, refine, and reinvent.

Moreover, in a landscape where competition is rife, the companies that stand out are unafraid to think differently, to tread unexplored paths. A diverse sales team becomes an organization’s compass in such scenarios, pointing toward opportunities for innovation, ensuring that the business meets its sales targets and pioneers change, and setting benchmarks for others to follow.

The story of the McDonald brothers and Ray Kroc dramatized in “The Founder,” offers an invaluable business lesson. While having an innovative product and a robust business model is essential, having a diverse sales team that can control your brand message, reduce dependency, expand your market reach, and fuel innovation is equally crucial.

Small businesses today must avoid the McDonald brothers’ error of over-reliance on a single salesperson. By investing in a diverse and well-rounded sales team, companies can ensure sustainable growth and maintain control over their brand’s destiny.

In the early stages of a business, budgetary constraints can make it challenging to expand an in-house sales team, even when the glaring perils of relying on a lone salesperson become evident. But, in our interconnected age, physical presence and full-time employment are just some of the means to tap into top-tier talent. Outsourcing has emerged as a powerful strategy to bolster a salesforce without unduly straining the finances.

Outsourced salespeople or fractional sales professionals offer a compelling solution. These are seasoned veterans, adept at navigating the intricacies of the sales realm, who can be brought on board for specific campaigns or durations. Their expertise ensures businesses benefit from their wealth of experience without committing to long-term overheads. Similarly, companies specializing in business-development representation can be goldmines for startups and SMEs. They can rapidly amplify a company’s outreach, bringing in leads and opening doors that an individual salesperson might need help to knock on. Leveraging such services, businesses can enjoy the advantages of a diversified team while maintaining a lean operational structure.

With Fractional Vice President’s of Sales, such as Sean O’Shaughnessey of New Sales Expert, it is possible to manage a diverse group of sellers that are not direct company employees. While a less experienced sales manager or the company owner may balk at this type of challenge, it perfectly aligns with Sean’s skills and expertise. Don’t let the lack of sales management expertise prevent the expansion of your company’s sales dreams.

The modern sales landscape offers various flexible solutions for companies eager to grow beyond a singular sales voice. Whether through fractional sales leadership, fractional sales roles, outsourced professionals, and dedicated BDR firms, businesses can craft a multi-dimensional sales strategy that combines the nimbleness of a small team with the expansive reach of a more significant force.

Crafting Tomorrow’s Sales Strategy with Lessons from the Past

The McDonald’s narrative, as described in the movie, “The Founder,” is a poignant reminder of the intricate dynamics between innovation, ambition, and brand representation. While the ambition to grow is innate in every business, the path to achieving this growth can significantly shape its future. As we stand on the precipice of a rapidly changing global market, with opportunities and challenges alike, businesses must pivot towards a more inclusive and diversified sales strategy. Embracing diversity, harnessing the power of collective networks, and leveraging innovative outsourcing solutions are not mere options—they’re necessities. Small businesses, in particular, have an exciting chance to rewrite their sales script, infusing it with the vigor of varied voices and expertise. The journey from a local idea to a global empire is fraught with decisions; ensuring that these decisions are made through a diverse prism can be the defining factor between mere survival and unparalleled success. Let the lessons from the past illuminate the road ahead, reminding us that in diversity lies immense strength and phenomenal potential.

Fractional Sales Leadership Increases the Value of My Client by 167%

Fractional Sales Leadership Increases the Value of My Client by 167%

A common question that I receive is about the value of adding fractional sales leadership to their company. I typically answer their concern with a story about one of my clients who had a fantastic experience and increased the company’s value by 167% in about 12 months.

The true benefit of the efforts of fractional sales leadership is that revenue and pipeline will increase your company’s value.

Several years ago, I was hired by a fantastic software startup company in the artificial intelligence industry. Their technology had roots in original research by one of the founders at MIT. I was connected to one of the founders, and he approached me to be his Fractional Vice President of Sales as they felt that their technology had progressed to the point that they needed to find early adopter customers.

It was a young company with a small client base and very little revenue, but it clearly understood its offering and the value it could deliver to new clients. I started the engagement with my standard discovery process to identify what value they were providing to their clients or prospective clients. We developed a target persona, and I helped them identify potential clients that fit their use cases.

As I worked with them, I learned more about their backstory. A significant chip manufacturer had wanted to buy the company just a few months earlier. The founders were eager to sell, but the parties couldn’t agree on a price and parted ways. The large chip manufacturer valued the company at about 75% of the valuation that the founders wanted. This offer reminded me of the popular TV show Shark Tank, where entrepreneurs try to arrange investments from 5 individual investors. They rarely agree at the beginning of the segment on the startup’s value; sometimes, they compromise, and sometimes they do not. In this case, the giant chip manufacturer didn’t see the value, just like the Sharks didn’t see the value of Ring.

The owners of my client did what any sound company executives would do. They pushed harder on their business to build its value. They realized that nothing drives the company’s value like revenue and pipeline, so they brought me in to help them.

Fast forward ten months after hiring me, and our pipeline, messaging, sales team, partnerships, and methodologies have improved dramatically. At this point, another chip manufacturer enters the picture and wants to acquire the company and its technology. But now everything in the company is more proven, and the risk is less for the acquiring company. The owners and the new acquiring company agreed quickly on the company’s value. The company was now worth 200% of what the founders initially thought just the previous year. The deal closed quickly and efficiently, with most employees finding great jobs at the new owner while some continued with new and exciting adventures.

New customers, pipeline growth, and team growth caused a dramatic increase in the company’s value. Undoubtedly, the software improved during that year, but much of that improvement was because of customer and prospect feedback. The new chip manufacturer thought the company was worth 267% compared to the previous suitor.

According to the Exit Planning Institute, 76 percent of business owners who sold their businesses profoundly regretted selling within a year. I contend that this is because they agreed to a Shark Tank deal which devalued their company. I think most feel they didn’t get the value out of the company they spent years, decades, or maybe a lifetime building. The solution is to have such a great sales engine that the buyer is begging you to take the offer. Small business owners need to build a sales engine that is so strong that multiple offers are coming in to buy the company. For a while in the US after COVID-19, selling a home commanded over-asking-price offers all over the nation. This seller’s market is the environment you need to create for your company if you want to exit the company in the next 3-5 years.

I help company owners realize the maximum value of their company by improving their revenue generation capability. ​​I help owners enhance their sales management, methodologies, processes, teams, and messaging to accomplish this. Reach out to me so that I can help you maximize your company’s value the way I helped my former client.

Header image by Paul Loh